Chicago

Today
-2°C

Photo of Chicago

About Chicago

A city whose rapid rise to riches spawned a rough – even brutal – reputation, America’s third largest city has long been rehabilitated as the civilised capital of the Mid-West. It now stands as a lakeside cultural and commercial mecca dominating in the wide expanses of America’s rich agricultural and industrial heartlands. The best places to stay in Chicago are ideally situated to make the most of this thriving city, whether you're here for business or pleasure.

Here “cultural” does not just mean symphony orchestras, Picassos and Rembrandts, though Chicago has more than its fair share of those. Chicago culture is American culture in all its guises, highbrow and popular, which is partly why 44 million visitors a year make their way to this city on the shores of Lake Michigan.

What To Expect

The Windy City is the place to experience all-American urban life at its finest, encompassing the dramatically vertical cityscape of the Loop business district (Chicago was home to the first skyscrapers), the clackety El Train system, the cavernous grandeur of Union Station, the Wrigley field baseball stadium, and Frank Gehry’s fantastically-shaped Pritzker Pavilion.

Then there’s the distinctive Chicago takes on American food classics:, deep dish pizza, juicy beef sandwiches and their gourmet version of the hot-dog.

And that’s before we consider Chicago’s status as one of America’s street musical powerhouses. The city that began the blues revolution personified by a long list of great names, including Muddy Waters, Howlin’ Wolf and Buddy Guy, whose influence is still strongly felt on a thriving late night club scene.

The writer Nelson Algren summed up Chicago best: ‘Like loving a woman with a broken nose, you may well find lovelier lovelies. But never a lovely so real.’ Here’s our selection of the best places to stay in Chicago to experience that reality in a city that offers everything to the true connoisseurs of American life.

What Not To Miss

  • Culture vultures should make sure to visit The Field Museum, the Museum of Science and Industry and the Art Institute of Chicago.
  • Take in breathtaking views of the city from the 360 Chicago Observation deck - just be sure to remember your camera!
  • Head to Wrigley Field and watch a Cubs game before enjoying the lively atmosphere in the surrounding bars afterwards.
  • Take a break from sightseeing and stop off in Millennium Park - filled with architectural structures, a live music stage and a Ferris Wheel.
  • If you're looking for a classy way to spend an evening then go see the Chicago Symphony Orchestra at Symphony Center.

Given its immense popularity, to avoid disappointment be sure to book ahead as the best places to stay in Chicago get quickly filled up.

Best places to stay in Chicago

The Magnificent Mile

  • The Virgin Hotel is all about fun and great hospitality. The Commons Club is a must for cocktails and if you pop in between 7 and 8pm, you'll be able to indulge on the house!
  • Housed in a skyscraper designed by the architectural legend Mies van der Rohe, The Langham offers “British-style” luxury combined with majestic views of the cityscape, the Chicago River, and Lake Michigan. Understated elegance in the heart of this cosmopolitan metropolis.
  • Hotel Palomar also ticks the family boxes with a great indoor pool, bunk-bed rooms, family friendly dining and even hula hoops in the fitness rooms to keep all ages happy!
  • The ACME Hotel is downtown Chicago's alternative lifestyle boutique hotel, created with an eye for design and a high-tech vibe. Hip and trendy, but not forbidding, you are invited to “blow your mind, not your budget.”
  • Freehand, Chicago. “A relaxed community vibe” distinguishes this home from home in Chicago’s vibrant River North neighbourhood, home to some of the city's best art galleries, boutiques and restaurants. Here you'll find Innovative design, and an offering of affordable shared and private rooms.
  • For all carnivores, a good steak is a must and you'll find one of those at The James. This chic property is well situated and boasts David Burke's Primehouse which is regularly voted Chicagos No. 1 steakhouse.
  • One of the best places to stay in Chicago for families is the Dana Hotel & Spa. It might not be the cheapest option, but you'll be spoilt for choice in terms of great facilities and the location is ideal for exploring the city.
  • Arguably the grande dame of Chicago Hotels, The Peninsula is a city landmark. Perfectly situated and towering above an entire city block of the Magnificent Mile, it is famous for its stained-glass wall and gilded lobby ceiling, as well as three award-winning restaurants. The ultimate Chicago stay.
  • Milenorth is a lively property on the Magnificent Mile and close to Navy Pier. The bar is popular with residents and locals alike, it's in the heart of Chicago's restaurant and shopping area, and it's great value too!
  • You can rely on the Four Seasons group to deliver a superior hotel experience and the Windy City’s Four Seasons is up to the mark with its Lake Michigan views, and superior facilities, location, and staff friendliness.

The CBD

  • Chicago Athletic Association doesn't initially appear to fit the family bracket, but this is a top choice - with suites available and an enviably central location. Their retro rooms are spacious and smart, plus there's a lovely restaurant to boot.

The Gold Coast

  • The Pump room restaurant is one of the reasons to book the Public Chicago. The farm to table style dining, offering reasonably priced delicious cuisine in a relaxed atmosphere, has been pioneered by award-winning chef Jean-George Vongerichten. The Public is also a good choice for the design conscious - this Ian Schrager property will not disappoint.
  • The Thompson Chicago is a trendy hotel, again in a great downtown area, which oozes style from every pore. Nico Salone is a great spot for cocktails, dinner or a bit of both, and the locals seem to like it too!

Wicker Park

  • The Robey is situated in the heart of Wicker Park, and occupies the art-deco Northwest Tower building. Accommodation is fresh and contemporary, plus there's a roof top pool and bar affording fantastic city views.

Lincoln Park

  • Dating back to the 1920s, the Hotel LIncoln is a funky vintage-style property set in the Old Town Triangle off Lincoln Park, which showcases original artwork from local artists. Hip contemporary style and a good springboard for exploring the city’s rich artistic offerings.

For An Apartment

  • If you'd prefer the privacy of a self-catering option then browse through the wide variety available online with our partner Booking.com.

Travel Information

  • Best time to visit - Chicago is a great destination year round, but if you want warm weather, come in the summer with the average daily temperature reaching 26-33°C in July. This however is peak season, so for a quieter (but still warm) alternative consider coming in May or September.
  • The winters are bitterly cold, especially with the added effect of wind chill, however the snows bring their own charm and turn the city into a sparkly beauty.
  • You can either fly into Chicago O'Hare Airport or Midway Airport, both of which are well served by public transport links into the city.
  • For car hire prices, we recommend you visit our online partner Rentalcars.

Still not sure?

Weather

Monthly Weather in Chicago

Best Hotels in Chicago

  • Freehand Chicago (Near North Side) 217 rooms from £66

    Value chic  -  With doubles from as little as $85 per night (or only $25 per person if you're prepared to share a dorm) it's unbeatable value
    Great walks  -  Every Saturday morning, the hotel arranges for pay-what-you-like walking tours.
    Kayaking  -  Explore Chicago from an unusual angle on a kayaking water tour.
    Outstanding location
    Air conditioningRestaurantDisabled accessParkingNo pets
    Recommended by  -  Tablet

    Trendy hostel and hotel offering chic but affordable accommodations in exciting downtown Chicago. Popular and busy bar serves craft cocktails and light meals. Rooms are hip with a boutique appeal, high-quality furniture in dark woods, walls decorated with crafts and an effortlessly cool vibe. See More

    Check Availability
  • Found Hotel Chicago River North Chicago 98 rooms from £69

    Groups  -  The property has a fun, relaxed party-like atmosphere. Shared dorms encourage sociable guests and new friends made overnight
    Value chic  -  The shared dormitories offer incredible value for money in prime downtown Chicago
    Sights nearby  -  Some of the city's most famous buildings are walking distance. Look out for Wrigley Building, Tribune Tower and Water Tower
    Great walks  -  Take in fantastic views and the city's history on the nearby River Walk
    Air conditioningRestaurantParking

    Wes Anderson-style exterior combines with funky interiors; all mismatched colours, multi-layered textures & ethnic prints. Well-designed rooms are basic but very comfortable and either private or shared; the latter dorm-style with cosy multi-level bunk-beds. Idulge in late-night revelry at the bar. See More

    Check Availability
  • Ivy Hotel Chicago (Streeterville) 63 rooms from £72

    Value chic  -  This is a great part of town; a stay in the property's sexy rooms with top-knotch facilites are great value
    Sights nearby  -  Admire some of the city's best architecture nearby: Chicago Tribune Tower, Time Life Building and Water Tower Chicago
    Great walks  -  It's a short walk to Lake Michigan or Grant Park, to stretch your legs with great views
    House party feel  -  Be prepared to meet people.
    Air conditioningRestaurantDisabled accessParkingNo pets

    Great value contemporary boutique in central Chicago. There's a gym, yoga classes, restaurant and great rooftop bar that's popular with locals in summer months. Rooms & suites are a playful take on classic luxury, with distinct jewel-tone furniture, modern artwork and deep soaking tubs. See More

    Check Availability
  • Staypineapple Chicago Chicago 122 rooms from £86

    Value chic  -  Entry-category rooms are incredible value; the great location, historic building, fun vibe & excellent dining come at a steal
    Local exploring  -  Everything you want from central Chicago is here; Lake Michigan, Millenium Park, designer shops, restaurants and sites
    Great walks  -  Stretch your legs; it's a very short walk to Millenium Park - home to famous Cloud Gate - and the shores of the lake
    Views  -  For views of Millenium Park and Michigan Lake you'll need to book the Millenium Park View Suite
    Air conditioningRestaurantPet friendlyDisabled accessViewsParking

    Fun and great-value luxury hotel for those who don't take themselves too seriously. Iron filigree staircases, endless ceilings and exquisite tiled floors combine with contemporary style in pineapple-themed rooms; expect pet-friendly touches & fluffy duvets. The superb restaurant is a city favourite. See More

    Check Availability
  • Longman & Eagle Chicago 6 rooms from £94

    Local exploring  -  Stay here to feel like a true Chicago resident. Meet the locals and explore nearby culinary haunts, bustling bars & trendy shops
    Close to nightlife  -  Locals come here for the cocktails. Expect a fun atmosphere; will suit those looking more for a party than a good night's sleep
    Foodies  -  Expect a meat-heavy menu complimented by seasonal cocktails, biodynamic wines craft beers at the rustic tavern restaurant
    Sights nearby  -  It's 25 minutes on the subway into central Chicago to visit the city's parks, designer shops and museums
    RestaurantParking
    Recommended by  -  Fodors

    Excellent farm-to-table restaurant with rooms. The buzzing dining room channels a traditional Chicago inn with plenty of local charm. Each authentic room is different but features wooden floors, exposed brick walls and fun artwork. Will appeal to those keen to avoid cookie-cutter city hotels. See More

    Check Availability
  • Moxy Chicago Downtown Chicago 156 rooms from £94

    Local exploring  -  A great base from which to explore the city, with fun amenities and a cool vibe
    Sights nearby  -  Close to 'Magnificent Mile', many of the city's archictectural icons are nearby such as the Tribune Tower and Wrigley Building
    Views  -  Corner City View rooms offer great city skyline views from floor to ceiling windows
    Great walks  -  It's easy access to the city's River Walk
    Air conditioningRestaurantPet friendlyDisabled accessViewsParking

    Buzzing and fun boutique-style hotel. The reception doubles as a bar; expect cocktails on arrival. Decor is contemporary industrial-cool, with splashes of hot pink. Rooms aren't huge but have everything you need. The 24-hour taco restaurant is useful after nightly DJ sets. Perfect for party animals. See More

