South Side Hotels from from S$97

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top 10 trending South Side hotels

Motel 6 - Chicago, IL

2.0 star property
6.4 out of 10, (67)
"The place was cool."
The price is S$102
includes taxes & fees
1 Sept - 2 Sept
Motel 6 - Chicago, IL

Rainbow Motel

2.5 star property
5.0 out of 10, (9)
"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 "
The price is S$134
includes taxes & fees
18 Aug - 19 Aug
Rainbow Motel

Jaslin Hotel

3.0 star property
8.8 out of 10, Excellent, (1123)
"Great location & great staff. Enjoyed our stay and would stay again."
The price is S$194
includes taxes & fees
26 Aug - 27 Aug
Jaslin Hotel

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

2.5 star property
9.0 out of 10, Wonderful, (1124)
"Proximity to the airport and eateries was great"
The price is S$203
includes taxes & fees
21 Aug - 22 Aug
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Chinatown Hotel Chicago

1.5 star property
5.4 out of 10, (1000)
"No frills hotel room with a reasonable price for Chicago and a great location to walk downtown. Also has parking very near for Chinatown at 18.99 for 24 hrs."
Chinatown Hotel Chicago

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property
9.6 out of 10, Exceptional, (972)
"Great place to stay!"
The price is S$243
includes taxes & fees
24 Aug - 25 Aug
SpringHill Suites by Marriott Chicago Chinatown

Capital O Empire Motel Chicago I-94

2.5 star property
2.6 out of 10, (7)
"Very bad location. reserved but no rooms available bc it’s "
The price is S$97
includes taxes & fees
1 Sept - 2 Sept
Capital O Empire Motel Chicago I-94

Villa Dubois Guest House

2.0 star property
8.0 out of 10, Very good, (66)
"it was comfortable and nice furniture and decor"
The price is S$270
includes taxes & fees
16 Aug - 17 Aug
Villa Dubois Guest House

Carlton Inn Midway

2.0 star property
6.4 out of 10, (1004)
"Staff are very friendly:) "
The price is S$157
includes taxes & fees
17 Aug - 18 Aug
Carlton Inn Midway

Chicago Marriott Midway

3.5 star property
8.4 out of 10, Very good, (870)
"Great place"
The price is S$206
includes taxes & fees
24 Aug - 25 Aug
Chicago Marriott Midway

Hyatt Place Chicago-South/University Medical Center

3.0 star property
8.8 out of 10, Excellent, (1003)
"I really enjoyed my stay here "
The price is S$239
includes taxes & fees
21 Aug - 22 Aug
Hyatt Place Chicago-South/University Medical Center

Admiral Motel By Oyo Chicago I-94

2.5 star property
4.2 out of 10, (27)
"It was a great hotel"
The price is S$111
includes taxes & fees
1 Sept - 2 Sept
Admiral Motel By Oyo Chicago I-94

Mccormick Place Guest House

3.0 star property
8.6 out of 10, Excellent, (18)
"Great "
The price is S$233
includes taxes & fees
17 Aug - 18 Aug
Mccormick Place Guest House

Best Motel By OYO Chicago I-90

2.0 star property
3.2 out of 10, (33)
"Easy, safe parking "
The price is S$117
includes taxes & fees
14 Sept - 15 Sept
Best Motel By OYO Chicago I-90

Sophy Hyde Park

4.0 star property
9.6 out of 10, Exceptional, (998)
"Loved the area, safe, quiet and convenient."
The price is S$412
includes taxes & fees
20 Aug - 21 Aug
Sophy Hyde Park

Skylark Motel

2.0 star property
4.6 out of 10, (114)
"A dump. Next time im forced to choose this place or a floor in the airport, I'll choose the floor."
The price is S$164
includes taxes & fees
17 Aug - 18 Aug
Skylark Motel

Best Western Inn & Suites - Midway Airport

2.5 star property
6.6 out of 10, (1002)
"Pleasant stuff, comfy bed, would stay again."
The price is S$174
includes taxes & fees
21 Aug - 22 Aug
Best Western Inn & Suites - Midway Airport

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4512)
"Great stay and great location"
The price is S$199
includes taxes & fees
24 Aug - 25 Aug
River Hotel

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3568)
"Great hotel"
The price is S$204
includes taxes & fees
1 Sept - 2 Sept
citizenM Chicago Downtown

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2071)
"Best hotel "
The price is S$283
includes taxes & fees
1 Sept - 2 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton
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.
Save an average of 15% on thousands of hotels when you're signed in

Hotels near South Side Attractions

University of Chicago
Robie House

University of Chicago

Take a campus tour or just explore the area around University of Chicago, a top university in Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

Learn more about South Side

Discover the metropolitan area of South Side—museums, skyscrapers and top sights like Lake Michigan.

Top South Side Hotel Reviews