Title: Book the Best South Side CASINO Hotels & Resorts in 2026 | Expedia.ca

[South Side Travel Guide](https://expedia.ca/South-Side.dx553248635074842823)[Hotels in South Side](https://expedia.ca/South-Side-Hotels.d553248635074842823.Travel-Guide-Hotels)[Vacation Rentals in South Side](https://expedia.ca/South-Side-Vacation-Rentals.d553248635074842823.Travel-Guide-VacationRentals)[Flights to South Side](https://expedia.ca/Cheap-Flights-To-South-Side.d553248635074842823.Travel-Guide-Flights)[Things to do in South Side](https://expedia.ca/Things-To-Do-In-South-Side.d553248635074842823.Travel-Guide-Activities)[South Side Car Rentals](https://expedia.ca/Car-Rentals-In-South-Side.d553248635074842823.Car-Rental-Guide)[South Side Vacation Packages](https://expedia.ca/South-Side.d553248635074842823.Destination-Travel-Guides)

![Chicago South Side](https://images.trvl-media.com/place/553248635074842823/b2e1e3a5-ccd2-44b6-98c8-396a826d999c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248635074842823/b2e1e3a5-ccd2-44b6-98c8-396a826d999c.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on South Side Casino Hotels

Tonight

[Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=553248635074842823&startDate=2026-02-01&endDate=2026-02-02&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=553248635074842823&startDate=2026-02-02&endDate=2026-02-03&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635074842823&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635074842823&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for South Side hotels with a casino

![Smart TV, video games](https://images.trvl-media.com/lodging/92000000/91090000/91086500/91086437/w1350h899x0y1-166f73c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91090000/91086500/91086437/w1278h1921x2y2-bce03282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91090000/91086500/91086437/w1350h899x0y1-43718ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91090000/91086500/91086437/2b5be5e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Chicago-Hotels-Sunflower-Apt-10-Min-From-Downtown-Chicago-Sleeps-Up-To-6.h91086437.Hotel-Information)

Brighton Park

8.6/10

Excellent

(20 reviews)

"Clean and nice. My son loved the arcade game. Would stay again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nichole S.

CA $75

CA $270 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Chicago-Hotels-Sunflower-Apt-10-Min-From-Downtown-Chicago-Sleeps-Up-To-6.h91086437.Hotel-Information)

![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/w4000h2662x0y0-2cdbdb6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/d4a6ce9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/46dc6ef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/30000/26800/26728/4d4a2abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel 55 Chicago Downtown

[](https://www.expedia.ca/Chicago-Hotels-Hotel-55.h26728.Hotel-Information)

Downtown Chicago

8.8/10

Excellent

(1,554 reviews)

"The room was clean as always and the front desk was beautiful. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ryan

CA $144

CA $209 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Chicago-Hotels-Hotel-55.h26728.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d46a8a4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![City view from property](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/2b1c0fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/b58d9761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Felix River North/Magnificent Mile

[](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information)

Downtown Chicago

8.2/10

Very good

(2,541 reviews)

"I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Equilla

[](https://www.expedia.ca/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22300/22287/437499f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/30000/22300/22287/99bf12ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22300/22287/33fa163a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22300/22287/d7c6e720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Chicago - Magnificent Mile by IHG

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Express-Chicago-Magnificent-Mile.h22287.Hotel-Information)

Downtown Chicago

8.4/10

Very good

(1,003 reviews)

"Loved the area "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shriya

CA $120

CA $141 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Express-Chicago-Magnificent-Mile.h22287.Hotel-Information)

![Lunch, dinner, brunch served; Mediterranean cuisine ](https://images.trvl-media.com/lodging/6000000/5510000/5502000/5501975/0ba26909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5510000/5502000/5501975/d91416bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/6000000/5510000/5502000/5501975/eeb37134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/6000000/5510000/5502000/5501975/1862036f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Place Chicago/River North

