South Side Hotels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in South Side
Apart hotel
Check prices for these dates
Our top choices for South Side hotels
Holiday Inn Chicago – Midway Airport S by IHG
Holiday Inn Chicago – Midway Airport S by IHGWest Lawn
8.2 out of 10, Very good, (1,020 reviews)
"Clean room everything works and the staff was excellent"
Timothy
The price is €117
includes taxes & fees
28 Jun - 29 Jun
Jaslin Hotel
Jaslin HotelChinatown
9.0 out of 10, Wonderful, (1,228 reviews)
"Great restaurants in the area."
Matthew
The price is €166
includes taxes & fees
1 Jul - 2 Jul
Motel 6 - Chicago, IL
Motel 6 - Chicago, ILWashington Heights
7.4 out of 10, Good, (347 reviews)
"Clean room big bed
I was able to take my dog
Parking lot was helpful"
Yanelis
The price is €101
includes taxes & fees
22 Jun - 23 Jun
Rainbow Motel
Rainbow MotelGarfield Ridge
5.2 out of 10, (22 reviews)
"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 "
Conner
The price is €87
includes taxes & fees
9 Jun - 10 Jun
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Saratoga Motel By Capital O Near Midway Airport Chicago ILAshburn
6.2 out of 10, (58 reviews)
"They made us get new rooms then charge us more"
Fredrick
The price is €84
includes taxes & fees
15 Jun - 16 Jun
Carlton Inn Midway
Carlton Inn MidwayArcher Heights
6.2 out of 10, (1,014 reviews)
"The staff were very kind and understanding but we had to get a refund due to bed bugs in the room."
Malachi
The price is €109
includes taxes & fees
9 Jun - 10 Jun
Hyatt Place Chicago-South/University Medical Center
Hyatt Place Chicago-South/University Medical CenterHyde Park
8.8 out of 10, Excellent, (1,009 reviews)
"Beautiful hotel and close to tons of attractions!"
Tara
The price is €192
includes taxes & fees
29 Jun - 30 Jun
Skylark Motel
Skylark MotelGarfield Ridge
4.6 out of 10, (124 reviews)
"This place should shut down. It is the worst accommodation I have ever stayed at. "
Roop
The price is €101
includes taxes & fees
9 Jun - 10 Jun
Mccormick Place Guest House
Mccormick Place Guest HouseBronzeville
7.8 out of 10, Good, (60 reviews)
"Amazing decor!!"
Joshua
The price is €94
includes taxes & fees
10 Jun - 11 Jun
SpringHill Suites by Marriott Chicago Chinatown
SpringHill Suites by Marriott Chicago ChinatownChinatown
9.6 out of 10, Exceptional, (1,006 reviews)
"Friendly and helpful staff, clean room"
Daniel
The price is €176
includes taxes & fees
2 Jul - 3 Jul
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHGBedford Park
9.0 out of 10, Wonderful, (1,341 reviews)
"Excellent place to stay at perfect location and breakfast was also amazing "
Priyank
The price is €154
includes taxes & fees
28 Jun - 29 Jun
Chicago Lake Shore Hotel
Chicago Lake Shore HotelKenwood
6.8 out of 10, (1,009 reviews)
"Insite parking huge plus. Decent hotel nothing special."
Frannie
The price is €162
includes taxes & fees
14 Jun - 15 Jun
Villa Dubois Guest House
Villa Dubois Guest HouseBronzeville
8.4 out of 10, Very good, (93 reviews)
"The stay was great, everyday the place is cleaned. And the location of the guest is close to the Mariano's grocery store."
Stefano
The price is €138
includes taxes & fees
9 Jun - 10 Jun
Chinatown Hotel Chicago
Chinatown Hotel ChicagoChinatown
5.6 out of 10, (1,006 reviews)
"This hotel is very basic. There are a lot of restaurants nearby."
Wayne
The price is €121
includes taxes & fees
9 Jun - 10 Jun
Best Western Inn & Suites - Midway Airport
Best Western Inn & Suites - Midway AirportBurbank
6.8 out of 10, (1,004 reviews)
"Breakfast was good, staff was super helpful."
Cody
The price is €130
includes taxes & fees
14 Jun - 15 Jun
Best Motel By OYO Chicago I-90
Best Motel By OYO Chicago I-90Woodlawn
3.6 out of 10, (80 reviews)
"This is not a good place."
