Chicago Hotels With Parking

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

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

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

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

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

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

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

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

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

Italian-themed B&B in a leafy residential neighbourhood. 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

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

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

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

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

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

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

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

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

A small yet sophisticated and stylish B&B located in Oak Park, a leafy village within the Chicago municipality. 5 rooms and suites have been lovingly designed and decorated; expect antique beds, exotic patterned rugs, burning fires and atmospheric slanting ceilings. Many dining options are nearby. See More

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

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

Beautiful hotel set in iconic Art Deco building in downtown Chicago. Elegant rooms feature neutral tones and plush soft furnishings, some with fireplaces, parquet flooring and views across the city, river and harbour. French brasserie and intimate bar for dining and drinks. A decadent city stay. See More

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

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

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

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

Overlooking the Chicago River and surrounded by downtown 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

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