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Check availability on Chicago Adventure Hotels

Tonight
10 Oct - 11 Oct
Tomorrow
11 Oct - 12 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

Our top choices for Chicago adventure hotels

A high-rise hotel with a prominent Marriott sign, surrounded by other tall buildings and a busy street.
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.
A hotel room with a large bed, a desk, a chair, and a TV. There are large windows with curtains, and a city view.

1. 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
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.
A hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.
A modern hotel room with a large window offering a view of the sea and a cityscape. There is a seating area with a sofa and a small table.

2. 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 window view of a building, a table with a glass of wine, and a vase with flowers.
A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.
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.

3. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Jeffrey Thomas
AED 631
AED 750 total
includes taxes & fees
9 Nov - 10 Nov
L7 Chicago by LOTTE
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 hotel room with a large bed, a sofa, a TV, and a desk.
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.

4. The Westin Chicago River North

The Westin Chicago River North
Downtown Chicago
United States
Santos
AED 878
AED 1,175 total
includes taxes & fees
31 Oct - 1 Nov
The Westin Chicago River North
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 modern interior with a bar area, seating, and large windows offering a city view.
A rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.

5. 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 hallway with a bench, a door, and a wall-mounted light fixture.
A modern living room with a dining area, large windows, and a unique ceiling light fixture.
A kitchen with a microwave, coffee makers, and a shelf with glassware and dishes.
A reception area with a counter, a floral wall mural, and a door in the background.

6. City Suites Hotel

City Suites Hotel
Lakeview
United States
Joel
AED 426
AED 500 total
includes taxes & fees
9 Nov - 10 Nov
City Suites Hotel
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.

7. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
AED 450
AED 499 total
includes taxes & fees
12 Oct - 13 Oct
Carleton of Oak Park
Room
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 restaurant with high ceilings, exposed beams, and large windows. Tables are set with blue napkins and pink glassware.
A rooftop pool area with lounge chairs and a view of the city skyline.
A cozy reading area with a dark blue sofa, multiple bookshelves, and a small table with a drink and a glass.
A spacious lobby with a fireplace, comfortable seating, and a modern chandelier.

9. The Hoxton, Chicago

The Hoxton, Chicago
Downtown Chicago
United States
Jordan
AED 988
AED 1,283 total
includes taxes & fees
1 Nov - 2 Nov
The Hoxton, 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 large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.
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.

10. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
Schiller Park
United States
Maribel
AED 309
AED 355 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Suites Chicago O'Hare Airport
View all properties

Top Chicago Hotel Reviews

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"Great location! Beautiful Hotel! Helpful staff!"
Jeffrey 2-night trip
Posted less than an hour ago
InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"We appreciated the proximity to the airport and the convenience of staying there since we were just making a connection for a flight the next morning"
Susan 1-night trip
Posted less than an hour ago
Hilton Chicago O'Hare Airport
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good
"It’s a nice historic hotel, but the carpets have got to go. Dirty stained floors are not my thing. Do partial carpet near the bed and the rest should be vinyl or tile. Otherwise, staff was nice and helpful and quick to assist."
Jose Antonio 3-night trip
Posted 1 hour ago
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"The hotel was very nice. The 29th floor bar was cozy and provided a great atmosphere overlooking the streets of Chicago. The room was spacious enough. I loved the wall art and the wall mural behind the bed. I love it had a microwave!! I like the room had a sitting area where you could dress or visitors could sit. Although when I first walked around the room, the bathroom had few hairs on the sink and there was no liquid soap but it had a small bar soap. It was also weird to have a few stairs in the room to get down to the bed area. As a solo traveler, I didn't like that my room was a corner room. I am not sure if that is the standard for this hotel when booked as a individual stay or booked through hotels.com."
Genita 1-night trip
Posted 3 hours ago
The Chicago Hotel Collection - Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Great location. Rooms are very comfortable, clean, and luxurious. Had a great sister's weekend at this location!"
Mona 1-night trip
Posted 3 hours ago
Fairmont Chicago at Millennium Park
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Location is a plus, very close to many dining places and shopping. Love the room, very spacious and comfortable for 2 people but honestly could do with 4. Happy hour and events at the hotel definitely made this stay even better!!"
Justin 3-night trip
Posted 4 hours ago
Sports Illustrated Resorts Chicago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"Nice updated property in a great location"
Lindsey 1-night trip
Posted 21 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"The property was well maintained. The front desk staff was always friendly and helpful. The valet parking was definitely expensive and overall we had a great stay"
Cleo 3-night trip
Posted 22 hours ago
The Godfrey Hotel Chicago
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"A"
nicholas 4-night trip
Posted 2 days ago
Eurostars Magnificent Mile

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