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoRiver-North.h5501975.Hotel-Information)

Downtown Chicago

9.2/10

Wonderful

(1,682 reviews)

"Great stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amparo

CA $159

CA $187 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Chicago-Hotels-Hyatt-Place-ChicagoRiver-North.h5501975.Hotel-Information)

![Casino](https://images.trvl-media.com/lodging/113000000/112060000/112051600/112051593/36337dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, body treatments, aromatherapy](https://images.trvl-media.com/lodging/113000000/112060000/112051600/112051593/1fba48a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, body treatments, aromatherapy](https://images.trvl-media.com/lodging/113000000/112060000/112051600/112051593/6dc765e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, body treatments, aromatherapy](https://images.trvl-media.com/lodging/113000000/112060000/112051600/112051593/711c3d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wind Creek Southland Casino and Hotel

[](https://www.expedia.ca/Chicago-Hotels-Wind-Creek-Southland-Casino-And-Hotel.h112051593.Hotel-Information)

East Hazel Crest

9.4/10

Exceptional

(235 reviews)

"The hotel is beautiful and very clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melissa

CA $207

CA $232 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Chicago-Hotels-Wind-Creek-Southland-Casino-And-Hotel.h112051593.Hotel-Information)

![Lunch and dinner served, pizza](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/27ecd933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/f906be7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/4bf02329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/670000/665000/664918/167f83c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort Suites Chicago O'Hare Airport

[](https://www.expedia.ca/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.Hotel-Information)

Schiller Park

8.0/10

Very good

(2,841 reviews)

"Amazing staff, spacious room and very convenient location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Yassar

CA $83

CA $94 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Chicago-Hotels-Comfort-Suites-Schiller-Park-Chicago-OHare-Airport.h664918.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1090000/1085800/1085742/17f62d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Minibar](https://images.trvl-media.com/lodging/2000000/1090000/1085800/1085742/0136e3e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1090000/1085800/1085742/00a39f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/2000000/1090000/1085800/1085742/a9ed61b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn & Suites Munster

[](https://www.expedia.ca/Munster-Hotels-Hampton-Inn-And-Suites-Munster.h1085742.Hotel-Information)

Munster

8.6/10

Excellent

(1,003 reviews)

"Food was fresh for breakfast and parking is well lit and a quiet environment to stay at."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Craig

CA $128

CA $144 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/Munster-Hotels-Hampton-Inn-And-Suites-Munster.h1085742.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23200/23127/232946cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23200/23127/ec5ac152.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/30000/23200/23127/356e2156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lounge](https://images.trvl-media.com/lodging/1000000/30000/23200/23127/21711ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Four Points by Sheraton Chicago O'Hare Airport

[](https://www.expedia.ca/Chicago-Hotels-Four-Points-By-Sheraton-Chicago-OHare-Airport.h23127.Hotel-Information)

Schiller Park

7.4/10

Good

(1,983 reviews)

"Great place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

sead

CA $115

CA $131 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Chicago-Hotels-Four-Points-By-Sheraton-Chicago-OHare-Airport.h23127.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/2d32e2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/de0844df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/654a05c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Room, 2 Queen Beds (Airport View)](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/2c5ad158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Chicago O'Hare – Rosemont by IHG

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Ohare-Airport.h87702727.Hotel-Information)

Rosemont

9.0/10

Wonderful

(2,776 reviews)

"Comfortable bed, clean room and airport shuttle both ways made it perfect!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Peter

CA $148

CA $172 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Ohare-Airport.h87702727.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-15&endDate=2026-02-16&regionId=553248635074842823&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true)

## Top South Side Hotel Reviews

![Jaslin Hotel](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/90849841_y.jpg)

### Jaslin Hotel

10/10 Excellent

"Great service and clean roomd"

[](https://expedia.ca/Chicago-Hotels-Jaslin-Hotel.h13320264.Hotel-Information)

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