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

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Check availability on Chicago Adventure Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Chicago adventure hotels

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 bar area with high stools, a bar counter, and shelves of liquor bottles.
A modern hotel lobby with a marble floor, seating areas, and a ceiling with a sky-like projection.

1. 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 laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.
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.
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.

2. L7 Chicago by LOTTE

L7 Chicago by LOTTE
Downtown Chicago
United States
Emily
AED 708
AED 842 total
includes taxes & fees
2 Nov - 3 Nov
L7 Chicago by LOTTE
A high-rise hotel with a prominent Marriott sign, surrounded by other tall buildings and a busy street.
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.
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
An outdoor seating area with sofas, tables, and umbrellas, overlooking a cityscape.
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 lounge area with comfortable seating, a glass coffee table, and large windows offering a city view.
A modern living room with a flat-screen TV, a coffee table with books, a sofa, and a lamp.

4. The Westin Chicago River North

The Westin Chicago River North
Downtown Chicago
United States
Gabriel
AED 878
AED 1,175 total
includes taxes & fees
31 Oct - 1 Nov
The Westin Chicago River North
A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."
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.
A lobby with two green armchairs, a glass coffee table, a chandelier, and a fireplace.

5. Carleton of Oak Park

Carleton of Oak Park
Oak Park
United States
Brad
AED 450
AED 499 total
includes taxes & fees
4 Oct - 5 Oct
Carleton of Oak Park
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 rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.
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.

6. 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 modern interior with a round table, four chairs, a vase with flowers, and a view of the street through large windows.
A hotel room with two beds, a dining table with chairs, a city view, and a minibar.

7. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Netherlands
Shyreen
AED 396
AED 593 total
includes taxes & fees
25 Oct - 26 Oct
Hotel Felix River North/Magnificent Mile
Lobby
Breakfast area
Business center
Breakfast area

8. Best Western At O'Hare

Best Western At O'Hare
Rosemont
United States
luis
AED 372
AED 423 total
includes taxes & fees
5 Oct - 6 Oct
Best Western At O'Hare
A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.
A historic building with large windows and a marquee sign for a hotel.
A couple in white robes sitting in a bathtub with candles and a bottle of champagne.
A grand hotel lobby with a high ceiling, a large chandelier, and a staircase leading to an upper floor.

9. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
United States
Katelynn
AED 933
AED 1,240 total
includes taxes & fees
30 Oct - 31 Oct
JW Marriott 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 lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.
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 331
AED 380 total
includes taxes & fees
1 Nov - 2 Nov
Comfort Suites Chicago O'Hare Airport
View all properties

Top Chicago Hotel Reviews

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"This was comfortable, well-located and cheaper than many of the other options during a busy week. The best amenity turned out to be the washer and drier since I was here for a cooking class and need to wash a chef's jacket every night."
Inger 2-night trip
Posted 2 hours ago
Hotel Saint Clair- Magnificent Mile
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great location in the middle of et; amazing view of the river;"
Ramona 3-night trip
Posted 2 hours ago
The Royal Sonesta Chicago Downtown
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Stayed for a couple of days with my wife, no real issues. Room was clean and well-maintained, bed was comfortable. We did not op for the vip package so we were room only. All our needs were met and we would come back!"
Fabio A 5-night trip
Posted 4 hours ago
The Chicago Hotel Collection Ambassador Gold Coast
L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Great hotel right by the river, clean and spacious rooms"
Chris 2-night trip
Posted 6 hours ago
L7 Chicago by LOTTE
Eurostars Magnificent Mile

Eurostars Magnificent Mile

8/10 Good
"Slight wear and tear on the furniture dates the place and I wish the rooms were brighter, but excellent location and great value. Loved the shower!"
Kholood 2-night trip
Posted 6 hours ago
Eurostars Magnificent Mile
Freehand Chicago

Freehand Chicago

10/10 Excellent
"We absolutely enjoyed our stay at the Kins Hotel. Our room was exceptionally clean, spacious and comfortable, and it was actually much larger than the images we had seen when booking, which was a lovely surprise. The staff were amazing and couldn’t have been more helpful or friendly. From the reception staff and valet team to the cleaners, everyone was welcoming, professional and always happy to assist whenever we had a question. Overall, we had a fantastic stay at the Kins Hotel and wouldn’t hesitate to recommend it to anyone looking for a great place to stay. We would happily return ourselves!"
Paul 1-night trip
Posted 1 day ago
Freehand Chicago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent
"Excellent location!"
Jean 6-night trip
Posted 1 day ago
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

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