    Check Availability
  • Hotel Julian Chicago Loop 218 rooms from £95

    Value chic  -  Considering the incredible location, views, amenities and city views, this is a great value choice in Chicago
    Local exploring  -  Step out of your door and explore the city's cultural, historic, architectural and natural wonders
    Great walks  -  It's only just over 1km to the shores of Lake Michigan, as well as adjacent to Millenium Park
    Sights nearby  -  Chicago's famous Cloud Gate - also known as The Bean - is just 300m away
    Air conditioningRestaurantViewsNo pets

    Affordable romance in the heart of the city. Well-designed contemporary rooms have Art Deco and Mid-century touches and killer views. Buzzing public areas combine exposed brickwork, mismatched furniture and playful lighting to create fun and welcoming spaces. Stay here after a night on the town. See More

    Check Availability
  • The Wheelhouse Hotel Chicago 21 rooms from £98

    Local exploring  -  Located on the main stretch of Clark Street, the hotel is centrally located allowing easy access to explore the sprawling city
    Families  -  The suite with bunkbeds is a hit with families; pack-and-plays are available
    Sights nearby  -  Visit the Chicago Music Exchange, serving musicians, collectors and friends looking for expertise and knowledge
    Air conditioningRestaurantDisabled accessParking

    A cosy boutique hotel set in the lively neighbourhood of Wrigleyville. Themed around the Cubs and baseball with vintage artworks, a fun bar and a delicious pizza restaurant. Chic and sophisticated rooms feature spacious bathrooms with mosaic tiled floors and walk-in showers. A homely relaxed stay. See More

    Check Availability
  • Silversmith Hotel Chicago Loop 144 rooms from £100

    Local exploring  -  Walk to everything that matters in downtown Chicago; parks, shops, buzzy restaurants and bars, historic sites and museums
    City Style  -  Dripping in glamour, this is a wonderful vintage-feel oasis in Chicago's skyscraper laden Loop District
    Sights nearby  -  Spot the architectural gems of Magnificent Mile, visit the Chicago Public Library or walk to a concert at Chicago Symphony Hall
    Great walks  -  The city's famous Millenium Park is just around the corner. Go for strolls while admiring interesting sculpture
    Air conditioningRestaurantDisabled accessParkingNo pets

    Glossy modern minimalism meets historic glamour in this jewellery box of a hotel. The 19th-century building has benefited from a star-chitect redesign and reflects the area's heritage. Expect pearl and gemstone hues, high ceilings, marble floors and period-style pillars. Great value boutique chic. See More

    Check Availability
  • The Robey Chicago 69 rooms from £105

    City Style  -  Chic accommodation in a historic building evoking memories of bygone years
    Local exploring  -  Make the most out of The Robey's location to truly get to know Chicago
    Sights nearby  -  Head over to Wrigley Field and enjoy a Cubs game or give the Lioncoln Park Zoo a visit
    Views  -  For great views book either a Corner Suite or Panorama Suite
    Air conditioningRestaurantSwimming PoolDisabled accessViewsParking
    Recommended by  -  Tablet

    Situated in Chicago's Wicker Park, The Robey is set in the art-deco former Northwest Tower building and provides boutique, upmarket accommodation. Expect fresh and contemporary design. Café Robey serves up French-American fusion cuisine and cocktails are served on the rooftop lounge. Superb! See More

    Check Availability
  • Claridge House Chicago 165 rooms from £108

    Local exploring  -  While Gold Coast is known as a residential area, it's surprisingly close to many of the city's top sites
    Spa  -  Spa at the Gold Coast offers a range of treatments and massages using quality products designed to rejuvenate all skin types
    Great walks  -  Start your day with a stroll to the lakefront or a jog in Lincoln Park
    Designer  -  Uniquely designed interiors.
    SpaRestaurantPet friendlyDisabled accessParking

    Boutique luxury for those on a budget. Inviting public areas are a stylish mishmash of textures, textiles and tones with mid-century funiture. Muted rooms are designed to feel like home with cosy throws, Netflix, spa showers and eclectic artwork. There's a spa & beautiful French bistro-style bar. See More

    Check Availability
  • Ruby Room Chicago (Wicker Park) 9 rooms from £109

    Local exploring  -  Wicker Park is one of Chicago's coolest districts; explore the live music scene, off-beat boutiques & trendy restaurants
    Sights nearby  -  It's easy to head into central Chicago on public transport to visit the main sites: Millenium Park, Cloud Gate and Willis Tower
    Great walks  -  Take a walk or spend the day with a book relaxing in the famous Wicker Park
    Full of character
    Air conditioningSpaGardenNo pets

    Contemporary, bold and boutique rooms in Wicker Park. The unqiue decor mixes patterned curtains & brightly coloured walls with fun vintage-style furniture. Perfect for those who want to experience Chicago daily life but from a luxurious base. There is a shared kitchen but it's more fun to eat out. See More

    Check Availability
  • Acme Hotel Company Chicago (Near North Side) 130 rooms from £145

    Sights nearby  -  Willis Tower and John Hancock Observatory to name a few!
    Quirky  -  An experience!
    Air conditioningRestaurantDisabled accessParkingNo pets
    Recommended by  -  Tablet

    Hip hotel with boutique-appeal and sophisticated rooms overlooking the skyscrapers of down-town Chicago. Rooms are sleek and monochrome with splashes of colour and kitted out in gadgetry galore. The Berkshire Room bar is a trendy spot for young Chicagoans to unwind with a craft cocktail. See More

    Check Availability
  • Hotel Lincoln Chicago (Illinois) 184 rooms from £117

    Views  -  Many of the rooms boast great views of Lake Michigan and the city skyline
    Great walks  -  Go for a stroll through Lincoln Park which the hotel overlooks.
    Sights nearby  -  Wrigley Field is nearby.
    Lively area  -  In the thick of the action.
    RestaurantPet friendlyViews

    On the north side of Chicago opposite Lincoln Park rests the newly renovated Hotel Lincoln. Rooms are mostly lake facing with local art works and all facilities. This fun-loving hotel houses the farm-to-fork Perennial Virant restaurant and a rooftop bar for stunning views. Great spot to explore. See More

