Book Hotels in South Side, IL

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

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top South Side hotels

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 out of 5
2357 S WENTWORTH AVE Chicago IL
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $119 total per night from Jan 26 to Jan 27
$119 total
Jan 26 - Jan 27
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the 24-hour business center. ...
The perfect location! We felt safe, there was delicious food within walking distance, and it was easy to get around the city from that location. We will stay there every time we visit Chi town!

Reviewed on Jan 20, 2026

Opens in a new windowSpringHill Suites by Marriott Chicago Chinatown
Sophy Hyde Park

Sophy Hyde Park

4 out of 5
1411 East 53rd Street Chicago IL
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $225 total per night from Jan 29 to Jan 30
$225 total
Jan 29 - Jan 30
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
The view and room was awesome.

Reviewed on Jan 12, 2026

Opens in a new windowSophy Hyde Park
Jaslin Hotel

Jaslin Hotel

3 out of 5
261 West Cermak Rd Chicago IL
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $107 total per night from Jan 27 to Jan 28
$107 total
Jan 27 - Jan 28
Total with taxes and fees
A 24-hour gym is featured at this hotel, along with free WiFi in public areas and luggage storage. Multilingual staff at the 24-hour front desk can provide around-the-clock ...
Staff was so kind and helpful. We didn’t know how to turn on our AC so they came up to help us figure it out and it was resolved! Only docking a star because there’s no close or easy parking available especially during busy hours.

Reviewed on Jan 14, 2026

Opens in a new windowJaslin Hotel
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

2.5 out of 5
6500 S Cicero Ave Chicago IL
Fully refundable
$112 nightly
The price is $132 total per night from Feb 1 to Feb 2
$132 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and a free airport shuttle. Traveling for business? Take advantage of ...
Friendly staff, clean room, and for being a tall person, I absolutely loved being able to take a shower and not have to slouch down to get a good shower stream to get a shower! I’ll definitely come back!

Reviewed on Jan 16, 2026

Opens in a new windowHoliday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

3 out of 5
5225 S Harper Ave Chicago IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $158 total per night from Jan 27 to Jan 28
$158 total
Jan 27 - Jan 28
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A free ...
Very clean and Comfortable

Reviewed on Jan 13, 2026

Opens in a new windowHyatt Place Chicago-South/University Medical Center
Villa Dubois Guest House

Villa Dubois Guest House

2 out of 5
3722 S Calumet Ave Chicago IL
$75 nightly
The price is $88 total per night from Feb 7 to Feb 8
$88 total
Feb 7 - Feb 8
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a communal living room, and express check-in are also on ...
Villa Dubouis is a good guesthouse, however the security deposit complication and the area it lays in makes it difficult to call it great! Ah and yes the tv worked the first night but the sound did not work the second night! 😎

Reviewed on Nov 24, 2025

Opens in a new windowVilla Dubois Guest House
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Fully refundable
$112 nightly
The price is $130 total per night from Jan 26 to Jan 27
$130 total
Jan 26 - Jan 27
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
I was greeted with a smile we checking our room and we were late. They were very accommodating. They have a bar which we went over to eat from. I don’t know the bartender’s real name we were cold to call her TT. She was the very best ever very kind very sociable and friendly. I will be returning ...

Reviewed on Jan 12, 2026

Opens in a new windowHoliday Inn Chicago – Midway Airport S by IHG
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2 out of 5
10022 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $94 total per night from Jan 23 to Jan 24
$94 total
Jan 23 - Jan 24
Total with taxes and fees
Free self parking is available and the motel's front desk is staffed around-the-clock. Laundry facilities are provided for your convenience.
The staff are wonderful and vigilant

Reviewed on Jan 14, 2026

Opens in a new windowMotel 6 - Chicago, IL
Chinatown Hotel Chicago

Chinatown Hotel Chicago

1.5 out of 5
214 West 22nd Place Chicago IL
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $81 total per night from Jan 22 to Jan 23
$81 total
Jan 22 - Jan 23
Total with taxes and fees
Free WiFi in public areas, a communal living room, and express check-out are available at this hotel. Luggage storage and a safe deposit box are also ...
t

Reviewed on Jan 15, 2026

Opens in a new windowChinatown Hotel Chicago
Don't see what you're looking for?
See all available properties in South Side
View all properties
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.

Cheap South Side hotels

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.

Recent South Side hotel reviews by fellow wanderers

Explore More Ways to Travel with Travelocity