A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

Search Residences in South Side

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec
No exact matches found, but these alternatives could be just right

Recommended hotels in South Side

An outdoor café with tables and chairs, a red umbrella, and a flower-lined walkway.

1. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center
3.0 star property
Hyde Park
8.8 out of 10, Excellent, (1,010 reviews)
"The room was very clean, the staff were very friendly and the breakfast was excellent!"
United States
Gladys
The price is NZ$362
includes taxes & fees
8 Sept - 9 Sept
Hyatt Place Chicago-South/University Medical Center
A hotel room with a large window offering a city view, two armchairs, a bed, and a lamp.

2. Jaslin Hotel

Jaslin Hotel
3.0 star property
Chinatown
9.0 out of 10, Wonderful, (1,340 reviews)
"It was a good place to stay. The room was clean it didn’t had parking at the hotel but there was a good and not expensive parking near by"
United States
Pilar
The price is NZ$307
includes taxes & fees
7 Sept - 8 Sept
Jaslin Hotel
A modern hotel room with large windows, a sofa, chairs, a dining table, and a coffee table.

3. Sophy Hyde Park

Sophy Hyde Park
4.0 star property
Hyde Park
9.4 out of 10, Exceptional, (1,000 reviews)
"Very beautifully decorated and furnished hotel."
United States
Elaine
The price is NZ$539
includes taxes & fees
8 Sept - 9 Sept
Sophy Hyde Park

4. Chicago Lake Shore Hotel

Chicago Lake Shore Hotel
3.0 star property
Kenwood
7.0 out of 10, Good, (1,008 reviews)
"Room was kept clean, parking was right outside the room-great. Staff was helpful, professional and available"
United States
Anthony
The price is NZ$289
includes taxes & fees
23 Sept - 24 Sept
Chicago Lake Shore Hotel
A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.

5. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1,010 reviews)
"Great location, beautiful and clean rooms, great service! Will definitely stay there again!"
United States
Laura
The price is NZ$380
includes taxes & fees
10 Sept - 11 Sept
SpringHill Suites by Marriott Chicago Chinatown
A modern bar area with a bar counter, seating, and large windows offering a view of the street.

6. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.0 out of 10, Very good, (1,004 reviews)
"Our stay was good"
United States
Diane
The price is NZ$278
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Chicago – Midway Airport S by IHG
A hallway with wooden flooring, a dining area with a table and chairs, and a blue sofa.

7. Villa Dubois Guest House

Villa Dubois Guest House
2.0 star property
Bronzeville
7.6 out of 10, Good, (130 reviews)
"Great place to stay. Quiet, clean and tastefully furnished. Good location for Southside destinations and good access to public transportation."
United States
Robert
The price is NZ$244
includes taxes & fees
8 Sept - 9 Sept
Villa Dubois Guest House
A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.

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

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
2.5 star property
Bedford Park
9.0 out of 10, Wonderful, (1,363 reviews)
"Best breakfast Great shuttle service Clean and well maintained"
United States
Judy
The price is NZ$351
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

9. Chicago Marriott Midway

Chicago Marriott Midway
3.5 star property
Bedford Park
8.4 out of 10, Very good, (1,003 reviews)
"Staff are very nice!"
United States
Patricia
The price is NZ$411
includes taxes & fees
7 Sept - 8 Sept
Chicago Marriott Midway
A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.

10. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport
3.0 star property
Burbank
7.0 out of 10, Good, (1,004 reviews)
"CLEAN ROOMS, 5 STAR STAFF, GOOD BREAKFAST AND PARKING"
United States
David L
The price is NZ$249
includes taxes & fees
10 Sept - 11 Sept
Best Western Inn & Suites - Midway Airport
A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.

11. Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.0 out of 10, (1,002 reviews)
"It’s very Good, good location, good parking, good room and good employees"
United States
Icaro
The price is NZ$209
includes taxes & fees
8 Sept - 9 Sept
Carlton Inn Midway
A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.

12. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.0 out of 10, Good, (469 reviews)
"When I first arrived the property was well cleaned and freshen for my stay. Also the bed was extremely comfortable as well"
United States
Asia
The price is NZ$180
includes taxes & fees
20 Sept - 21 Sept
Motel 6 - Chicago, IL
A modern living room with a dark blue sofa, a glass coffee table, and a wooden log wall.

13. Mccormick Place Guest House

Mccormick Place Guest House
3.0 star property
Bronzeville
7.0 out of 10, Good, (87 reviews)
"Very smooth check in, clean room and common areas and free parking! "
United States
Arely
The price is NZ$191
includes taxes & fees
8 Sept - 9 Sept
Mccormick Place Guest House
A living room with a flat-screen TV, a sofa, a coffee table, and a staircase leading to another room.

14. Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6

Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
Brighton Park
8.6 out of 10, Excellent, (21 reviews)
"Excellent location and go anywhere so close."
United States
Yiu S.
The price is NZ$427
includes taxes & fees
7 Sept - 8 Sept
Sunflower Apt 10 Min from Downtown Chicago - Sleeps up to 6
A modern kitchen with white cabinets, stainless steel appliances, and a black countertop.

15. 3BR | Complete & Well-Located Apt in Hyde Park

3BR | Complete & Well-Located Apt in Hyde Park
Hyde Park
7.6 out of 10, Good, (5 reviews)
"Enjoyed our stay. Thank you"
United States
Nicolle C.
The price is NZ$606
includes taxes & fees
5 Oct - 6 Oct
3BR | Complete & Well-Located Apt in Hyde Park
A bedroom with a bed, desk, chair, and two bedside lamps.

16. Group-Friendly 4BR Hyde Park Retreat Near UChicago

Group-Friendly 4BR Hyde Park Retreat Near UChicago
Hyde Park
6.0 out of 10, (5 reviews)
"Pretty standard for a VRBO property. No frills but excellent location and great that it had 4 bedrooms for our group. "
United States
Cuoghi E.
The price is NZ$611
includes taxes & fees
7 Sept - 8 Sept
Group-Friendly 4BR Hyde Park Retreat Near UChicago
A modern living room with a sectional sofa, a TV on a stand, a small dining area, and a door leading to another room.

17. Stylish 2BR Near Hyde Park, UChicago & Lake

Stylish 2BR Near Hyde Park, UChicago & Lake
Woodlawn
10.0 out of 10, Exceptional, (7 reviews)
"Definitely would rent again "
United States
Brittney J.
The price is NZ$686
includes taxes & fees
7 Sept - 8 Sept
Stylish 2BR Near Hyde Park, UChicago & Lake
A brick building with a sign for Chicagochinatownhotel.com.

18. Chinatown Hotel Chicago

Chinatown Hotel Chicago
1.5 star property
Chinatown
5.6 out of 10, (1,002 reviews)
"Amazing A/C, super convenient location, parking around area, affordable"
United States
Sydney
The price is NZ$202
includes taxes & fees
5 Oct - 6 Oct
Chinatown Hotel Chicago
A living room with a grey sofa, two chairs, a coffee table, and a small side table.

19. Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10
Brighton Park
10.0 out of 10, Exceptional, (2 reviews)
"The rooms were spotless. The apartment was spacious. I enjoyed my stay. "
United States
Rachel
The price is NZ$464
includes taxes & fees
8 Sept - 9 Sept
Spacious 3 Bedroom Apartment - 10 Minutes to Downtown - Sleeps up to 10

20. W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade

W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
Brighton Park
9.4 out of 10, Exceptional, (12 reviews)
"It was great it had the basic amenities for a family to enjoy the stay"
United States
Damary T.
The price is NZ$545
includes taxes & fees
15 Sept - 16 Sept
W Pershing · Large Chicago Apt 3 Bed | 12 Min Downtown | Arcade
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Side Hotel Reviews

Jaslin Hotel

Jaslin Hotel

8/10 Good
"Bathroom is very clean."
John 2-night trip
Posted 13 hours ago
Jaslin Hotel

Find out more about South Side

South Side Residences information

Number of reviews
7,623
Accommodation
0 Residences
Lowest Price
NZ$180
Highest Price
NZ$686

Explore a world of travel with Expedia