    Check Availability
  • Loews Chicago Chicago 400 rooms from £118

    Families  -  As well as helpful equipment, the hotel also provides iPads loaded with age-appropriate games, consoles, toys & activity books
    Value chic  -  Entry-level rates are incredibly reasonable given the central downtown location and five-star facilities
    Sights nearby  -  The city's Wrigley Building, Arts Club of Chicago, Chicago Tribune Tower and Time Life Building are within 500 metres
    Views  -  Floor to ceiling windows allow superb city skyline views; for something special book a lake view suite
    Air conditioningRestaurantSwimming PoolGardenPet friendlyDisabled accessViewsParking

    Cool, contemporary city style near Chicago's river and lake front. Spacious and grown-up rooms blend a luxury palette of charcoal and silver hues, with enormous windows. Take in lake views from the rooftop bar after a great steak at the restaurant. There's a large pool and welcoming lobby lounge. See More

    Check Availability
  • The Gwen Chicago 311 rooms from £119

    City Style  -  Will suit those after a brilliant location, understated luxury, beautiful interiors and excellent dining experiences
    Sights nearby  -  Chicago is an architectural heaven. In the area look out for the Wrigley Building, neo-Gothic Tribune Tower & Time Life Building
    Great walks  -  The property is just 2 blocks from the Chicago River; easily get onto the city's scenic River Walk
    Views  -  All the suites come with spectacular city views
    Air conditioningRestaurantPet friendlyDisabled accessViewsParking

    Divine transformation from a historic building to a luxury boutique hotel. 1920s sculptor Gwen Lux is behind the façade; Art Deco glamour reigns supreme in the rooms, restaurants & a wrap-around rooftop bar. Expect jewel tones, gold fittings, glossy marble & epic city views. A sexy & stylish stay. See More

    Check Availability
  • The Sono Chicago 8 rooms from £124

    Romantic Break  -  Adult-only, this property excels in grown-up peace and quiet. Check-in to spend uniterrupted quality time together
    Local exploring  -  Explore Chicago's charming Old Town neighbourhood with its shops, parks and restaurants
    Views  -  There are great city views from the rooftop deck
    Adult Only
    Air conditioningViewsParkingNo pets

    Boutique B&B in the Old Town. Immaculate light-filled rooms are serene yet homely with soft monochrome colour schemes, fluffy carpets and walk-in showers. A dreamy country-kitchen with relaxed benches, roof-top with city views and fire-side sitting rooms seal the deal. Cosy contemporary love nest. See More

    Check Availability
  • Conrad Chicago Chicago (River North) 287 rooms from £124

    Local exploring  -  Visit all of Chicago's best restaurants, shops, parks, architectural wonders and museums on foot from this central location
    City Style  -  The slick contemporary interiors, city views and trendy rooftop terrace are a perfect fit for a central Chicago stay
    Sights nearby  -  Located within Chicago's magnificent mile; explore Chicago Water Tower, neo-Gothic Tribune Tower & Wrigley Building skyscraper
    Great walks  -  It's a short walk to Lake Michigan or to Millenium Park, home to the famous Cloud Gate sculpture
    Air conditioningRestaurantDisabled accessViewsParking

    Space-age chic in central Chicago. Formerly an office building, this luxury city-hotel boasts unique sculptures, iconic skyline views and futuristic interiors by Pierre-Yves Rochon. Warm, colourful rooms have art-lined walls and killer floor-to-ceiling windows. The rooftop bar is an urban oasis. See More

    Check Availability
  • Villa d'Citta Chicago 6 rooms from £125

    Romantic Break  -  Enjoy laid-back luxury, a strong sense of privacy and the feel of staying at a home-away-from-home
    Sights nearby  -  It's just over 20 minutes by public transport into downtown Chicago to explore the Magnificent Mile
    Romantic  -  Good for couples.
    Full of character
    Air conditioningGardenDisabled accessParkingNo pets

    Italian-themed B&B in leafy residential neighbhourhood. Built in the 1880s, expect high-ceilings, wooden pillars and Georgian windows. Spacious suites channel a Mediterranean feel with marble baths, Roman busts and antique beds. Relax by the fire or soak in the outdoor hot tub. Made for couples. See More

    Check Availability
  • The Talbott Hotel Chicago 149 rooms from £132

    City Style  -  This hotel harks back to glory days of Chicago in the 1920's- a masterpeice of gleaming marble and vintage fixtures
    Designer Shopping  -  Just down the road you will find the Magnificent Mile of Michigan Avenue, famed for its designer shopping
    Hotel Entertainment  -  20 East the hotel's restaurant is somewhat of a local hotspot and tends to become lively on the weekends
    Sights nearby  -  The renowned House of Blues music venue is less than a mile away and well worth a visit
    Air conditioningRestaurantDisabled accessParking
    Recommended by  -  Tablet

    A glamorous great Gatsby style hotel, in a beautifully refurbished 1920's building in downtown Chicago. The comfortable and spacious rooms have been carefully crafted by local designers. The popular on site restaurant draws crowds, as do the cocktails at the vintage bar. An elegant spot. See More

    Check Availability
  • LondonHouse Chicago 452 rooms from £134

    City Style  -  With a cool rooftop bar and its location right on Michigan Avenue, the hotel is the perfect Chicago city break spot
    Families  -  There is a children’s menu for afternoon tea and the hotel is near many kid-friendly tourist attractions
    Great walks  -  Walk to Millenium Park and explore the sights
    Opulent
    RestaurantDisabled accessParking

    A luxury hotel, in downtown Chicago, on Michigan Avenue. Rooms are modern and spacious with marble showers and floor-to-ceiling windows facing the Chicago River. Enjoy a handcrafted cocktail on the sophisticated rooftop bar and delicious seafood and steaks at the restaurant. A spoiling central stay. See More

