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

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Check availability on Chicago Adventure Hotels

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 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 window view of a building, a table with a glass of wine, and a vase with flowers.
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.

1. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Jeffrey Thomas
AED 658
AED 782 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 lounge area with comfortable seating, a glass coffee table, and large windows offering a city view.
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 hotel room with a large bed, a sofa, a TV, and a desk.

2. The Westin Chicago River North

The Westin Chicago River North
Downtown Chicago
United States
Santos
AED 1,201
AED 1,559 total
includes taxes & fees
24 Oct - 25 Oct
The Westin Chicago River North
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.

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 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 hotel room with two beds, a desk, a chair, a large window with a view, and a modern wall design.
A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

4. The Wade

The Wade
Downtown Chicago
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 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 781
AED 1,007 total
includes taxes & fees
1 Nov - 2 Nov
The Robey, Chicago, a Member of Design Hotels
A conference room with tables, chairs, and large windows offering views of the street and buildings outside.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.
A modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.
A hotel with a prominent 'HOTEL FELIX' sign, surrounded by tall buildings and a tree-lined street.

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 dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.
A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.
A residential street with a sidewalk, houses, and greenery.

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
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.
The Willows Hotel with a classical facade, arched windows, and a signboard.
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
1 Nov - 2 Nov
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 modern living room with a dining area, large windows, and a unique ceiling light fixture.
A reception area with a counter, a floral wall mural, and a door in the background.

9. City Suites Hotel

City Suites Hotel
Lakeview
AED 426
AED 500 total
includes taxes & fees
9 Nov - 10 Nov
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 room with a kitchenette, a bathroom, a seating area, and a desk.
A hotel lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.

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
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Top Chicago Hotel Reviews

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

8/10 Good
"The staff was lovely as was the room. The lobby area is in need of a serious renovation, but otherwise, it’s a great property."
Marjorie 2-night trip
Posted 3 hours ago
Sports Illustrated Resorts Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Clean. Sweet staff. Didn’t try breakfast. But the rooftop bar 10/10"
Jhaiquashia 2-night trip
Posted 4 hours ago
The Chicago Hotel Collection - Magnificent Mile
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

10/10 Excellent
"Expensive, however, you are paying for convenience. For us it is well worth it. The staff is professional and friendly. The restaurant (Andiamo) is 5 stars, we look forward to eating there every time we stay."
Antony 1-night trip
Posted 11 hours ago
Hilton Chicago O'Hare Airport
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Great staff and excellent location!"
ARLEEN 5-night trip
Posted 12 hours ago
Hotel Saint Clair- Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

10/10 Excellent
"Great hotel, good location."
Valentina 2-night trip
Posted 14 hours ago
Fairmont Chicago at Millennium Park
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"For a last minute booking they were very nice and helpful"
Juanita 2-night trip
Posted 15 hours ago
Congress Plaza Hotel
Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"A"
nicholas 4-night trip
Posted 16 hours ago
Eurostars Magnificent Mile
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Clean, quiet, comfortable, convenient with great check-in service. Affordable. Great location. All you need."
Forrest 1-night trip
Posted 19 hours ago
Club Quarters Hotel, Central Loop, Chicago
Freehand Chicago

Freehand Chicago

10/10 Excellent
"Great great great great ."
Thomas 3-night trip
Posted 20 hours ago
Freehand Chicago

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