A river with a yellow boat, surrounded by tall buildings and a bridge.

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Check availability on Chicago Adventure Hotels

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
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 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 bar area with a central island, bar stools, and a television screen displaying a news program.
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.

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 relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.
A bar area with a long counter, multiple shelves of bottles, and four bar stools.
A room with a bed, a window with curtains, a small table with a vase of flowers, and a chair.
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
Jeffrey Thomas
AED 714
AED 849 total
includes taxes & fees
1 Nov - 2 Nov
L7 Chicago by LOTTE
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.

3. The Wade

The Wade
Downtown Chicago
United States
Erin
AED 466
AED 555 total
includes taxes & fees
12 Nov - 13 Nov
The Wade
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 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 building facade with a dark entrance, two wall-mounted lights, and a sign reading "The Robey Chicago".
A rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.
A modern interior with a bar area, seating, and large windows offering a city view.

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

The Robey, Chicago, a Member of Design Hotels
West Town
United States
BRIAN
AED 749
AED 970 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 dining area with a fireplace, a wooden table, and chairs. There is a kitchen area with cabinets and appliances.

6. City Suites Hotel

City Suites Hotel
Lakeview
United States
Vincentius
AED 479
AED 563 total
includes taxes & fees
9 Nov - 10 Nov
City Suites Hotel
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 bar with multiple shelves of bottles, a long counter, and several stools.
A spacious lobby with a fireplace, comfortable seating, and a modern chandelier.

7. The Hoxton, Chicago

The Hoxton, Chicago
Downtown Chicago
United States
Jordan
AED 804
AED 1,064 total
includes taxes & fees
1 Nov - 2 Nov
The Hoxton, Chicago
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.
A residential street with a sidewalk, houses, and greenery.

8. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
AED 450
AED 499 total
includes taxes & fees
21 Oct - 22 Oct
Carleton of Oak Park
A modern bar area with a marble countertop, leather bar stools, a chandelier, and a wall-mounted TV.
A hotel room with a large bed, a desk with a lamp, a TV, and a bathroom visible through an open door.
A modern hotel with a glass facade, multiple floors, and a prominent entrance with a purple-lit canopy.
A modern lobby with a sofa, armchairs, and a table. A large window offers a view of the street.

9. Ivy Boutique Hotel

Ivy Boutique Hotel
Downtown Chicago
United States
Simrandip Kaur
AED 494
AED 579 total
includes taxes & fees
11 Nov - 12 Nov
Ivy Boutique Hotel
Lobby
Business center
Breakfast area
Room

10. Best Western At O'Hare

Best Western At O'Hare
Rosemont
United States
Wendy
AED 372
AED 423 total
includes taxes & fees
25 Oct - 26 Oct
Best Western At O'Hare
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Top Chicago Hotel Reviews

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent
"Amazing locations and staff!"
Sarah 2-night trip
Posted 4 hours ago
The Godfrey Hotel Chicago
Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Always a lovely stay"
Susan 2-night trip
Posted 7 hours ago
Hyatt Regency Chicago
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Room was clean and as described in photos"
Joanna 3-night trip
Posted 8 hours ago
Sports Illustrated Resorts Chicago

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