Find hotels in South Side, IL from $104
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, (10,287 reviews)
"Great place to stay"
ERIC
$174 nightly
The price is $207
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, (4,803 reviews)
"We had a good stay, the staff were helpful and friendly."
Dana
$220 nightly
The price is $261
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, (1,834 reviews)
"Great location, clean, and a super breakfast!"
Tina
$181 nightly
The price is $215
Aug 9 - Aug 10
Total with taxes and fees
4. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
9.0 out of 10, Wonderful, (4,644 reviews)
"Great stay!"
Jennifer
$167 nightly
The price is $199
Aug 9 - Aug 10
Total with taxes and fees
5. Omni Chicago Hotel
Omni Chicago HotelDowntown Chicago
9.2 out of 10, Wonderful, (1,947 reviews)
"Great location easy to walk"
James
$215 nightly
The price is $256
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, (1,812 reviews)
"Very clean, nice hotel. Great location"
CAROL
$181 nightly
The price is $215
Aug 3 - Aug 4
Total with taxes and fees
7. Hilton Chicago
Hilton ChicagoDowntown Chicago
8.6 out of 10, Excellent, (2,994 reviews)
"Great location, friendly staff, various amenities for the family."
kun
$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, (5,339 reviews)
"The view from the room was the best part, along with the super helpful staff at the front desk."
Kobe
$207 nightly
The price is $247
Jul 27 - Jul 28
Total with taxes and fees
9. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
7.6 out of 10, Good, (2,706 reviews)
"Great location, walking distance to shops and eating."
MARTINA
$147 nightly
The price is $174
Aug 16 - Aug 17
Total with taxes and fees
10. Eurostars Magnificent Mile
Eurostars Magnificent MileDowntown Chicago
9.0 out of 10, Wonderful, (3,739 reviews)
"Hotel was absolutely beautiful and was is such a good location"
Jacey LeeAnn
$181 nightly
The price is $216
Aug 23 - Aug 24
Total with taxes and fees
11. Freehand Chicago
Freehand ChicagoDowntown Chicago
7.8 out of 10, Good, (3,216 reviews)
"Great location
Great vibe"
james
$143 nightly
The price is $171
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, (3,529 reviews)
"Great stay"
Alexis
$216 nightly
The price is $257
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, (3,161 reviews)
"Beautiful hotel in a perfect location!"
Amy
$260 nightly
The price is $309
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, (2,704 reviews)
"Great location and cool vibe"
Alex
$214 nightly
The price is $254
Aug 23 - Aug 24
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, (6,002 reviews)
"Great place for families with kids."
Jody
$171 nightly
The price is $203
Aug 9 - Aug 10
Total with taxes and fees
16. L7 Chicago by LOTTE
L7 Chicago by LOTTEDowntown Chicago
9.6 out of 10, Exceptional, (4,434 reviews)
"Great stay"
Julie Ann
$200 nightly
The price is $238
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, (2,412 reviews)
"The staff was very friendly and the rooms were amazing"
Amy
$176 nightly
The price is $210
Aug 20 - Aug 21
Total with taxes and fees
18. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
9.4 out of 10, Exceptional, (4,322 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, (2,540 reviews)
"Loved the pool and the close proximity downtown!"
Macy
$180 nightly
The price is $214
Aug 9 - Aug 10
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, (2,862 reviews)
"We really enjoyed our stay. clean rooms and staff was very friendly"
Heather
$197 nightly
The price is $234
Aug 23 - Aug 24
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 Sideāmuseums, skyscrapers, and top sights like Lake Michigan.
Top South Side Hotel Reviews
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
8/10 Good
More cheap stays in South Side
Motel 6 - Chicago, IL
10022 South Halsted Street Chicago IL
$99 nightly
The price is $116 total per night from Aug 4 to Aug 5
$116 total
Aug 4 - Aug 5
Total with taxes and fees
7.2/10 Good! (411 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
