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Check availability on Chicago Adventure Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Chicago adventure hotels

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

1. The Wade

The Wade
Downtown Chicago
United States
Erin
AED 522
AED 620 total
includes taxes & fees
1 Nov - 2 Nov
The Wade
A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.
A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

2. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Emily
AED 699
AED 831 total
includes taxes & fees
1 Nov - 2 Nov
L7 Chicago by LOTTE
A high-rise hotel with a prominent Marriott sign, surrounded by other tall buildings and a busy street.
A hotel room with a large bed, a desk, a chair, and a TV. There are large windows with curtains, and a city view.
A modern gym with treadmills, weight machines, and a curved ceiling.
A modern hotel room with a large window offering a city view, a kitchen area with a white countertop, and a seating area with a round coffee table.

3. Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile
Downtown Chicago
United States
jennifer
AED 896
AED 1,197 total
includes taxes & fees
31 Oct - 1 Nov
Chicago Marriott Downtown Magnificent Mile
An outdoor seating area with sofas, tables, and umbrellas, overlooking a cityscape.
A modern living room with a flat-screen TV, a coffee table with books, a sofa, and a lamp.
A spacious hotel lobby with a modern design, featuring a large seating area with sofas and chairs, a bar area, and large windows offering views of the cityscape.
A modern lounge area with comfortable seating, a glass coffee table, and large windows offering a city view.

4. The Westin Chicago River North

The Westin Chicago River North
Downtown Chicago
United States
Gabriel
AED 878
AED 1,175 total
includes taxes & fees
31 Oct - 1 Nov
The Westin Chicago River North
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

5. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
AED 450
AED 499 total
includes taxes & fees
7 Oct - 8 Oct
Carleton of Oak Park
A breakfast setting with a plate of toast, a bowl of fruit, a cup of coffee, and a newspaper on a table by a window with a city view.
A bar area with a circular bar, stools, and a well-stocked shelf of bottles.
A building facade with a dark entrance, two wall-mounted lights, and a sign reading "The Robey Chicago".
A modern interior with a bar area, seating, and large windows offering a city view.

6. The Robey, Chicago, a Member of Design Hotels

The Robey, Chicago, a Member of Design Hotels
West Town
United States
BRIAN
AED 781
AED 1,007 total
includes taxes & fees
1 Nov - 2 Nov
The Robey, Chicago, a Member of Design Hotels
A historic building with a prominent casino sign, surrounded by modern skyscrapers.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.
A modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.

7. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Netherlands
Shyreen
AED 396
AED 593 total
includes taxes & fees
25 Oct - 26 Oct
Hotel Felix River North/Magnificent Mile
Lobby
Breakfast area
Breakfast area
Room

8. Best Western At O'Hare

Best Western At O'Hare
Rosemont
United States
luis
AED 372
AED 423 total
includes taxes & fees
12 Oct - 13 Oct
Best Western At O'Hare
A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.
A historic building with large windows and a marquee sign for a hotel.
A grand hotel lobby with a high ceiling, a large chandelier, and a staircase leading to an upper floor.
A couple in white robes sitting in a bathtub with candles and a bottle of champagne.

9. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
United States
Katelynn
AED 933
AED 1,240 total
includes taxes & fees
30 Oct - 31 Oct
JW Marriott Chicago
A restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.
A hotel room with a kitchenette, a bathroom, a seating area, and a desk.
A hotel room with a TV, a wooden desk, a chair, a sofa, and a small table.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.

10. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
Schiller Park
United States
Maribel
AED 331
AED 380 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Suites Chicago O'Hare Airport
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Top Chicago Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"I stayed here for the Chicago Half Marathon and had a great experience! The location was honestly perfect, especially if you’re visiting for a race or just want to explore Chicago. There are plenty of restaurants nearby, and it’s a great place for runners since you can easily run along the river and explore the city on foot. You’re also very close to Millennium Park and the Bean. Getting around was super easy with the train, and getting to Jackson Park for race morning by Uber was easy too. The hotel was clean, comfortable, and the staff was amazing. I’d definitely recommend it, especially for runners coming to Chicago for the half marathon or marathon. I would stay here again!"
Daniela 3-night trip
Posted less than an hour ago
Hilton Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Great location"
Sukriti 3-night trip
Posted 1 hour ago
The Chicago Hotel Collection - Magnificent Mile
Hyatt Regency Chicago

Hyatt Regency Chicago

8/10 Good
"Clean room, nice staff"
suruedee 2-night trip
Posted 1 hour ago
Hyatt Regency Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"The staff at the front desk are very nice and helpful. The restaurant in the hotel has great homemade chips! The room was a little small but we weren’t there a lot so it was good! I’d stay there again. It’s walking distance to most tourist locations."
Michelle 5-night trip
Posted 2 hours ago
Eurostars Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Beautiful hotel in a perfect location. Big rooms w/big bathrooms and a super helpful staff. The hotel bar is beautiful and is the perfect place to end your evening. Lively place to stay!"
Amy 2-night trip
Posted 3 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Cool old hotel, that shows its age a bit. Lots of remodeling over the years, that shows a bit of wear and tear. The room was clean and comfortable. Excellent location for walking to all the great sights and experiences in Chicago. Staff was great, very helpful, especially the doorman."
Dan 2-night trip
Posted 4 hours ago
Congress Plaza Hotel
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

8/10 Good
"The hotel and its location is excellent. Room was very clean and spacious, the launderette also very useful but there is only one washing machine so might not benefit all. The only downside were staff, like they couldnt be bothered, we felt we were rather bothering them when asking questions Id give hotel 10/10 but staff 1/10"
Nikoleta 3-night trip
Posted 5 hours ago
Hotel Saint Clair- Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Spacious room. Great location."
Keith 4-night trip
Posted 1 day ago
The Royal Sonesta Chicago Downtown
Freehand Chicago

Freehand Chicago

10/10 Excellent
"We absolutely enjoyed our stay at the Kins Hotel. Our room was exceptionally clean, spacious and comfortable, and it was actually much larger than the images we had seen when booking, which was a lovely surprise. The staff were amazing and couldn’t have been more helpful or friendly. From the reception staff and valet team to the cleaners, everyone was welcoming, professional and always happy to assist whenever we had a question. Overall, we had a fantastic stay at the Kins Hotel and wouldn’t hesitate to recommend it to anyone looking for a great place to stay. We would happily return ourselves!"
Paul 1-night trip
Posted 3 days ago
Freehand Chicago

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