    Check Availability
  • Sonder Library Lofts Chicago 12 rooms from £136

    Local exploring  -  Situated close to Lake Michigan, the Lofts put guests in a prime position to experience Chicago
    City Style  -  Return back to the apartment's to enjoy skyscraper-views from the rooftop deck
    No restaurant  -  Self-catering units
    Sights nearby  -  Get the lift to the top of the 108-story Willis Tower for breathtaking views of the city
    Air conditioningDisabled accessParkingNo pets

    Contemporary and sleek self-contained apartments situated in the cultural neighbourhood of South Loop. Apartments have kitchenettes, comfortable seating areas and modern bathrooms. Enjoy the breathtaking views from the roof patio (complete with BBQ). A conveniently placed home-away-from-home. See More

    Check Availability
  • Wicker Park Inn Chicago 9 rooms from £140

    Weddings  -  The property works as a great venue for intimate weddings or elopements. Make sure to ask for the flower arch!
    Local exploring  -  The Wicker Park area is known for up-and-coming restaurants and independent boutiques
    Sights nearby  -  Nearby public transport will take you easily into downtown Chicago to explore Magnificent Mile, Millenium Park or Wrigley Fields
    Great walks  -  There are lots of local parks, including Wicker Park of course, to stretch your legs
    Air conditioningParkingNo pets

    Historic charm meets boutique style in a residential neighbourhood. The mix of guest rooms and fully-functioning apartments can also be booked out exclusively. Decor combines antique fireplaces, exposed brick walls, jewel tones & wallpaper accents. The friendly atmosphere works well for long stays. See More

    Check Availability
  • The Hoxton Chicago Chicago (Fulton Market) 182 rooms from £140

    City Style  -  Offering a sophisticated and stylish air in an exciting, gourmet neighbourhood a short journey from the city centre
    Business meetings  -  The hotel boasts excellent meeting facilities and rooms perfectly suited for the travelling businessperson
    Local markets  -  Fulton Market takes its name from the world class food markets and dining in the area
    Sights nearby  -  The Oprah Winfrey show is filmed at the nearby Harpo Studios, a popular attraction
    Air conditioningRestaurantSwimming PoolPet friendlyDisabled accessParking

    A high-end luxury hotel in easy reach of the city centre and Chicago’s best nightlife spots, ideally designed and equipped for business or pleasure. Public spaces and rooms are bright and elegant, making excellent use of space, and the rooftop pool and range of restaurants won't fail to impress. See More

    Check Availability
  • The Blackstone Chicago 335 rooms from £146

    City Style  -  A Chicago institution dripping in history which feels cool, chic and on the pulse
    Great walks  -  Grant Park is literally on the doorstep. Explore Millenium Park, world-famous Cloud Atlas and Buckingham Fountain
    Views  -  Many rooms have views of Lake Michigan and Grant Park
    Romantic  -  Good for couples.
    Air conditioningRestaurantGardenDisabled accessViewsParking

    Historic grand-dame updated for the 21st-century. Built in the Beaux-Art era, this city-centre luxury hotel is the epitome of boutique glamour. Wood-panelling, chandeliers & double-height ceilings combine with buzzing restaurants, extensive art collection & quirky modern furniture to great effect. See More

    Check Availability
  • The Guesthouse Hotel Chicago 25 rooms from £146

    Families  -  You won't need to bring much; helpful equipment like high chairs, pushchairs, cots, bath accessories, games & toys are provided
    Sights nearby  -  It's easy to head into central Chicago on public transport for the day; visit Millenium Park, Magnificent Mile and Museum Campus
    Spa  -  The hotel partners with the day spa next door to provide in-room treatments
    Sailing  -  Can be booked nearby.
    Air conditioningSpaPet friendlyDisabled accessParking

    Fantastically fully-equipped one, two & three-bedroom self-catered apartments in Chicago's Anderson district. Each of the fresh, lofty and spacious units provides everything expected from a lovely home; dishwashers, driers, gym, balconies & even a roof terrace. A comfortable option for long stays. See More

    Check Availability
  • Kimpton Hotel Monaco Chicago Loop 192 rooms from £146

    Business meetings  -  Good-value and great location for doing business while in the city; there are also several meeting rooms with great facilities
    Local exploring  -  The central location means everything is within walking distance; the arts, theatre, architecture, shops and restaurants
    Great walks  -  Make sure to stretch your legs on Chicago's renowned River Walk, a 1.5-mile path from Lake Michigan to Lake Street
    Sights nearby  -  As well as shops, Chicago's famous Cultural Centre, Art Institute and the Willis Tower area nearby
    Air conditioningRestaurantPet friendlyDisabled accessParking

    Boutique business hotel with lots of soul. Located in a former hat factory, there are fun historical touches throughout. Bedrooms are classic contemporary luxury; highlights include snug window seats, modern art and a cool but cosy grey and blue palette. Great value and the service is excellent. See More

    Check Availability
  • Ace Hotel Chicago Chicago 159 rooms from £146

    Foodies  -  Chicago's West Loop is known as one of the best dining districts in the city, including the hotel's City Mouse restaurant
    City Style  -  The place to stay for Millenial cool-kids in this happening hipster neighbhourhood
    Local markets  -  Head to French Market food hall or Randolph Street Market; the latter offers excellent vintage finds
    Sights nearby  -  Built in 1925, the nearby Grand Union Station is a Beaux Art masterpiece just 10 minutes walk away
    Air conditioningRestaurantPet friendlyDisabled accessViewsParking

    Formerly a cheese-factory, now a hip boutique hotel. Highlights include city views, trendy co-working space & buzzing outdoor rooftop. Rooms in this concrete and glass industrial-conversion come with grey palettes, tiled bathrooms, local artwork and Bauhaus style furniture. Where the cool kids stay. See More

