The 14 Best Hotels with Rooftop Bars in Chicago (2025)

• LondonHouse is a luxury hotel, in downtown Chicago, on Michigan Avenue; one of the city's original high-rises, which dates back to the 1920s. Pick this property for the indulgent rooms with floor-to-ceiling windows and marble bathrooms. With a chic rooftop bar and superb seafood and steak restaurant — this is a spoiling choice.
• Viceroy Chicago is a magnificent hybrid of old and new, a perfectly preserved 1920's facade attached to a glistening glass tower in downtown Chicago. Inside you will find the same paradoxes; the rooms are spectacular and so are the views from their floor-to-ceiling windows. The sexy rooftop bar (with a pool) is perfect for romantic evenings as is The Somerset restaurant downstairs. Luxury defined.

• Luxurious Ritz Carlton Chicago occupies floors between the 12th & 30th storeys of a Lake Michigan waterfront tower. Serene rooms feel like you're floating in the sky with phenomenal views and cloud-like beds. For those who appreciate bird's-eye views from bed, fine dining, a cool rooftop bar, an A-list art collection and a spoiling spa — this is for you.
• The Peninsula Chicago stands out for its dignified grandeur. Expect luxury touches such as specially commissioned artworks and glorious soaking tubs with epic city views. With three award-winning restaurants, a roof terrace bar, and a spa that offers treatments inspired by Ayurvedic and Asian philosophies — you'll want for nothing here.
• Chicago Athletic Association was a Gentleman's club in the early 1800s which has now opened its Venetian Gothic doors to all and boasts large, retro rooms with Millennium Park views. Cherry Circle Room catches the essence of its former dining glory while the rooftop bar completes the picture.

• Virgin Hotel is perfect for the modern traveler or those on a business trip. Two-chamber rooms with all the mod-cons are contemporary and luxurious. With five restaurants on-site there is plenty to choose from, while for post-dinner, the roof terrace bar is a happening spot.
• Kimpton Gray Hotel is an iconic and elegant building in the Loop's financial corridor. Named for its gray marble exterior, the rooms mirror this toned down grandeur, with the odd splash of color and quirky design. With a range of bars and restaurants (including a hip roof terrace option), they have all the bases covered.

• The Robey is a chic modern boutique hotel set in a striking Art Deco building dating back to 1929, in Wicker Park. Pick this property for the chic whitewashed rooms (many of which have epic city views) and the French-American restaurant. However, the real pull is the rooftop pool and bar.
• Ivy Hotel is a chic modern boutique well located in central Chicago. Rooms and suites are a playful take on classic luxury, with distinct jewel-tone furniture, modern artwork and deep soaking tubs. Choose this property for the fabulous amenities including a gym, daily yoga classes, a restaurant, and a lively rooftop bar.
• The Gwen has undergone a divine transformation from a historic building to a luxury boutique hotel. Art Deco glamor reigns supreme in the rooms, restaurants and the chic wrap-around rooftop bar. Expect jewel tones, gold fittings, glossy marble and epic city views. A sexy and stylish stay.

• Expect cool, contemporary city-style near Chicago's river and lakefront at the Loews Chicago. Rooms are sleek and modern with floor-to-ceiling windows to take in the city views. The rooftop bar and steak house are a real lure, while kids are well taken care of with iPads loaded with age-appropriate games, consoles, toys and activity books. Seriously good value for what is a luxury stay.

• Hotel Lincoln is well situated opposite Lincoln Park. Rooms are mostly lake-facing with local artworks and luxe facilities. A fun-loving hotel with a farm-to-fork restaurant and a rooftop bar with stunning views. A great value spot to explore from.

• TheWit Hotel is a playful and buzzy hotel with spacious rooms and luxury creature comforts. Expect high ceilings, large windows with skyline views and bold flashes of color all around. Dine at the excellent on-site restaurant and enjoy the 27th-floor rooftop bar.

• At Nobu Hotel Chicago, 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 favorites, a slick indoor pool and a skyline facing rooftop terrace. Perfect for a food-centric stay.

Still not sure where to book?

• Browse our list of the best places to stay in Chicago.
• Refine your search and look at the best hotels in West Loop, Chicago or the best hotels with rooftop pools in Chicago or the best Chicago hotels for families.
• Check out all our recommendations in Illinois.
• Alternatively, you could contact one of our friendly Gurus for personalised advice.