Title: 2 Stars Hotels in South Side, Chicago from CA $102 - Find Cheap South Side Hotels With 2 Stars | Expedia.ca

  

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# 2 Stars Hotels in South Side, Chicago from CA $102

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## Check availability on South Side 2 Star Hotels

Tonight

[Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635074842823&startDate=2025-10-25&endDate=2025-10-26&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=553248635074842823&startDate=2025-10-26&endDate=2025-10-27&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635074842823&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635074842823&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top South Side 2 Star Hotels

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/65c30d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/e8f8e393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/3dbc8b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed](https://images.trvl-media.com/lodging/1000000/210000/201300/201281/f80081f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Bedford Park

9.0/10

Wonderful

(1157)

"Everything was geat. I would stay again and recommended."

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

Terri

CA $178

CA $209 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Express-Hotel-Suites-Chicago-Midway-Airport.h201281.Hotel-Information)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/55e03c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/da1f1a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Towels](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/af2ab071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/5a8bb237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Motel 6 - Chicago, IL

Washington Heights

6.6/10

(143)

"Everything was very nice even staff"

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

Maurice

CA $94

CA $111 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Chicago-Hotels-Motel-6-Chicago.h115871645.Hotel-Information)

![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/f9196562.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/073ee6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/acd4cf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Traditional Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/c1bc9e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carlton Inn Midway

Archer Heights

6.4/10

(1001)

"Very friendly! With airport shuttle!"

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

Guochong

CA $167

CA $196 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information)

![Living room](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/e921e6b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/d0c2eca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/4769286c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chic 3 BR CONDO](https://images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/d323a9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Dubois Guest House

Bronzeville

8.8/10

Excellent

(73)

"My stay was very pleasant. The accommodation was comfortable, easily accessible, and well connected to public transport. I highly recommend it to anyone visiting the area."

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

Lizeth

CA $137

CA $161 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/1000000/520000/517500/517495/92ee0c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/520000/517500/517495/ff20a621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/520000/517500/517495/f5aef82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/520000/517500/517495/09cd06f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Inn & Suites - Midway Airport

Burbank

6.6/10

(1001)

"Pleasant stuff, comfy bed, would stay again."

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

Monika

CA $159

CA $176 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Chicago-Hotels-Best-Western-Inn-Suites-Midway-Airport.h517495.Hotel-Information)

![Hallway](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/19cdbb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/7076eeb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/f16d7e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/30d5c7e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Motel By OYO Chicago I-90

Woodlawn

3.4/10

(47)

"Easy, safe parking "

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

Ramon

CA $78

CA $103 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Chicago-Hotels-Best-Motel-By-OYO-Chicago-I-90.h13279118.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/119000000/118840000/118831400/118831367/62703e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118840000/118831400/118831367/d6e23b26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free toiletries, towels](https://images.trvl-media.com/lodging/119000000/118840000/118831400/118831367/130fbf4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/119000000/118840000/118831400/118831367/10d8c32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Capital O Empire Motel Chicago I-94

Greater Grand Crossing

3.4/10

(22)

"I would feel safer sleeping on the street than this motel. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Toshimi

CA $81

CA $105 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Chicago-Hotels-Empire-Motel.h118831367.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/113000000/112490000/112484100/112484089/b66dd193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112490000/112484100/112484089/d4687c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free toiletries, towels](https://images.trvl-media.com/lodging/113000000/112490000/112484100/112484089/026f1c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/113000000/112490000/112484100/112484089/b1d231c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Admiral Motel By Oyo Chicago I-94

Chatham

4.0/10

(37)

"Fine stay "

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

Sharmaine

CA $78

CA $102 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Chicago-Hotels-Admiral-Motel-By-Oyo-Chicago-I-94.h112484089.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/84aefbd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mini-refrigerator](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/b118c2d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/3da50eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/38fe6f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Skylark Motel

Garfield Ridge

4.6/10

(118)

"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."

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

Stephen

CA $113

CA $133 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Chicago-Hotels-Skylark-Motel.h1658428.Hotel-Information)

![Classic Apartment | Private kitchen](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/65b6e2ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/w2571h1446x1y1-ccdca671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Apartment | Private kitchen](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/58a3b7eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Living area](https://images.trvl-media.com/lodging/120000000/119980000/119973600/119973593/6737cfbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Apartment near Chicago Downtown

Bridgeport

CA $272

CA $476 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Chicago-Hotels-Stylish-Apartment-Near-Chicago-Downtown.h119973593.Hotel-Information)

![Room, 1 Queen Bed, Jetted Tub | Jetted tub](https://images.trvl-media.com/lodging/116000000/115350000/115345700/115345673/5c5ac2f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115350000/115345700/115345673/7ebf8cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115350000/115345700/115345673/5248f523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Vending machine](https://images.trvl-media.com/lodging/116000000/115350000/115345700/115345673/32f00b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rainbow Motel

