Find hotels in South Side, IL from $100
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Go beyond your typical stay in South Side
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Check prices for these dates
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Aug 18 - Aug 19Tomorrow
Aug 19 - Aug 20This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Our top choices for South Side hotels
1. Congress Plaza Hotel
Congress Plaza HotelDowntown Chicago
Christina
$109 nightly
$130 total
Sep 8 - Sep 9
Total with taxes and fees
2. Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoDowntown Chicago
Michael
$202 nightly
$240 total
Aug 31 - Sep 1
Total with taxes and fees
3. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastDowntown Chicago
angie
$143 nightly
$170 total
Aug 30 - Aug 31
Total with taxes and fees
4. Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile SuitesDowntown Chicago
Mariana
$144 nightly
$171 total
Sep 1 - Sep 2
Total with taxes and fees
5. Omni Chicago Hotel
Omni Chicago HotelDowntown Chicago
Yoel
$251 nightly
$298 total
Aug 30 - Aug 31
Total with taxes and fees
6. The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent MileDowntown Chicago
Janey
$143 nightly
$170 total
Aug 31 - Sep 1
Total with taxes and fees
7. Hilton Chicago
Hilton ChicagoDowntown Chicago
Konner
$194 nightly
$230 total
Sep 7 - Sep 8
Total with taxes and fees
8. River Hotel
River HotelDowntown Chicago
Sarah
$155 nightly
$185 total
Aug 23 - Aug 24
Total with taxes and fees
9. Travelodge by Wyndham Downtown Chicago
Travelodge by Wyndham Downtown ChicagoDowntown Chicago
Lorena
$107 nightly
$127 total
Aug 31 - Sep 1
Total with taxes and fees
10. Eurostars Magnificent Mile
Eurostars Magnificent MileDowntown Chicago
Kristine
$200 nightly
$238 total
Aug 23 - Aug 24
Total with taxes and fees
11. The Allegro Royal Sonesta Hotel Chicago Loop
The Allegro Royal Sonesta Hotel Chicago LoopDowntown Chicago
Anthony
$222 nightly
$264 total
Aug 30 - Aug 31
Total with taxes and fees
12. citizenM Chicago Downtown
citizenM Chicago DowntownDowntown Chicago
lakadria
$170 nightly
$202 total
Sep 7 - Sep 8
Total with taxes and fees
13. Freehand Chicago
Freehand ChicagoDowntown Chicago
Rebekah
$172 nightly
$172 total
Sep 7 - Sep 8
Total with taxes and fees
14. L7 Chicago by LOTTE
L7 Chicago by LOTTEDowntown Chicago
Nicole
$215 nightly
$256 total
Aug 30 - Aug 31
Total with taxes and fees
15. The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago DowntownDowntown Chicago
Brandon
$221 nightly
$263 total
Sep 1 - Sep 2
Total with taxes and fees
16. Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoDowntown Chicago
Sarah
$145 nightly
$172 total
Aug 30 - Aug 31
Total with taxes and fees
17. InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHGDowntown Chicago
Alireza
$283 nightly
$337 total
Aug 23 - Aug 24
Total with taxes and fees
18. Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River NorthDowntown Chicago
Bryan
$152 nightly
$181 total
Sep 7 - Sep 8
Total with taxes and fees
19. LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
Luis
$221 nightly
$263 total
Aug 30 - Aug 31
Total with taxes and fees
20. Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHGDowntown Chicago
Evelyn
$173 nightly
$205 total
Aug 30 - Aug 31
Total with taxes and fees
Stay near popular South Side attractions
University of Chicago
8.6/10 (3,689 reviews)
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 art scene in this vibrant area.
Rate Field
8.6/10 (235 reviews)
Catch an event at Rate Field during your trip to Chicago. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
Griffin Museum of Science and Industry
9.2/10 (1,796 reviews)
This large, interactive museum contains a coal mine and World War II submarine among its many attractions.
Illinois Institute of Technology
7.0/10 (4 reviews)
Walk around the campus at Illinois Institute of Technology during your visit to Chicago. Experience the fascinating museums and acclaimed art scene in this vibrant area.
Jackson Park
7.4/10 (9 reviews)
Jackson Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art scene.
Obama's House
10.0/10 (2 reviews)
Find out about the history of Chicago when you spend time at Obama's House. Amble around this vibrant area's lakeside or experience its fascinating museums.
Barack Obama Residence
You can find out about the history of Chicago when you stop by Barack Obama Residence. Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.
Bridgeport Art Center
Enjoy a stop at Bridgeport Art Center, an entertaining place to visit in Chicago. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
Learn more about South Side
Discover the metropolitan area of South Side—museums, skyscrapers, and top sights like Lake Michigan.
See all hotels in South Side
Top South Side Hotel Reviews
Chicago Marriott Midway
10/10 Excellent
"very clean staff was fantastic."
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
10/10 Excellent
"the staff was wonderful and very helpful."
Jaslin Hotel
10/10 Excellent
"The room was very clean. The even staff when I checked in was friendly and helpful. When I checked out, the representative was a little cold in demeanor but she got the job done. Overall I was very pleased with my stay. It was a 15 minute walk from the arena I was going to and there’s plenty of good places to eat and nice night life. I’ll be back."
Villa Dubois Guest House
10/10 Excellent
"Its was all new to us having to share the property with other people but it's went well."
Best Western Inn & Suites - Midway Airport
10/10 Excellent
"Above and beyond"
Admiral Motel By Oyo Chicago I-94
10/10 Excellent
"Air conditioner was broken, toilet was leaking from the floor, but staff, guests and neighbours were very friendly. Overall good given the affordable cost. Not a five star hotel, but doesn’t pretend to be"
More cheap stays in South Side
Motel 6 - Chicago, IL
10022 South Halsted Street Chicago IL
$85 nightly
$100 total
Sep 1 - Sep 2
Total with taxes and fees
7.2/10 Good! (452 reviews)
Saratoga Motel By Capital O Near Midway Airport Chicago IL
7701, S Cicero Avenue Chicago IL
$95 nightly
$110 total
Aug 19 - Aug 20
Total with taxes and fees
Best Motel By OYO Chicago I-90
6535 S King Dr Chicago IL
$94 nightly
$110 total
Aug 19 - Aug 20
Total with taxes and fees
3.6/10 (120 reviews)
Carlton Inn Midway
4944 S Archer Ave Chicago IL
$119 nightly
$140 total
Aug 19 - Aug 20
Total with taxes and fees
6/10 (1,005 reviews)
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
$124 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
6500 S Cicero Ave Chicago IL
$166 nightly
$195 total
Aug 30 - Aug 31
Total with taxes and fees
9/10 Wonderful! (1,349 reviews)
Hotels in South Side with star-rating
4 Star Hotels
1 properties
3 Star Hotels
9 properties
2 Star Hotels
14 properties
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