Dinesh Kumar
The price is €68
includes taxes & fees
8 Jul - 9 Jul
Chicago Marriott Midway
Chicago Marriott MidwayBedford Park
8.4 out of 10, Very good, (966 reviews)
"Great place"
Joseph N
The price is €183
includes taxes & fees
14 Jun - 15 Jun
Sophy Hyde Park
Sophy Hyde ParkHyde Park
9.6 out of 10, Exceptional, (1,011 reviews)
"Great place to stay if you’re ever in Chicago!"
Nadia
The price is €288
includes taxes & fees
14 Jun - 15 Jun
Admiral Motel By Oyo Chicago I-94
Admiral Motel By Oyo Chicago I-94Chatham
4.2 out of 10, (65 reviews)
"We never got to stay here. When we went to check in the sign said "No Rooms Available"
"
Cindy
The price is €71
includes taxes & fees
28 Jun - 29 Jun
Capital O Empire Motel Chicago I-94
Capital O Empire Motel Chicago I-94Greater Grand Crossing
3.2 out of 10, (26 reviews)
"I didn’t stay the establishment was boarded up "
Kylen
The price is €65
includes taxes & fees
8 Jul - 9 Jul
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
Stay near popular South Side attractions
Learn more about South Side
Discover the metropolitan area of South Side—museums, skyscrapers and top sights like Lake Michigan.
More cheap stays in South Side
Best Motel By OYO Chicago I-90
6535 S King Dr Chicago IL
The price is €68 per night from 8 Jul to 9 Jul
€68
8 Jul - 9 Jul
includes taxes & fees
3.6/10 (80 reviews)
4 Star Hotels
1 properties
Explore a world of travel with Expedia
- 4 Star Hotels in Chicago
- 4 Star Hotels in Southwest Side
- 5 Star Hotels in Hyde Park
- Hotels near Adler Planetarium and Astronomy Museum
- Hotels near Art Institute of Chicago
- Bronzeville Hotels
- Apartments in Chicago
- B&B in Chicago
- Guest Houses in Chicago
- Affinia Hotels in Chicago
- All Inclusive Hotels in Chicago
- Beach Hotels in Chicago
- Hotels with Parking in Chicago
- Kimpton Hotels in Chicago
- Lgbt-Friendly Hotels in Chicago
- Luxury Hotels in Chicago
- Motel 6 Hotels in Chicago
- Pet Friendly Hotels in Chicago
- Rosewood Hotels in Chicago
- Chicago Hotels
- Motels in Chicago
- Hotels near Chicago Riverwalk
- Chinatown Hotels
- Hotels near Columbia College Chicago
- Hotels near Daley Plaza
- Cheap Hotels in Downtown Chicago
- Green / Sustainable Hotels in Downtown Chicago
- Lgbt-Friendly Hotels in Downtown Chicago
- Englewood Hotels
- Oakwood Hotels in Grace Abbott Homes
- Hotels near Grant Park
- Club Quarters Hotels in Hyde Park
- Hyatt Hotels in Hyde Park
- Hotels with Spa in Hyde Park
- Hyde Park Hotels
- Hotels near Hyde Park Hair Salon
- Little Village Hotels
- Cheap Hotels in Magnificent Mile
- Hotels near McCormick Place
- Hotels near Michigan Avenue
- Hotels near Millennium Park
- Hotels near Navy Pier
- Near South Side Hotels
- Hotels near Northwestern Memorial Hospital
- Hotels near Oak Woods Cemetery
- Hotels near Old St Patrick’s Church
- Hotels near Soldier Field
- Lgbt-Friendly Hotels in South Loop
- South Loop Hotels
- South Shore Hotels
- B&B in South Side
- Beach Hotels in South Side
- Hyatt Hotels in South Side
- Marriott Hotels & Resorts in South Side
- Motel 6 Hotels in South Side
- Romantic Hotels in South Side
- Extended Stay America Hotels in Southwest Side
- Extended Stay America Hotels in The Loop
- Hotels with Bar in The Loop
- Hotels with Pool in The Loop
- Luxury Hotels in The Loop
- United Center Hotels
- Hotels near United Center
- Hotels near University of Chicago
- Hotels near Water Tower Place
- West Englewood Hotels
- Cheap Hotels in West Loop
- Woodlawn Hotels
- Art Institute of Chicago
- Canalport Riverwalk Park
- Visit Canaryville
- Visit Chinatown
- Visit Downtown Chicago
- Visit Grand Boulevard
- Visit Lower West Side
- Visit Printers Row
- Visit South Commons
- Visit Washington Park
- Chicago Holidays
- Visit Chicago
- Hyde Park Hair Salon
- Hyde Park Holidays
- Lake Meadows Park
- Michigan Avenue
- Robie House
- Second Franklin Building
- University of Illinois Chicago
