Find hotels in South Side, IL from $100
Upfront pricingOur total price for your stay includes taxes and fees
Treat yourselfSave 10% or more on over 100,000 hotels worldwide with Member Prices
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in South Side
Family friendly
Check prices for these dates
Our top choices for South Side hotels
1. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
8.0 out of 10, Very Good, (10,252 reviews)
"Great place to stay"
ERIC
$178 nightly
The price is $211
Aug 16 - Aug 17
Total with taxes and fees
2. Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
9.4 out of 10, Exceptional, (4,761 reviews)
"The location was perfect close to a lot of activities the included breakfast buffet was really great."
Jessica
$203 nightly
The price is $241
Aug 16 - Aug 17
Total with taxes and fees
3. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
8.2 out of 10, Very Good, (1,803 reviews)
"Great location, clean, and a super breakfast!"
Tina
$172 nightly
The price is $204
Jul 26 - Jul 27
Total with taxes and fees
4. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
9.0 out of 10, Wonderful, (4,630 reviews)
"Great place to stay"
Chameka
$174 nightly
The price is $207
Aug 16 - Aug 17
Total with taxes and fees
5. Omni Chicago Hotel
Omni Chicago HotelDowntown Chicago
9.2 out of 10, Wonderful, (1,942 reviews)
"Great location and staff was so friendly!"
Megan
$243 nightly
The price is $289
Aug 9 - Aug 10
Total with taxes and fees
6. The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileDowntown Chicago
7.8 out of 10, Good, (1,785 reviews)
"Nice and comfortable place to stay"
Precious
$181 nightly
The price is $215
Aug 9 - Aug 10
Total with taxes and fees
7. Hilton Chicago
Hilton ChicagoDowntown Chicago
8.6 out of 10, Excellent, (2,988 reviews)
"Clean room and wonderful staff"
Eric
$296 nightly
The price is $352
Aug 6 - Aug 7
Total with taxes and fees
8. River Hotel
River HotelDowntown Chicago
8.8 out of 10, Excellent, (5,346 reviews)
"Great location, welcoming staff, comfortable room"
Nick
$194 nightly
The price is $231
Aug 9 - Aug 10
Total with taxes and fees
9. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
7.6 out of 10, Good, (2,699 reviews)
"Great location, walking distance to shops and eating."
MARTINA
$154 nightly
The price is $183
Aug 10 - Aug 11
Total with taxes and fees
10. Eurostars Magnificent Mile
Eurostars Magnificent MileDowntown Chicago
9.0 out of 10, Wonderful, (3,750 reviews)
"Hotel was absolutely beautiful and was is such a good location"
Jacey LeeAnn
$196 nightly
The price is $233
Aug 16 - Aug 17
Total with taxes and fees
11. Freehand Chicago
Freehand ChicagoDowntown Chicago
7.8 out of 10, Good, (3,204 reviews)
"Great location
Great vibe"
james
$142 nightly
The price is $169
Aug 10 - Aug 11
Total with taxes and fees
12. The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago DowntownDowntown Chicago
9.4 out of 10, Exceptional, (3,541 reviews)
"Great stay"
Alexis
$222 nightly
The price is $264
Aug 16 - Aug 17
Total with taxes and fees
13. InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGDowntown Chicago
9.2 out of 10, Wonderful, (3,162 reviews)
"Beautiful hotel in a perfect location!"
Amy
$249 nightly
The price is $296
Aug 9 - Aug 10
Total with taxes and fees
14. The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago LoopDowntown Chicago
9.0 out of 10, Wonderful, (2,692 reviews)
"Great location and cool vibe"
Alex
$205 nightly
The price is $244
Aug 16 - Aug 17
Total with taxes and fees
15. Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River NorthDowntown Chicago
8.6 out of 10, Excellent, (6,020 reviews)
"Great place for families with kids."
Jody
$211 nightly
The price is $250
Aug 16 - Aug 17
Total with taxes and fees
16. L7 Chicago by LOTTE
L7 Chicago by LOTTEDowntown Chicago
9.6 out of 10, Exceptional, (4,412 reviews)
"Great stay"
Julie Ann
$189 nightly
The price is $225
Aug 17 - Aug 18
Total with taxes and fees
17. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
9.0 out of 10, Wonderful, (2,404 reviews)
"The staff was very friendly and the rooms were amazing"
Amy
$184 nightly
The price is $219
Aug 20 - Aug 21
Total with taxes and fees
18. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
9.4 out of 10, Exceptional, (4,310 reviews)
"Great place to stay!"
lakadria
$206 nightly
The price is $245
Aug 9 - Aug 10
Total with taxes and fees
19. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
8.8 out of 10, Excellent, (2,537 reviews)
"Great location"
Marianne
$204 nightly
The price is $242
Aug 16 - Aug 17
Total with taxes and fees
20. Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent MileDowntown Chicago
8.2 out of 10, Very Good, (2,855 reviews)
"would definitely stay here again :)"
Jennifer
$202 nightly
The price is $240
Aug 10 - Aug 11
Total with taxes and fees
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.