Garfield Ridge

6.0/10

(13)

"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "

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

Conner

CA $136

CA $159 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Chicago-Hotels-Rainbow-Motel.h115345673.Hotel-Information)

![Room, 1 King Bed, Non Smoking (Jetted Tub) | Jetted tub](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/c14b39fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/5240808a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/9cd16b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/122000000/121180000/121175100/121175039/8fc23a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Saratoga Motel By Capital O Near Midway Airport Chicago IL

Chicago

7.6/10

Good

(5)

"Nice place "

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

Albert

CA $120

CA $141 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Chicago-Hotels-Saratoga-Motel-By-Capital-O-Chicago-Midway-IL-US-12.h121175039.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105650000/105642800/105642745/8b761903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105650000/105642800/105642745/b96a4021.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105650000/105642800/105642745/a43ffef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105650000/105642800/105642745/defd0847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Duplex-Obama & University Chicago Area 3BR, 2.5Bath. Enjoy entire unit.

Woodlawn

7.4/10

Good

(3)

"The house was absolutely beautiful ! Very spacious and nice! Comfy beds and clean. "

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

Brandy W.

[](https://www.expedia.ca/Chicago-Hotels-Modern-Duplex-Obama-University-Chicago-Area-3BR.h105642745.Hotel-Information)

![Microwave](https://images.trvl-media.com/lodging/108000000/107100000/107095000/107094905/16ff56fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107100000/107095000/107094905/5d21d940.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107100000/107095000/107094905/4e885a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107100000/107095000/107094905/1050258f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom apartment with WiFi, AC in gorgeous Chicago

Bronzeville

9.8/10

Exceptional

(14)

"Served us well for our event near the McCormick Center. Hospitality was second to none! "

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

Tammy

[](https://www.expedia.ca/Chicago-Hotels-Cozy-1-Bedroom-Apartment-With-WiFi.h107094905.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/70000000/69830000/69827000/69827000/18b54148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/70000000/69830000/69827000/69827000/0b280cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/70000000/69830000/69827000/69827000/b60d05e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/70000000/69830000/69827000/69827000/71164715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chicago Lake Shore Hotel

Kenwood

10/10

Exceptional

(1)

"Clean room but in need of renovation "

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

Irma

[](https://www.expedia.ca/Chicago-Hotels-Chicago-Lake-Shore-Hotel.h69827000.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/w3836h2161x5y0-7f85e9e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/w3835h2161x6y0-831944db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/b8ff5ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Business centre](https://images.trvl-media.com/lodging/1000000/10000/2200/2190/w3836h2161x5y0-e49145be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

8.4/10

Very good

(1000)

"Great stay"

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

Maria

[](https://www.expedia.ca/Chicago-Hotels-Holiday-Inn-Chicago-Mall-Area-Mdw-Arpt-S.h2190.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120770000/120762600/120762567/61a665a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120770000/120762600/120762567/48dfde30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120770000/120762600/120762567/a97f4ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120770000/120762600/120762567/31e376e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic feel, Modern comfort Walk to parks and food in beautiful Chicago

Brighton Park

[](https://www.expedia.ca/Chicago-Hotels-Historic-Feel.h120762567.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106880000/106875400/106875382/34617f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106880000/106875400/106875382/5760e0b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106880000/106875400/106875382/a69cdee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106880000/106875400/106875382/ce80b93f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom apartment in awesome Chicago with WiFi, AC

Gage Park

[](https://www.expedia.ca/Chicago-Hotels-Charming-2-Bedroom-Apartment-In-Awesome-Chicago-With-WiFi.h106875382.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106550000/106543700/106543613/bbdfbce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106543700/106543613/7ce91cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106550000/106543700/106543613/3de306fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106543700/106543613/11e19a02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Landmark; a comfy suite near McCormick Place

Bronzeville

10/10

Exceptional

(6)

"A lovely place to rest after busy days in Chicago! Quiet and clean with all that is needed to catch-up with yourself."

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

Kate D.

[](https://www.expedia.ca/Chicago-Hotels-The-Landmark-A-Comfy-Suite-Near-McCormick-Place.h106543613.Hotel-Information)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109370000/109364400/109364310/7d79d730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/110000000/109370000/109364400/109364310/5b4e2f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109370000/109364400/109364310/59a746ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109370000/109364400/109364310/e167cf45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3-bedroom condo near University of Chicago

Woodlawn

10/10

Exceptional

(1)

"Property was nice and clean. Had everything we needed. About 20 mins to most places we wanted to go and very close to MSI. We had a great stay. "

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

Deb C.

[](https://www.expedia.ca/Chicago-Hotels-Cozy-3-Bedroom-Condo-Near-University-Of-Chicago.h109364310.Hotel-Information)

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## Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in South Side.

