The Best Adventure Hotels in Chicago, IL from AED 355 in 2026 | Expedia

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Check availability on Chicago Adventure Hotels

Tonight

12 Oct - 13 Oct

Tomorrow

13 Oct - 14 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 modern bar area with a central island, bar stools, and a television screen displaying a news program.

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.

1. Chicago Marriott Downtown Magnificent Mile

Downtown Chicago

United States

jennifer

AED 896

AED 1,197 total

includes taxes & fees

31 Oct - 1 Nov

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 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

Downtown Chicago

United States

Erin

AED 466

AED 555 total

includes taxes & fees

12 Nov - 13 Nov

An outdoor seating area with sofas, tables, and umbrellas, overlooking a cityscape.

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

A hotel room with a large bed, a sofa, a TV, and a desk.

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.

3. The Westin Chicago River North

Downtown Chicago

United States

Santos

AED 878

AED 1,175 total

includes taxes & fees

31 Oct - 1 Nov

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 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.

4. L7 Chicago by LOTTE

Downtown Chicago

United States

Jeffrey Thomas

AED 675

AED 803 total

includes taxes & fees

11 Nov - 12 Nov

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 rooftop pool area with lounge chairs and umbrellas, a city skyline view, and a no diving sign.

A building facade with a dark entrance, two wall-mounted lights, and a sign reading "The Robey Chicago".

5. 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

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 dining area with a fireplace, a wooden table, and chairs. There is a kitchen area with cabinets and appliances.

A kitchen with a microwave, coffee makers, and a shelf with glassware and dishes.

6. City Suites Hotel

Lakeview

United States

Vincentius

AED 426

AED 500 total

includes taxes & fees

9 Nov - 10 Nov

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A residential street with a sidewalk, houses, and greenery.

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.

7. Carleton of Oak Park

Oak Park

United States

Brad

AED 450

AED 499 total

includes taxes & fees

13 Oct - 14 Oct

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 cozy reading area with a dark blue sofa, multiple bookshelves, and a small table with a drink and a glass.

A bar with multiple shelves of bottles, a long counter, and several stools.

8. The Hoxton, Chicago

Downtown Chicago

United States

Jordan

AED 768

AED 1,021 total

includes taxes & fees

1 Nov - 2 Nov

View all properties

Top Chicago Hotel Reviews

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

10/10 Excellent

"Couldn’t imagine a better place to stay in Chicago."

The Wade

The Wade

10/10 Excellent

"Will definitely book again"

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good

"a bit old building, non reliable internet, noisy in the rooms facing Michigan, friendly staff"

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"I had wanted to stay here for a long time so I could swim laps in the beautiful pool. It did not disappoint! The hotel location is excellent. Would definitely stay again."

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good

"Very convenient to just walk to your hotel from the airport. Comfortable room. Excellent Fitness facility. I really liked it except for the price! $$$$"

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Just as always- clean and efficient. staff is always helpful and goes above and beyond. Even housekeeping is top notch. do yourself a favor and get the guest benefits pkg. treat yourself!"

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