The Best Adventure Hotels in Chicago, IL from AED 469 in 2026 | Expedia

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Check availability on Chicago Adventure Hotels

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25 Oct - 26 Oct

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26 Oct - 27 Oct

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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 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.

1. L7 Chicago by LOTTE

Downtown Chicago

United States

Dimitri

AED 479

AED 569 total

includes taxes & fees

22 Nov - 23 Nov

An outdoor dining area with tables and umbrellas, overlooking a river with a bridge and high-rise buildings in the background.

A spacious lobby with a central bar area, seating, and a large window offering a city view.

A modern hotel room with a large window, a blue sofa, and a lamp.

A spacious lobby with a high ceiling, modern seating, and a central bar area.

2. Holiday Inn Chicago Dwtn - The Mart by IHG

Downtown Chicago

United States

Pamela

AED 448

AED 642 total

includes taxes & fees

22 Nov - 23 Nov

A grand lobby with a central bar, high ceilings, and classical architecture.

A grand hallway with ornate ceiling, chandeliers, and a reception desk at the end.

A modern living room with a sofa set, ottoman, and armchairs.

A modern living room with a round dining table, bar stools, a purple armchair, and a sofa with cushions.

3. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

Downtown Chicago

United States

Carrie

AED 437

AED 520 total

includes taxes & fees

22 Nov - 23 Nov

A modern lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.

A modern building with large glass windows and a sign reading "Thompson Chicago".

A modern lobby with a large mirror, bookshelves, seating areas, and a reception desk.

A spacious indoor area with a high ceiling, a dining area with tables and chairs, and a seating area with sofas and armchairs.

4. Thompson Chicago, by Hyatt

Downtown Chicago

Canada

Kyle

AED 551

AED 763 total

includes taxes & fees

25 Nov - 26 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 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.

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

Patricia

AED 624

AED 824 total

includes taxes & fees

23 Nov - 24 Nov

A high-rise hotel with a prominent Marriott sign, surrounded by other tall buildings and a busy street.

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 modern gym with treadmills, weight machines, and a curved ceiling.

A modern bar area with a central island, bar stools, and a television screen displaying a news program.

6. Chicago Marriott Downtown Magnificent Mile

Downtown Chicago

United States

Monica

AED 676

AED 935 total

includes taxes & fees

23 Nov - 24 Nov

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.

7. Carleton of Oak Park

Oak Park

United States

Brad

AED 450

AED 499 total

includes taxes & fees

28 Oct - 29 Oct

A woman descending a set of outdoor stairs in an urban area with tall buildings in the background.

A person seated by a window with a city view, a small table with bottles and glasses, and a pair of glasses on the table.

A dining table with a salad, cheese, and wine, surrounded by chairs and a large plant.

A modern bar area with a long counter, multiple bar stools, and a large flat-screen TV.

8. voco Chicago Downtown - Riverwalk by IHG

Downtown Chicago

United States

Tyrrell

AED 477

AED 677 total

includes taxes & fees

23 Nov - 24 Nov

View all properties

Top Chicago Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

8/10 Good

"O"

Hilton Chicago

Hilton Chicago

10/10 Excellent

"Really great hotel, everything well put together and organized"

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent

"Great location and staff was helpful. Rooms were shabby and need some work."

The Wade

The Wade

10/10 Excellent

"The view was 100/10 everything else was a 8/10"

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent

"Love it . Perfect location. Modern and clean ."

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent

"Very nice, accommodating, and gave me an upgrade for my bday! Will be coming back!"

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent

"Great hotel in a great location. Highly recommended"

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

10/10 Excellent

"Great spot!"

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Safe for solo travelers. Good vibes, great"

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