Where to Stay in Chicago, Illinois

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Photo of Amy Blyth
18 November 2020

Can’t decide where to stay in Chicago? The Windy City is filled with top-notch hotels that offer lavish décor, skyline views and fancy amenities such as spas, pools and rooftop bars. Choose from these top Chicago hotels: many boast prime downtown locations.

The Windy City is a magnet for culture seekers, home to some of the country’s most captivating museums, parks and art galleries. It’s also full of top hotels, many set near the Magnificent Mile in soaring skyscrapers or historic buildings that date back to the 1920s.

The Robey and The Robey Hall

Boutique Hotel
Map View
The Robey
Courtesy of The Robey / Hotels.com
These adjoining hipster hotels lie in the trendy Wicker Park neighbourhood, in a former 1900s warehouse and tower. Choose from annexe lofts or tower rooms, with various mid-century furniture, vintage-era phones, art deco bronze lifts and lofty ceilings. Highlights include the rooftop bar and pool with views of Chicago’s skyline, free guest bikes and a fashionable lobby with huge windows. Don’t miss the ground-floor Café Robey, which serves American hot dogs.

The Peninsula

Independent Hotel, Bed and Breakfast
4.9/5 (959 Reviews)
The Peninsula 2
Courtesy of The Peninsula / Expedia
Price Drop
Now from $465 per night
At the Peninsula, exceptional Asian-style service comes as standard. The five-star hotel near Michigan Avenue is popular with celebrities and exudes elegance. Picture marble floors, framed art and picture windows with supreme skyline views. The opulent spa is perfect for a pamper session or you can work out in the fitness centre and half Olympic sized pool. Have high tea at the Lobby restaurant or dim sum at the Shanghai Terrace. In winter, you can even ice-skate on the rooftop.
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Radisson Blu Aqua Hotel, Chicago

4.2/5 (1373 Reviews)
Radisson Blu
Courtesy of Radisson Blu / Expedia
Price Drop
Now from $135 per night
Radisson Blu’s signature wave-themed exterior stands out among downtown Chicago’s skyscrapers, set across from Millennium Park. Inside, the décor is contemporary-chic, with a fireplace lobby, Chicago-themed art and a continuing wave design, which leads to rounded balconies with city views. Enjoy large pools and a spa, a running track on the third-floor terrace and a gym with a basketball court.
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The Langham, Chicago

Suite Hotel, Luxury
4.9/5 (1016 Reviews)
Rooms at The Langham look out over the Chicago River
Courtesy of the Langham / Expedia
Price Drop
Now from $396 per night
Stay at the Langham for unparalleled views over the river and Lake Michigan, plus a Bauhaus design scheme. Put together by architect Ludwig Mies van der Rohe, the hotel bears his signature 1970s steel and glass design, decorated with extensive art, warm tones and dark woods. Book the cinema suite for a movie, take a dip in the pool or visit the award-winning Chuan Spa. There’s also American dining at the Travelle Kitchen and Bar.
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Four Seasons Hotel Chicago

4.7/5 (856 Reviews)
Four Seasons
Like everything else at the Four Seasons, the bar is glamorous and accommodating | Courtesy of Four Seasons / Expedia
Price Drop
Now from $394 per night
Chicago’s Four Seasons lives up to its brand reputation, with modern luxury characterised by plush carpets, cutting-edge amenities and large windows. The hotel occupies an impressive plot near the Magnificent Mile and lake-or-city-view rooms provide coffee machines and Netflix. There’s also a house car that offers two-mile radius trips, a 50ft pool, fitness centre and lobby bar with urban views. Be sure to schedule a visit to the spa, Whirlpool and steam room.
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The Hoxton, Chicago

4.5/5 (347 Reviews)
Courtesy of The Hoxton / Expedia
Price Drop
Now from $113 per night
Set in the heart of the lively Fulton Market district, The Hoxton has 182 mid-century style rooms with floor-to-ceiling windows that showcase skyline views. Expect a warehouse feel, with concrete ceilings and panelled leather headboards, as well as bedding from Chicago local Cody Hudson. ‘The Working From’ co-working space buzzes with activity, as does the Peruvian rooftop restaurant Cabra Cevicheria and Lazy Bird Cocktail Bar, which has live music on the weekends.
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  • Conrad Chicago

    Chain Hotel, Luxury
    4.7/5 (756 Reviews)
    Courtesy of Conrad Chicago / Expedia
    Come to Conrad Chicago for a glamorous stay on a peaceful street just off Michigan Avenue. Previously an office, the 20-story building retains its glassy exterior but has been redesigned by French firm Pierre-Yves Rochon with a statement staircase, lobby with bone China sculpture and elegant furnishings. Rooms and suites come in earthy tones with awe-inspiring city views and black granite bathrooms. Head to Baptiste & Bottle for a bourbon tasting session.
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    Eaglewood Resort and Spa

    4.1/5 (934 Reviews)
    Eaglewood Resort
    Courtesy of Eaglewood Resort / Expedia
    Price Drop
    Now from $140 per night
    The four-star Eaglewood Resort and Spa lies in Itasca, just north of Chicago’s central hub. Golf fans come to try out the 18-hole championship, par 72 course, set among lakes and trees. Treat yourself to a pamper session at the spa with sauna and outdoor pool deck. There’s also a bowling alley and restaurant. Rooms and suites are decked out in cherry and mahogany wood with balconies and patios to show-off golf course views.
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    The Hotel at Midtown

    4.5/5 (339 Reviews)
    The Hotel at Midtown
    Courtesy of the Hotel at Midtown / Expedia
    Price Drop
    Now from $212 per night
    Calling all fitness fanatics: The Hotel at Midtown is a world-leading health resort with facilities spread over three levels. Check out the multiple pools, boxing ring, fitness studios and gyms, as well as 16 tennis courts. Originally built as the world’s largest tennis club, there’s even a suite created by Venus Williams’ design firm. Rooms have a clean, minimalist design with graffiti art and skyscraper views. Guests can dine at the healthy Chromium farm-to-table restaurant.
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    Hotel Zachary

    Independent Hotel
    4.7/5 (614 Reviews)
    Courtesy of Hotel Zachary / Expedia
    Price Drop
    Now from $160 per night
    Hotel Zachary is the place to stay if you’ve come to watch the Chicago Cubs play baseball. The boutique hotel is just steps from Wrigley Field and its premium rooms even offer tantalising glimpses of the action. On game days, the hotel’s bars and restaurants are filled with excitable fans. Hotel Zachary is named for the Chicago architect who designed Wrigley Field, Zachary Taylor Davis, and is filled with baseball memorabilia, exposed pipes and brick walls.
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    Lincolnshire Marriott Resort

    Resort, Spa Hotel, Golf Hotel, Hotel
    4.3/5 (659 Reviews)
    Lincolnshire Marriott Resort 2
    Courtesy of Lincolnshire Marriott Resort / Expedia
    Price Drop
    Now from $116 per night
    Just north of Chicago’s centre, the Lincolnshire is a fancy golf and spa resort brought to you by the Marriott. Following a $28m renovation, the 175-acre resort is modern and sleek, with a spa, five restaurants and three outdoor pavilions. The main draw is the 18-hole PGA Championship golf course but there’s also a pool, tennis courts and award-winning live musical theatre at the in-house Marriott Theatre.
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    These recommendations were updated on November 18, 2020 to keep your travel plans fresh.

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