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Check availability on Chicago Adventure Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Chicago adventure hotels

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 room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.
A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.

1. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Jeffrey Thomas
AED 669
AED 796 total
includes taxes & fees
1 Nov - 2 Nov
L7 Chicago by LOTTE
An outdoor seating area with sofas, tables, and umbrellas, overlooking a cityscape.
A hotel room with a large bed, a sofa, a TV, and a desk.
A modern living room with a flat-screen TV, a coffee table with books, a sofa, and a lamp.
A modern lounge area with comfortable seating, a glass coffee table, and large windows offering a city view.

2. 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 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.

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
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 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.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

4. The Wade

The Wade
Downtown Chicago
United States
Erin
AED 522
AED 620 total
includes taxes & fees
1 Nov - 2 Nov
The Wade
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 building facade with a dark entrance, two wall-mounted lights, and a sign reading "The Robey Chicago".
A bar area with a circular bar, stools, and a well-stocked shelf of bottles.
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 historic building with a prominent casino sign, surrounded by modern skyscrapers.
A person pouring a drink into a glass with ice and an orange slice garnish.
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.

6. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United Kingdom
Ian
AED 396
AED 593 total
includes taxes & fees
25 Oct - 26 Oct
Hotel Felix River North/Magnificent Mile
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
14 Oct - 15 Oct
Carleton of Oak Park
A hotel room with a bed, a desk, a television, and a window with a view of buildings.
A dining area with four tables and chairs, each with a small plant. There are two framed artworks on the walls.
A well-appointed lounge area with a fireplace, leather armchairs, and a checkered floor.
A lobby with a reception desk, a green counter, a bar area, and a seating area with leather chairs.

8. The Willows Hotel

The Willows Hotel
Lakeview
United States
John S
AED 441
AED 518 total
includes taxes & fees
28 Oct - 29 Oct
The Willows Hotel
A hallway with a bench, a door, and a wall-mounted 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.
A modern living room with a dining area, large windows, and a unique ceiling light fixture.

9. City Suites Hotel

City Suites Hotel
Lakeview
United States
Steven
AED 526
AED 617 total
includes taxes & fees
26 Oct - 27 Oct
City Suites Hotel
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 lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.
A hotel room with a kitchenette, a bathroom, a seating area, and a desk.

10. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
Schiller Park
United States
Maribel
AED 312
AED 359 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Suites Chicago O'Hare Airport
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Top Chicago Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"I loved this hotel! It was very clean, chic, updated, and modern. I stayed here for a solo trip, and the room was extremely spacious, definitely more than enough room for just me. The location was one of my favorite things about the hotel. It was very central, and so much was within walking distance, including Millennium Park, restaurants, and many of the attractions I wanted to visit. It made exploring the city really convenient because I could simply walk to most places. The staff was also very nice and helpful throughout my stay. I had a late flight on my last day, and they allowed me to store my luggage at the hotel after checkout, which made things so much easier. My only small complaint was that the only full-length mirror was in the bathroom. Other than that, I had a great experience and would absolutely stay here again!"
Brandi 2-night trip
Posted 5 hours ago
L7 Chicago by LOTTE
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"very helpful staff, large rest areas for waiting, good price, convenient location. A nice no-frills restaurant and bar onsite. Best choice for an Unpretentious visit stay."
Yang 4-night trip
Posted 8 hours ago
Club Quarters Hotel, Central Loop, Chicago
Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Old hotel! Front desk wasn’t helpful l, ask for several things and they never showed up. No A.C., coffee pot broken, ran out of toilet paper and towels. No ice in machine, vending machine served hot beverages. Maintenance men were very nice, Christian at the bar was excellent! I’ll never stay there again."
Pamela 4-night trip
Posted 9 hours ago
Congress Plaza Hotel
The Wade

The Wade

10/10 Excellent
"Real nice room facing the lake, comfy bed, nice decor, rain shower head, I prefer reg shower head, no Biggy ....one more thing, no coffee maker in the room but fresh coffee in the lobby."
joseph 1-night trip
Posted 9 hours ago
The Wade
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Great location, good sized rooms, comfortable beds"
Jake 2-night trip
Posted 13 hours ago
The Chicago Hotel Collection - Magnificent Mile

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