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Top Chicago Casinos

Hyatt Place Chicago/River North

3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1567)
"Had a great stay."
United States
Steve
The price is AED 408
AED 479 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Place Chicago/River North

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1001)
"Excellent hotel super clean, great staff "
United States
Dulce
The price is AED 320
AED 376 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Chicago - Magnificent Mile by IHG

Hotel Felix River North/Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2413)
"This hotel was perfect, all the ameneties need for a weekend on Chicago"
United States
Nicole
Hotel Felix River North/Magnificent Mile

Hotel 55

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1561)
"Great hotel in the middle of everything a tourist want to see/visit in Chicago."
United States
Hernan
The price is AED 511
AED 707 total
includes taxes & fees
14 Dec - 15 Dec
Hotel 55

Holiday Inn Chicago O'Hare – Rosemont by IHG

3.0 star property
Rosemont
9.0 out of 10, Wonderful, (2639)
"great place to stay"
Canada
Justine
The price is AED 350
AED 405 total
includes taxes & fees
4 Jan - 5 January 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG

Hyatt Place Chicago/O'Hare Airport

3.0 star property
Rosemont
8.4 out of 10, Very Good, (3254)
"Nice hotel for the price. Close to the airport and to other dining and shopping locations. "
United States
Joshua
The price is AED 426
AED 486 total
includes taxes & fees
18 Dec - 19 Dec
Hyatt Place Chicago/O'Hare Airport

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

3.0 star property
Des Plaines
8.8 out of 10, Excellent, (1621)
"Great room, helpful staff,wonderful breakfast."
United States
Amber
The price is AED 350
AED 413 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Hilton Chicago O'Hare Airport

4.0 star property
O'Hare
8.2 out of 10, Very Good, (2201)
"The family room we stayed has a wide airport view, which I’m so impressed with."
Canada
Naw Kanyaw
The price is AED 720
AED 845 total
includes taxes & fees
2 Jan - 3 January 2026
Hilton Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport

3.0 star property
Schiller Park
8.0 out of 10, Very Good, (2771)
"Room was clean and beds were comfortable. "
United States
Daniel
The price is AED 247
AED 281 total
includes taxes & fees
21 Dec - 22 Dec
Comfort Suites Chicago O'Hare Airport

Holiday Inn Express & Suites Chicago North Shore - Niles by IHG

2.5 star property
Niles
8.8 out of 10, Excellent, (1001)
"Breakfast options, friendly staff and parking availability"
Canada
Patty
The price is AED 350
AED 395 total
includes taxes & fees
4 Jan - 5 January 2026
Holiday Inn Express & Suites Chicago North Shore - Niles by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Chicago Hotel Reviews

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Frequently asked questions

Searching for casino hotels in Chicago?
Looking to hit the casinos in Chicago? Lucky for you, you'll find Bally's Casino Chicago, Rivers Casino, and The Temporary by American Place here, plus much more to see and do. Tourists speak highly of the soaring skyscrapers, theaters, and shopping. You might want to visit top attractions like Michigan Avenue and Wrigley Field.
What's the best hotel for casino gaming in Chicago?
Wind Creek Southland Casino and Hotel is a top resort featuring a casino and free WiFi. Other good options to try your luck include Wyndham Garden Elk Grove Village/O'Hare and Howard Johnson by Wyndham Waukegan Great Lakes.
How many hotels that are good for gaming are there in Chicago?
Practice your poker face at one of Expedia's 5567 accommodations near casino gaming in Chicago.
When should I take my casino trip to Chicago?
You'll likely spend much of your trip indoors, but if you're planning to venture beyond the casino, taking a look at local weather data can help you. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.
What is there to do in Chicago?
You can head to Michigan Avenue, Navy Pier, or State Street to shop for the perfect souvenir. Chicago is known for its theaters and museums, and you can check out cultural spots such as CIBC Theatre, Symphony Center, and Chicago Symphony Orchestra. For more to see and do, you can plan to visit Wrigley Field and Naval Base Great Lakes.
What are my transportation options for my casino getaway to Chicago?
Here are some transportation options in Chicago: You can arrange a flight to the closest airport, which is Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) away. You can take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.