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

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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 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 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 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 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
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 modern living room with a flat-screen TV, a coffee table with books, a sofa, and a lamp.

3. 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 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 restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

4. 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
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 modern interior with a bar area, seating, and large windows offering 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.

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
Lobby
Room
Business center
Breakfast area

6. 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 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 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 hallway with a bench, a door, and a wall-mounted light fixture.
A reception area with a counter, a floral wall mural, and a door in the background.
A dining area with a fireplace, a wooden table, and chairs. There is a kitchen area with cabinets and appliances.
A modern living room with a dining area, large windows, and a unique ceiling light fixture.

8. 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 restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.
A hotel lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.
A hotel room with a TV, a wooden desk, a chair, a sofa, and a small table.

9. 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
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.

10. 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
View all properties

Top Chicago Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"We were on the 3rd floor, which was very quiet. Our room was nice and comfortable. It's downtown so parking is a challenge. When choosing this hotel, I read that there was on site parking for $58 a night. I was fine with that but when we checked in, I was told that there was no in/out allowed. So, we paid $82 per night for valet parking. We checked in around 9pm. The lobby was fairly empty but there was a DJ playing very loud music. I had trouble hearing what the front desk clerk was saying to me, especially when explaining the parking situation. We would stay there again as the location was perfect for walking to the Harry Potter Store!"
donna 2-night trip
Posted 4 hours ago
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"Loved staying here! Rooms are smaller but perfect amenities. Pillows are the perfect fluffiness not lumpy. The sheets were silky. Espresso machine was devine. Price very competitive. A short walk to Michigan avenue. Would stay here everytime I am in town."
Carol 1-night trip
Posted 4 hours ago
Hotel Saint Clair- Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"I will always stay here at Royal as it was the best experience I have ever had from all my travels Staff is stellar and a breakfast !!! Bravo bravo!!!"
Troy 3-night trip
Posted 7 hours ago
The Royal Sonesta Chicago Downtown
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"It was nice."
Kathleen 1-night trip
Posted 9 hours ago
Hilton Chicago O'Hare Airport
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 9 hours ago
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent
"Great Staff, good communication, & had a shuttle bus for concert!"
Angel Armando 4-night trip
Posted 10 hours ago
Sports Illustrated Resorts Chicago
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 11 hours ago
The Godfrey Hotel Chicago
Hilton Chicago

Hilton Chicago

10/10 Excellent
"Clean room and convenient to city walk."
Daniel 1-night trip
Posted 11 hours ago
Hilton Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent
"This was my second time staying and it was wonderful."
Reginald 1-night trip
Posted 15 hours ago
InterContinental Chicago Magnificent Mile by IHG

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