    Check Availability
  • Sophy Hyde Park Chicago 98 rooms from £148

    Business meetings  -  A good choice for non-corporate off-sites or meetings due to the university location and buzzing dining options
    City Style  -  Not many properties manage to combine boutique cool and charm with so many facilities and a wonderful location
    Local exploring  -  There are museums, galleries, restaurants, boutiques, parks and cultural sites galore on the doorstep
    Great walks  -  Take a stroll or a jog in the very pleasant Midway - one of Chicago's famous city parks
    Air conditioningRestaurantPet friendlyDisabled accessViewsParking

    A contemporary yet cosy boutique hotel located in Chicago's culturally-rich Hyde Park district. Whether you want to feel the city's pulse, see the sites or dine like a local, this impressive hotel is a winner. Decor is eclectic, fun and warm with fantastic artwork. Rooms have phenomenal city views. See More

    Check Availability
  • Chicago Athletic Association Chicago (Illinois) 241 rooms from £148

    Sights nearby  -  Millennium Park is in close proximity to the hotel.
    Views  -  Great views from hotel
    Lively  -  Hip and happening.
    Full of character
    Air conditioningRestaurantPet friendlyDisabled accessViewsParking

    Gentleman's club in the early 1800s now opens its Venetian Gothic doors to business travellers, leisure seekers and city slickers. Large, retro rooms boasting Millennium Park views. Cherry Circle Room catches the essence of its former dining purpose. Remember the bar up on Cindy's Roof Top Terrace. See More

    Check Availability
  • Sofitel Chicago Magnificent Mile Chicago 415 rooms from £149

    Value chic  -  Considering the incredible central location, city views, spacious rooms and luxury facilities, this is a steal
    Local exploring  -  Magnificent Mile has it all; shops, sites, parks, lake access, beautiful buildings and interesting museums
    Sights nearby  -  The Mile is famous for its architectural gems; the historic Chicago Water Tower and terracotta Wrigley Building skyscraper
    Great walks  -  It's just over a mile walk to the shores of Lake Michigan. Head that way for wonderful lake views and bracing fresh air
    Air conditioningRestaurantPet friendlyDisabled accessViewsParking

    Sleek luxury located in a striking futuristic city tower. Light-filled rooms feel like homely enclaves while public spaces hark to Chicago's iconic skyscraper; the lobby resembles a space shuttle. Decor blends blonde wood with contemporary prints. Dine at the French restaurant - very chic. See More

    Check Availability
  • Sonder West Belmont Chicago (Illinois) 2 rooms from £149

    Families  -  The two and three bedroom option means that large families or groups can be very comfortable for a long stay
    City Style  -  It's rare to find such a chic, comfortable and spacious yet affordable home-away-from-home in a major city
    Sights nearby  -  Chicago's famous Lincoln Park Zoo is a short drive away
    Minimum Stay  -  There is a minimum stay of 4 nights
    Air conditioningParkingNo pets

    Well-equipped 2 and 3 bedroom apartments in Lake View. Decor is stylish and modern with a muted palette, designer furniture and tasteful rugs. Like any home, there is a kitchen, dining area and space to work. Perfect for those who are after luxury loft-style living with a touch of Bauhaus chic. See More

    Check Availability
  • Bishops Hall Chicago 3 rooms from £151

    Local exploring  -  The area works as a base for central Chicago, due to excellent transport links, or simply to stay put and explore the village
    City Style  -  It's rare to find a property that is so exquisite, affordable, welcoming and totally unstuffy
    Sights nearby  -  The area is known as home to the Frank Lloyd Wright Studio & Home, built in his signature Prairie style
    Romantic  -  Good for couples.
    Air conditioningGardenParkingNo pets

    Channel period-drama glamour at this grand Georgian-Revival B&B. Elegant rooms bring the past to life; expect four-poster beds, oriental rugs, gilded portraits & Chinese porcelain. Fire-side tea-time and musical evenings are the cherry on the cake. Magazine-quality interiors with laid-back service. See More

    Check Availability
  • theWit Hotel Chicago 310 rooms from £154

    City Style  -  A reminder of how fun city hotels can be. Stay here for a real feel of Chicago's bright lights
    Great walks  -  It's a very short walk to Grant Park. Visit Millenium Park with its famous Cloud Gate sculpture
    Spa  -  Spa@TheWit offers a range of treatments and massages
    Views  -  Great views from hotel
    Air conditioningSpaRestaurantDisabled accessViewsParkingNo pets

    Bright lights in the big city. Playful and buzzing hotel with spacious rooms and luxury creature comforts. Expect high ceilings, large windows with skyline views and bold flashes of colour all around. Dine at the excellent on-site restaurant. The 27th-floor rooftop bar is a reason to stay in itself. See More

    Check Availability
  • Hotel Zachary Chicago 173 rooms from £155

    Lively  -  On game days the hotel's public spaces are busy; expect plenty of people and plenty of noise... and a lot of fun
    Short fly break  -  The only place to stay if you're flying into Chicago for a big game
    Sights nearby  -  The nieghbourhood's big attraction is Wrigley Field, the baseball stadium home to the Chicago Cubs. Make sure to catch a game
    Designer  -  Uniquely designed interiors.
    Air conditioningRestaurantPet friendlyDisabled accessViewsParking

    Lively boutique hotel opposite Wrigley Field baseball stadium. An industrial conversion masterclass, interiors are cool, contemporary and yet cosy; expect a sophisticated grey palette with fun baseball-themed touches & large-scale artworks. Dining spaces are the real draw and popular with locals. See More

    Check Availability
  • The Kimpton Gray Hotel Chicago 293 rooms from £157

    City Style  -  A suave sophisticated hotel with twin staircases and vintage elevators in the heart of Chicago
    Romantic  -  Good for couples.
    Views  -  Great views from hotel
    Traditional
    Air conditioningRestaurantDisabled accessViewsParking
    Recommended by  -  Tablet