Top South Side Hotel Reviews
SpringHill Suites by Marriott Chicago Chinatown
10/10 Excellent
More cheap stays in South Side
Saratoga Motel By Capital O Near Midway Airport Chicago IL
7701, S Cicero Avenue Chicago IL
$87 nightly
The price is $101 total per night from Jul 29 to Jul 30
$101 total
Jul 29 - Jul 30
Total with taxes and fees
6.2/10 (78 reviews)
Hotels in South Side with star-rating
4 Star Hotels
1 properties
Explore a world of travel with Expedia
- Hotels near Northwestern Memorial Hospital
- Hotels near Chicago 51st-53rd Street Station
- Alsip Hotels
- Hotels near Chicago 55th-56th-57th Street Station
- Hotels near Art Institute of Chicago
- Hotels near Navy Pier
- Uptown Hotels
- Hotels near O'Hare Intl.
- Hotels near King Drive Station
- Chicago Hotels
- Hotels near Chicago Stony Island Station
- Hotels near Cottage Grove Station
- Hotels near Wintrust Arena
- Hotels near Grant Park
- Hotels near Chicago 47th Street Station
- Hotels near Chicago 63rd Street Station
- Magnificent Mile Hotels
- Hotels near Renaissance Society
- Rosemont Hotels
- Hotels near Rate Field
- Theatre District Hotels
- Hotels near Michigan Avenue
- Hotels near McCormick Place
- Bridgeport Hotels
- Hyde Park Hotels
- Hotels near Nuclear Energy Sculpture
- Hotels near Millennium Station
- Ukrainian Village Hotels
- Hotels near Chicago Halsted Station
- Hotels near Jackson Park
- Hotels near Bond Chapel
- Hotels near Bridgeport Art Center
- Hotels near Willis Tower
- Kenwood Hotels
- Hotels near Obama's House
- Hotels near DuSable Museum of African-American History
- Evanston Hotels
- Hotels near Merchandise Mart
- Hotels near Ida B Wells House
- Hotels near State Street
- Hotels near Chicago Union Station
- Brookfield Hotels
- Hotels near Cloud Gate
- Little Italy Hotels
- Hotels near Soldier Field
- Downtown Chicago Hotels
- Bucktown Hotels
- Chinatown Hotels
- Hotels near Aragon Ballroom
- Chicago Museum Campus Hotels
- Hotels near Anna and Frederick Douglass Park
- Wrigleyville Hotels
- Oak Brook Hotels
- Hotels near Field Museum of Natural History
- Hotels near House of Blues Chicago
- Bronzeville Hotels
- Hotels near SeatGeek Stadium
- Hotels near Water Tower Place
- Fulton Market Hotels
- Hotels near Griffin Museum of Science and Industry
- Hotels near Credit Union 1 Arena
- Hotels near Cadillac Palace Theatre
- Berwyn Hotels
- Hotels near University of Chicago
- Hotels near Riviera Theatre
- Oakland Hotels
- South Loop Hotels
- Hotels near Arie Crown Theater
- Northalsted Hotels
- Hotels near Northerly Island Natural Area
- The Loop Hotels
- West Loop Hotels
- Lincoln Park Hotels
- Hotels near Auditorium Building and Theatre
- Hotels near Millennium Park
- River North Hotels
- Hotels near Midway Intl.
- Hotels near Roosevelt University
- Hotels near United Center
- South Shore Hotels
- Hotels near Chicago McCormick Place Station
- Hotels near Chicago Riverwalk
- Logan Square Hotels
- Near South Side Hotels
- Hotels near University of Chicago Medicine
- Naperville Hotels
- Old Town Chicago Hotels
- Hotels near 4944 S Woodlawn Ave
- Hotels near Washington Park
- Hotels near Lincoln Park Zoo
- Washington Park Hotels
- Hotels near Wrigley Field
- Near North Side Hotels
- Streeterville Hotels
- Hotels near Oak Street Beach
- Hotels near 311 S Wacker Dr
- Hotels near Daley Plaza