![SpringHill Suites by Marriott Chicago Chinatown](https://images.trvl-media.com/lodging/65000000/64630000/64624400/64624399/575b0923_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### SpringHill Suites by Marriott Chicago Chinatown

2357 S WENTWORTH AVE, Chicago, IL

CA $162

CA $191 total

Nov 23 - Nov 24

includes taxes & fees

9.4/10 Exceptional! (1,023 reviews)

[](https://expedia.ca/Chicago-Hotels-SpringHill-Suites-By-Marriott-Chicago-Chinatown.h64624399.Hotel-Information)

![Jaslin Hotel](https://images.trvl-media.com/lodging/14000000/13330000/13320300/13320264/90849841_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Jaslin Hotel

261 West Cermak Rd, Chicago, IL

CA $204

CA $240 total

Nov 9 - Nov 10

includes taxes & fees

8.8/10 Excellent! (1,162 reviews)

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

![Hyatt Place Chicago-South/University Medical Center](https://images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/722a9f0a_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hyatt Place Chicago-South/University Medical Center

5225 S Harper Ave, Chicago, IL

CA $225

CA $264 total

Nov 11 - Nov 12

includes taxes & fees

8.6/10 Excellent! (1,022 reviews)

[](https://expedia.ca/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information)

Still don't see what you're looking for?

[See all properties in South Side.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&regionId=553248635074842823&star=20)

You can also use these popular filters to refine your search.

[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&regionId=553248635074842823&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&regionId=553248635074842823&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&regionId=553248635074842823&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&regionId=553248635074842823&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&regionId=553248635074842823&star=20&star=20&amenities=WATER_PARK)

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

![Villa Dubois Guest House](//images.trvl-media.com/lodging/36000000/35550000/35542300/35542249/e921e6b3_y.jpg)

### Villa Dubois Guest House

10/10 Excellent

"My stay was very pleasant. The accommodation was comfortable, easily accessible, and well connected to public transport. I highly recommend it to anyone visiting the area."

[](https://expedia.ca/Chicago-Hotels-Villa-Dubois-Guest-House.h35542249.Hotel-Information)

![Motel 6 - Chicago, IL](//images.trvl-media.com/lodging/116000000/115880000/115871700/115871645/55e03c95_y.jpg)

### Motel 6 - Chicago, IL

10/10 Excellent

"Staff was nice room was nice"

[](https://expedia.ca/Chicago-Hotels-Motel-6-Chicago.h115871645.Hotel-Information)

![Carlton Inn Midway](//images.trvl-media.com/lodging/3000000/2950000/2949200/2949171/f9196562_y.jpg)

### Carlton Inn Midway

10/10 Excellent

"Very friendly! With airport shuttle!"

[](https://expedia.ca/Chicago-Hotels-Carlton-Inn-Midway.h2949171.Hotel-Information)

![Best Motel By OYO Chicago I-90](//images.trvl-media.com/lodging/14000000/13280000/13279200/13279118/19cdbb10_y.jpg)

### Best Motel By OYO Chicago I-90

8/10 Good

"It was a lil dirty need a fridge or more towels "

[](https://expedia.ca/Chicago-Hotels-Best-Motel-By-OYO-Chicago-I-90.h13279118.Hotel-Information)

![Skylark Motel](//images.trvl-media.com/lodging/2000000/1660000/1658500/1658428/84aefbd3_y.jpg)

### Skylark Motel

6/10 Okay

"Poorly cleaned and not kept up well."

[](https://expedia.ca/Chicago-Hotels-Skylark-Motel.h1658428.Hotel-Information)

## Find out more about South Side

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in South Side, South Side you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in South Side are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in South Side.

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-   [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)
-   [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago)

-   [Visit Canaryville](https://www.expedia.ca/Chicago-Canaryville.dx6132307)
-   [Visit Fuller Park](https://www.expedia.ca/Chicago-Fuller-Park.dx6132374)
-   [Visit Indian Village](https://www.expedia.ca/Chicago-Indian-Village.dx553248635976382922)
-   [Chicago Museum of Science and Industry](https://www.expedia.ca/Chicago-Museum-Of-Science-And-Industry-Hyde-Park.d6064043.Vacation-Attraction)
-   [Obama's House](https://www.expedia.ca/Obamas-House-Kenwood.d553248621533116333.Vacation-Attraction)
-   [Robie House](https://www.expedia.ca/Robie-House-Hyde-Park.d6064059.Vacation-Attraction)

-   [Car rentals near Hyde Park](https://www.expedia.ca/Car-Rentals-In-Hyde-Park.d117842.Car-Rental-Guide)
-   [Hertz Rental Cars in Hyde Park](https://www.expedia.ca/Hertz-Car-Rentals-In-Hyde-Park.d117842-c40.Car-Rental-Guide-Suppliers)

-   [Book 2 Star Hotels in South Side on Expedia.com](https://www.expedia.com/2Star-South-Side-Hotels.s20-0-d553248635074842823.Travel-Guide-Filter-Hotels)