    An iconic and elegant building in the Loop's financial corridor. Named for its grey marble exterior, the rooms mirror this toned down grandeur, with the odd splash of colour and quirky design. With a range of bars and restaurants, and excellent 24 hour gym they have all the bases covered. See More

    Check Availability
  • 21c Museum Hotel Chicago Chicago 297 rooms from £161

    Museums  -  As the hotel is a museum - open 365 days a year - you don't have to travel far to tour an impressive contemporary art collection
    Business meetings  -  The property boasts 10,000 square feet of art-filled exhibition and event spaces for board meetings, conferences & even weddings
    Local exploring  -  The city's architectural, shopping and culinary gems are on your doorstep and are best explored on foot
    Sights nearby  -  Chicago's famous Water Tower, neo-gothic Tribune Tower and Wrigley Building are just around the corner
    Air conditioningSpaRestaurantDisabled accessParking

    Not only does this hotel have an excellent central location, but it's one of a handful of American properties situated within a museum; the collection is dedicated to 21st century art. Modern rooms and suites manage to feel boutique in style despite the key count with wood panelling and great views. See More

    Check Availability
  • Nobu Hotel Chicago Chicago 115 rooms from £164

    Foodies  -  Nobu's black cod & iconic Bento Boxes are famous the world over. Enjoy Japanese culinary delights without the need to head home
    Romantic Break  -  Spend afternoons by the indoor pool before a special evening of dinner and cocktails with incredible Chicago skyline views
    Great walks  -  Walk off delicious meals with a wander down West Randolph Street, the city's foodie hotspot
    Local markets  -  Walk to nearby Chicago French Market, the city’s only year-round indoor marketplace
    Air conditioningRestaurantSwimming PoolViewsParking

    Sexy city style meets world-class cuisine on Chicago's 'restaurant row'. Rooms are a masterclass in luxurious restraint; think 'wow' floor-to-ceiling views, Japanese tubs and Asian-inspired minimalist furniture. Enjoy Nobu culinary favourites, slick indoor pool and skyline-facing rooftop terrace. See More

    Check Availability
  • Viceroy Chicago Chicago 180 rooms from £167

    City Style  -  A historic 1920's facade married to a glorious waved glass tower, with interiors by TAL Studio- the result will not disappoint
    Sights nearby  -  Just down the road is the Oak Street Beach, a sandy shore of Lake Michigan where one can swim and lounge in the sun
    Views  -  Great views from hotel
    Designer  -  Uniquely designed interiors.
    Air conditioningRestaurantSwimming PoolPet friendlyDisabled accessViewsParking
    Recommended by  -  Tablet

    A magnificent hybrid of old and new, a perfectly preserved 1920's facade attached to a glistening glass tower. Inside you will find the same paradoxes, the rooms are spectacular and so are the views from their floor to ceiling windows. The rooftop bar draws a crowd, as does The Somerset downstairs. See More

    Check Availability
  • The Allegro Royal Sonesta Chicago Loop Chicago (The Loop) 483 rooms from £173

    City Style  -  Stay here to dip into Chicago's rich and glamorous history with all the modern conveniences you could want
    Local exploring  -  Chicago's main attractions are all nearby; explore parks, museums, shops, restaurants and the river front
    Sights nearby  -  Admire the Picasso statue or some of the city's finest archiectural achievements: Chase Tower, Willis Tower & Union Station
    Great walks  -  It's an easy walk to Millenium Park, or join the city's famous River Walk
    Air conditioningRestaurantPet friendlyDisabled accessViewsParking
    Recommended by  -  Tablet

    Large in scale but boutique in style with fab facilities. Built-in 1924, Art Deco is the theme, especially in the buzzing Gatsby-esque cocktail bar & restaurant. The expansive luxurious lobby sets the tone while rooms feel like the inside of a jewellery box with lacquered wood and gold touches. See More

    Check Availability
  • The Publishing House Chicago 13 rooms from £176

    Local markets  -  Check out Randolph Street Market, the West Loop’s monthly vintage bonanza. Its food-focused rival is Chicago French Market
    Hideaway  -  With plenty of books to choose from in the hotel library, curl up in one of the reading nooks
    Views  -  Stunning city views
    Sights nearby  -  Well located for major sights.
    Air conditioningRestaurantDisabled accessViewsParkingNo pets
    Recommended by  -  Mr & Mrs Smith

    A boutique B&B offering hip design in the trendy West Loop. Featuring a heaving library and author-themed rooms with books to match. A home-cooked breakfast feast is provided for each guest and there's a round-the-clock pantry. A charming and central base to explore the city from. See More

    Check Availability
  • Hotel EMC2 Chicago 195 rooms from £186

    City Style  -  'Where science and art meet' is the hotel's theme; it has resulted in a quirky yet chic, incredibly original Chicago property
    Sights nearby  -  Architectural lovers will appreciate their surroundings; visit Time Life Building, Chicago Tribune Tower and Water Tower Chicago
    Great walks  -  It's just over 1km to the city's most famous park - Millenium Park - known for its Cloud Gate sculpture
    Lively  -  Hip and happening.
    Air conditioningRestaurantDisabled accessViewsParking

    Funky boutique-style hotel located in Chicago's lakeside neighbourhood. Rooms are contemporary luxury with a twist; think Dali-esque murals, glass showers with copper tubing, dark wood floors & colourful art. The double-height restaurant and bar are buzzing. Fun and comfort in equal measure. See More

    Check Availability
  • Royal Sonesta Chicago River North Chicago (Illinois) 261 rooms from £187

    24 Hour room service
    Views  -  Rooms offer great city views from floor to ceiling windows
    Whirlpool Bathtub  -  Book one of the spa suites for a Fuji jet soaking tub
    Swimming Pool  -  Indoor heated pool open year round
    Air conditioningRestaurantSwimming PoolPet friendlyViewsParking

