Casino Hotels & Resorts in Chicago from NZ$111

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Casino Hotels

Our top choices for Chicago hotels with a casino

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,559 reviews)
"How clean everything was and great staff "
United States
Darius
The price is NZ$244
includes taxes & fees
22 Feb - 23 Feb
Hotel 55 Chicago Downtown

Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG
2.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,001 reviews)
"Loved the area "
United States
Shriya
The price is NZ$171
includes taxes & fees
19 Feb - 20 Feb
Holiday Inn Express Chicago - Magnificent Mile by IHG

Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,692 reviews)
"Great stay "
United States
Amparo
The price is NZ$220
includes taxes & fees
22 Feb - 23 Feb
Hyatt Place Chicago/River North

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,555 reviews)
"I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic."
United States
Equilla
Hotel Felix River North/Magnificent Mile

Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
3.0 star property
Schiller Park
8.0 out of 10, Very good, (2,870 reviews)
"Amazing staff, spacious room and very convenient location."
United States
Yassar
The price is NZ$111
includes taxes & fees
26 Feb - 27 Feb
Comfort Suites Chicago O'Hare Airport

4BR City Retreat, Great for Business & Family

4BR City Retreat, Great for Business & Family
Near North Side
9.6 out of 10, Exceptional, (4 reviews)
"Great place, very comfortable beds, quite large for the area, well equipped and exceptional communication. Just a block or 2 from red line station. Great stay. "
United States
David
The price is NZ$2,508
includes taxes & fees
21 Feb - 22 Feb
4BR City Retreat, Great for Business & Family

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (9 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is NZ$2,006
includes taxes & fees
2 Mar - 3 Mar
Spacious 4BR Central Apartment w/ Skyline Views

Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel
4.0 star property
East Hazel Crest
9.2 out of 10, Wonderful, (253 reviews)
"Staff was very nice and room was clean"
United States
Monique
The price is NZ$282
includes taxes & fees
18 Feb - 19 Feb
Wind Creek Southland Casino and Hotel

avid hotel Chicago O’Hare – Des Plaines by IHG

avid hotel Chicago O’Hare – Des Plaines by IHG
2.5 star property
Des Plaines
9.4 out of 10, Exceptional, (1,829 reviews)
"Room was clean, bed was comfy, and staff was friendly, as always "
United States
Trisha
The price is NZ$175
includes taxes & fees
15 Feb - 16 Feb
avid hotel Chicago O’Hare – Des Plaines by IHG

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
4.0 star property
O'Hare
8.4 out of 10, Very good, (2,203 reviews)
"Great stay "
United States
kenneth
The price is NZ$381
includes taxes & fees
7 Mar - 8 Mar
Hilton Chicago O'Hare Airport
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Find out more about Chicago

Discover top Chicago (and vicinity) attractions

For those with a penchant for gaming and luxury, the greater Chicago area offers a vibrant blend of casinos and attractions. Start your adventure at Rivers Casino in Des Plaines, where you can indulge in over 1,000 slot machines and a variety of table games, all while enjoying live entertainment and an array of dining options. Just a short drive away, the Grand Victoria Casino in Elgin presents a picturesque riverside view, inviting guests to try their luck at the poker tables or enjoy a delicious meal overlooking the Fox River. If you're feeling lucky, head to Hollywood Casino Aurora, where themed gaming and exciting promotions , providing a lively atmosphere for all. For a more immersive experience, you can explore the historic Chicago Loop, which is home to The Chicago Theatre and numerous upscale hotels, offering a convenient base for your gambling escapades. Staying in this area not only allows easy access to the casinos, but also places you within walking distance of world-class eateries and cultural landmarks, ensuring that your trip is both thrilling and well-rounded.

Top Chicago Hotel Reviews

Frequently asked questions

Searching for casino hotels in Chicago?
Heading to Chicago for some gaming? As luck would have it, you'll find Bally's Casino Chicago, Rivers Casino, and The Temporary by American Place here, not to mention lots more to see and do. Tourists speak highly of the soaring skyscrapers, theatres and shopping. You might want to visit top attractions such as Michigan Avenue and Wrigley Field.
What's the best hotel for some 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 will I be able to find in Chicago?
Win big at one of Expedia's 5772 hotels 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 temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Chicago is 1260 mm.
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 theatres and museums, and you can visit 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 book a flight to the closest airport, which is Chicago Midway Airport (MDW), 8.6 mi (13.9 km) away. You can access metro transport at Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station.

Explore a world of travel with Expedia