Photo by by Midway Intl Airport

Search South Side hotels

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in South Side

Motel 6 - Chicago, IL
2.0 star property
6.6 out of 10, (145)
"Everything was very nice even staff"
United States
Maurice
The price is AU$121
includes taxes & fees
11 Nov - 12 Nov
Motel 6 - Chicago, IL
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
9.0 out of 10, Wonderful, (1162)
"Room was spacious and clean. Breakfast was nice and convenient. Will stay again."
United States
Esther
The price is AU$227
includes taxes & fees
18 Nov - 19 Nov
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Saratoga Motel By Capital O Near Midway Airport Chicago IL
2.5 star property
7.6 out of 10, Good, (5)
"Nice place "
United States
Albert
The price is AU$133
includes taxes & fees
29 Oct - 30 Oct
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Villa Dubois Guest House
2.0 star property
8.6 out of 10, Excellent, (74)
"My stay was very pleasant. The accommodation was comfortable, easily accessible, and well connected to public transport. I highly recommend it to anyone visiting the area."
United States
Lizeth
The price is AU$175
includes taxes & fees
10 Nov - 11 Nov
Villa Dubois Guest House
Jaslin Hotel
3.0 star property
9.0 out of 10, Wonderful, (1170)
"Great hotel "
United States
Anthony
The price is AU$281
includes taxes & fees
29 Oct - 30 Oct
Jaslin Hotel
Capital O Empire Motel Chicago I-94
2.5 star property
3.4 out of 10, (22)
"I would feel safer sleeping on the street than this motel. "
Canada
Toshimi
The price is AU$114
includes taxes & fees
3 Nov - 4 Nov
Capital O Empire Motel Chicago I-94
Chinatown Hotel Chicago
1.5 star property
5.4 out of 10, (1001)
"Lots of affordable parking in the area and right by the red line"
United States
Anthony
The price is AU$153
includes taxes & fees
3 Nov - 4 Nov
Chinatown Hotel Chicago
Carlton Inn Midway
2.0 star property
6.4 out of 10, (1003)
"Very friendly! With airport shuttle!"
United States
Guochong
The price is AU$213
includes taxes & fees
29 Oct - 30 Oct
Carlton Inn Midway
SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
9.6 out of 10, Exceptional, (1025)
"Room was very clean, staff extremely friendly, and great dining options. Would stay there again in the future."
United States
Osama
The price is AU$208
includes taxes & fees
23 Nov - 24 Nov
SpringHill Suites by Marriott Chicago Chinatown
Rainbow Motel
2.0 star property
6.0 out of 10, (13)
"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 "
United States
Conner
The price is AU$174
includes taxes & fees
10 Nov - 11 Nov
Rainbow Motel
Chicago Marriott Midway
3.5 star property
8.4 out of 10, Very good, (903)
"Very clean and friendly staff"
United States
Louis
The price is AU$260
includes taxes & fees
11 Nov - 12 Nov
Chicago Marriott Midway
Mccormick Place Guest House
3.0 star property
9.2 out of 10, Wonderful, (35)
"Convenient easy parking. "
United States
MEIHONG
The price is AU$137
includes taxes & fees
11 Nov - 12 Nov
Mccormick Place Guest House
Stylish Apartment near Chicago Downtown
2.0 star property
The price is AU$592
includes taxes & fees
9 Nov - 10 Nov
Stylish Apartment near Chicago Downtown
Hyatt Place Chicago-South/University Medical Center
3.0 star property
8.8 out of 10, Excellent, (1025)
"Great stay"
United States
Nikhil
The price is AU$258
includes taxes & fees
9 Nov - 10 Nov
Hyatt Place Chicago-South/University Medical Center
Admiral Motel By Oyo Chicago I-94
2.5 star property
4.0 out of 10, (38)
"Fine stay "
United States
Sharmaine
The price is AU$111
includes taxes & fees
11 Nov - 12 Nov
Admiral Motel By Oyo Chicago I-94
Sophy Hyde Park
4.0 star property
9.6 out of 10, Exceptional, (1007)
"Loved my stay!"
United States
Dawnielle
The price is AU$378
includes taxes & fees
25 Nov - 26 Nov
Sophy Hyde Park
Best Motel By OYO Chicago I-90
2.0 star property
3.4 out of 10, (47)
"Easy, safe parking "
United States
Ramon
The price is AU$112
includes taxes & fees
27 Nov - 28 Nov
Best Motel By OYO Chicago I-90
Best Western Inn & Suites - Midway Airport
2.5 star property
6.6 out of 10, (1001)
"Room was very clean and staff did a great job at upkeeping. Not too far from Midway airport where you can use the CTA to get downtown if needed. "
United States
Markus
The price is AU$207
includes taxes & fees
4 Nov - 5 Nov
Best Western Inn & Suites - Midway Airport
Skylark Motel
2.0 star property
4.6 out of 10, (118)
"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
The price is AU$151
includes taxes & fees
9 Nov - 10 Nov
Skylark Motel
Eurostars Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (3091)
"Excellent stay, close to everything and the staff was super nice "
United States
Kieata
The price is AU$193
includes taxes & fees
26 Nov - 27 Nov
Eurostars Magnificent Mile
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 Great Lakes attractions

Learn more about South Side

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

Chicago, IL featuring interior views and an airport as well as a couple
Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport

Top South Side Hotel Reviews

More cheap accommodation in South Side

Explore a world of travel with Expedia