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

Casino Hotels & Resorts in Chicago from NZ$250

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Check availability on Chicago Casino Hotels

Tonight
14 Aug - 15 Aug
Tomorrow
15 Aug - 16 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Chicago hotels with a casino

1. Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
Downtown Chicago
United States
Shoma
NZ$345
includes taxes & fees
30 Aug - 31 Aug
Hyatt Place Chicago/River North

2. Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
Downtown Chicago
United States
Adrienne
NZ$380
includes taxes & fees
7 Sept - 8 Sept
Hotel 55 Chicago Downtown

3. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
Downtown Chicago
United States
Athena
NZ$286
includes taxes & fees
31 Aug - 1 Sept
Hotel Felix River North/Magnificent Mile

4. Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG
Downtown Chicago
United States
Mindy
NZ$321
includes taxes & fees
30 Aug - 31 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG

5. Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
United States
Maurya K.
NZ$1,054
includes taxes & fees
2 Sept - 3 Sept
Premium Urban 4BR - Perfect Mix of Comfort & Location

6. Stay One Chicago

Stay One Chicago
Downtown Chicago
Canada
Tim
NZ$811
includes taxes & fees
8 Sept - 9 Sept
Stay One Chicago

7. 4BR City Retreat, Great for Business & Family

4BR City Retreat, Great for Business & Family
Near North Side
United States
Charlie D.
NZ$1,367
includes taxes & fees
25 Aug - 26 Aug
4BR City Retreat, Great for Business & Family

8. Spacious 4BR Near Fulton Market & Riverwalk

Spacious 4BR Near Fulton Market & Riverwalk
Near North Side
United States
Emily O.
NZ$1,061
includes taxes & fees
7 Sept - 8 Sept
Spacious 4BR Near Fulton Market & Riverwalk

9. Sophisticated 4BR Suite - Walk to Shops, Dining & Transit

Sophisticated 4BR Suite - Walk to Shops, Dining & Transit
Near North Side
United States
gloria s.
NZ$1,208
includes taxes & fees
24 Aug - 25 Aug
Sophisticated 4BR Suite - Walk to Shops, Dining & Transit

10. Plymouth Collection: 3BD 2BA High Floor with Gym

Plymouth Collection: 3BD 2BA High Floor with Gym
Downtown Chicago
United States
Derek M.
NZ$1,464
includes taxes & fees
20 Aug - 21 Aug
Plymouth Collection: 3BD 2BA High Floor with Gym
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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

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"Modern building, comfortable room, great amenities and helpful staff. Location is excellent."
Afshin 3-night trip
Posted 18 hours ago
Hyatt Regency Chicago

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 Soldier Field and Navy Pier.
What's the best hotel for some casino gaming in Chicago?
Wyndham Garden Elk Grove Village/O'Hare is a top hotel featuring a casino and free WiFi. Other good options to try your luck include Wind Creek Southland Casino and Hotel 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 5376 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 Navy Pier, Michigan Avenue 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 Soldier Field and United Center.
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.

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