    This boutique hotel in the River North district offers an indoor pool, in-room spa treatments, restaurant and popular bar. Rooms are modern with designer bathroom features. Business and fitness centres on site. Proximity to Navy Pier, Michigan Lake and Chicago's landmarks and galleries. See More

    Check Availability
  • Thompson Chicago Chicago (21 E Bellevue Pl) 247 rooms from £219

    Lively  -  Salone Nico is a favourite of Chicago bussiness types on an evening.
    Sights nearby  -  Buckingham Fountain is a must see, as well as 'The Bean'.
    Great walks  -  Grant Park and Lincoln Park are both worth a visit.
    Views  -  Either of Lake Michigan or the Chicago skyline.
    Air conditioningRestaurantViews
    Recommended by  -  Mr & Mrs Smith, Tablet

    Among the Chicago Mansions, this lively and trendy hotel offers prime location for Magnificent Mile and lakeside views. Contemporary rooms with noteworthy comfortable beds and waterfall showers, offering room service as well as Nico Osteria restaurant for fine Italian cuisine and wines. See More

    Check Availability
  • Virgin Hotel Chicago (Illinois) 250 rooms from £226

    Sights nearby  -  The Willis Tower or John Hanncock Centre - both offer great views of the city.
    Lively  -  Bar and entertainment readily avaliable.
    Air conditioningRestaurantPet friendly

    Perfect for the modern traveller or business getaway in Downtown Chicago. Two-chamber rooms with all the mod-cons are contemporary and luxurious. With five restaurants on site there is much choice, as well as the spa and fitness centre. Location is perfect for theatre, shopping and food lovers. See More

    Check Availability
  • W Chicago Lakeshore Chicago 368 rooms from £252

    Business meetings  -  The hotel's high-tech event management makes anything from large conferences to small off-sites easy to arrange
    Local exploring  -  Explore the city's lakeside area, yet many of the downtown perks are walkable
    Great walks  -  It's a very short walk to Ohio Beach for swimming or sunbathing with city views
    Swimming Pool  -  Indoor heated pool
    Air conditioningRestaurantSwimming PoolPet friendlyDisabled accessViewsParking

    Work hard and party harder. Bold business hotel overlooking Lake Michigan. Rooms resemble cruise liner cabins with impressive views and a stylish mishmash of colours & textures. An indoor pool, spa, yoga classes, buzzing restaurant and a helpful concierge helps make the most of downtime. See More

    Check Availability
  • Ritz Carlton Chicago Chicago 434 rooms from £320

    Designer Shopping  -  The hotel is attached to Water Tower Place, home of Macy's, so it's not far to the shops. Michigan Avenue is just a block away
    City Style  -  If you appreicate birds-eye views from bed, fine dining, an A-list art collection and spoiling spa, this is the place for you
    Families  -  Kids are very welcome; on arrival they pick a toy of their choice, plus special kid's healthy menu & candy cart room service
    Spa  -  Overseen by the experts at Kalma Spas, treatments, including facials and massages, are designed to heal, relax and renew
    Air conditioningSpaRestaurantSwimming PoolPet friendlyDisabled accessViewsParking

    Luxury urban resort spread between the 12th & 30th floors of a Lake Michigan tower. Serene rooms feel like you're floating in the sky with phenomenal views and cloud-like beds. Enjoy the Italian steakhouse, spa, indoor pool, and a very cool rooftop bar. Classic contemporary city luxury, a safe bet. See More

    Check Availability
  • The Peninsula Chicago Chicago (Near North Side) 339 rooms from £390

    Spa  -  The Peninsula Spa is inspired by Ayurvedic and Asian philosophies, wih massages and therapy treatments to soothe any ailment.
    Sights nearby  -  The Museum of Contemporary Art, Driehaus Museum and beloved Chicago Water Tower are all a 5 minute stroll from the Peninsula.
    Lively area  -  Located in the Near North area of Downtown Chicago, along the electric Magnificent Mile.
    Swimming Pool  -  Indoor pool with views over downtown Chicago's skyline.
    Air conditioningSpaRestaurantSwimming PoolDisabled accessViewsParking
    Recommended by  -  Tablet

    The Peninsula exudes dignified grandeur. Rooms feature touches of high-class elegance such as Bernaudaud china, soaking tubs in bathrooms and specially commissioned art. Impeccable views of glittering downtown Chicago from most rooms and suites. Pool, gym, spa, three award-winning restaurants. See More

    Check Availability
  • The Langham, Chicago Chicago (Near North Side) 268 rooms from £429

    Sights nearby  -  Located right next to the ostentatious and famous Trump Tower and less than a mile from the Museum of Contemporary Art.
    Spa  -  The award winning Chuan Spa offers a range of holistic treatments to relax, renew and pamper
    Swimming Pool  -  67 foot heated indoor pool
    Views  -  Great views from hotel
    Air conditioningSpaRestaurantSwimming PoolPet friendlyDisabled accessViewsParking

    Overlooking the Chicago river and surrounded by down-town Chi-town skyscrapers, this hotel is a glamorous choice for the discerning traveller. Rooms feature a cream canvas, dark polished woods and royal purple throws. Gym, spa, pool. Exclusive private members' club with city views. Restaurant, bar. See More

    Check Availability
  • Four Seasons Chicago Chicago (Gold Coast) 346 rooms from £449

    Sights nearby  -  In downtown Chicago there is a multitude of architectural splendour, museums and art galleries in the near vicinity.
    Views  -  Panoramic views over Chicago and Lake Michigan.
    Spa  -  Body treatments, facial, massages and sauna.
    Swimming Pool  -  Indoor pool
    Air conditioningSpaRestaurantSwimming PoolDisabled accessViewsParkingNo pets

    All rooms and suites are stylishly furnished with French furniture, floral motifs, art adorning the walls, and shades of plum, champagne, rose and dove grey. Beautiful views over Chicago or Lake Michigan. Spectacular indoor pool under a domed skylight. Gym, full-service spa, hot tub, restaurant. See More

    Check Availability