Casino Hotels & Resorts in South Side

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on South Side Casino Hotels

Best South Side Casino Hotels

Our top choices for South Side hotels with a casino

Wind Creek Southland Casino and Hotel
Casino

Wind Creek Southland Casino and Hotel

4.0 star property
9.2 out of 10, Wonderful, (111)
"Great place and staff "
The price is NZ$374
includes taxes & fees
16 Sept - 17 Sept
Wind Creek Southland Casino and Hotel
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2173)
"Loved our stay"
Hotel Felix River North/Magnificent Mile
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1008)
"Cute hotel in a historic building close to everything"
The price is NZ$317
includes taxes & fees
22 Sept - 23 Sept
Holiday Inn Express Chicago - Magnificent Mile by IHG
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Fridge, microwave, oven, stovetop

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

8.6 out of 10, Excellent, (20)
"It was great for our needs! Definitely hear EVERYTHING though as usual for most older places in the city."
The price is NZ$357
includes taxes & fees
29 Sept - 30 Sept
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Relax & Unwind in This Comfortable 3BR Unit
Interior

Relax & Unwind in This Comfortable 3BR Unit

10.0 out of 10, Exceptional, (4)
"Lakeia was very accommodating throughout our stay."
The price is NZ$550
includes taxes & fees
29 Sept - 30 Sept
Relax & Unwind in This Comfortable 3BR Unit
Ameristar Casino Hotel East Chicago
Casino

Ameristar Casino Hotel East Chicago

4.0 star property
8.4 out of 10, Very good, (1008)
"I always enjoy my stay here."
Ameristar Casino Hotel East Chicago
Hyatt Place Chicago/River North
Free daily on-the-go breakfast

Hyatt Place Chicago/River North

3.5 star property
9.2 out of 10, Wonderful, (1476)
"Staff was great location was great. "
The price is NZ$390
includes taxes & fees
22 Sept - 23 Sept
Hyatt Place Chicago/River North
21c Museum Hotel Chicago
Suite (21C)

21c Museum Hotel Chicago

4.0 star property
8.8 out of 10, Excellent, (1621)
"Great stay!"
The price is NZ$427
includes taxes & fees
21 Sept - 22 Sept
21c Museum Hotel Chicago
Hilton Chicago O'Hare Airport
Terrace/patio

Hilton Chicago O'Hare Airport

4.0 star property
8.2 out of 10, Very good, (2123)
"Great spot to stay near the airport, especially for a layover"
The price is NZ$410
includes taxes & fees
5 Oct - 6 Oct
Hilton Chicago O'Hare Airport
Holiday Inn Express & Suites Chicago North Shore - Niles by IHG
Free daily buffet breakfast

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

2.5 star property
8.6 out of 10, Excellent, (1007)
"We had an excellent stay here. Friendly staff and a great breakfast. "
The price is NZ$241
includes taxes & fees
5 Oct - 6 Oct
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 South Side Hotel Reviews

Jaslin Hotel

Jaslin Hotel

10/10 Excellent
"A very clean property with a comfortable room. Right next to Chicago China. A short walk from the train station."
kurt 3-night trip
Posted 11 days ago
Jaslin Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia