Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for South Side hotels

1. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Denise

CA $325 total

includes taxes & fees

Aug 16 - Aug 17

2. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Suzan M

CA $269 total

includes taxes & fees

Aug 9 - Aug 10

3. Jaslin Hotel

Chinatown

Thilini

CA $241 total

includes taxes & fees

Aug 16 - Aug 17

4. Sophy Hyde Park

Hyde Park

Raynika

CA $475 total

includes taxes & fees

Aug 9 - Aug 10

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

Bedford Park

Darryl

CA $255 total

includes taxes & fees

Sep 1 - Sep 2

6. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Ashley

CA $230 total

includes taxes & fees

Aug 9 - Aug 10

7. Chicago Lake Shore Hotel

Kenwood

Joseph

CA $328 total

includes taxes & fees

Aug 4 - Aug 5

8. Villa Dubois Guest House

Bronzeville

Steven

CA $184 total

includes taxes & fees

Aug 10 - Aug 11

9. Chicago Marriott Midway

Bedford Park

Dominique

CA $251 total

includes taxes & fees

Aug 16 - Aug 17

10. Motel 6 - Chicago, IL

Washington Heights

Layla

CA $126 total

includes taxes & fees

Sep 1 - Sep 2

11. Best Western Inn & Suites - Midway Airport

Burbank

Jan

CA $190 total

includes taxes & fees

Aug 9 - Aug 10

12. Chinatown Hotel Chicago

Chinatown

Sydney

CA $194 total

includes taxes & fees

Aug 3 - Aug 4

Traditional Room, 2 Queen Beds, Non Smoking

13. Carlton Inn Midway

Archer Heights

Kevin

CA $171 total

includes taxes & fees

Aug 23 - Aug 24

14. Rainbow Motel

Garfield Ridge

Noel

CA $125 total

includes taxes & fees

Aug 3 - Aug 4

15. Mccormick Place Guest House

Bronzeville

Nicholas

CA $158 total

includes taxes & fees

Aug 10 - Aug 11

16. Skylark Motel

Garfield Ridge

Jose Francisco Damas

CA $142 total

includes taxes & fees

Aug 25 - Aug 26

17. Best Motel By OYO Chicago I-90

Woodlawn

Roger

CA $173 total

includes taxes & fees

Aug 3 - Aug 4

18. Admiral Motel By Oyo Chicago I-94

Chatham

Arlex

CA $173 total

includes taxes & fees

Aug 3 - Aug 4

Desk, iron/ironing board (on request), WiFi (free), bed sheets

19. Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

Roseanne

CA $154 total

includes taxes & fees

Aug 5 - Aug 6

20. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Dawn

CA $383 total

includes taxes & fees

Aug 31 - Sep 1

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Stay near popular South Side attractions

A cityscape with historic buildings, a prominent church, and a view of the ocean.

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 theater scene in this vibrant area.

See properties

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

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

Top South Side Hotel Reviews

Jaslin Hotel

10/10 Excellent

"The front desk staff were extremely friendly. The location was great - Chinatown is right next door, so I'll definitely stay at this hotel again next time"

Best Western Inn & Suites - Midway Airport

10/10 Excellent

"The name "Midway Airport" is misleading, as this hotel doesn't really have anything to do with the airport. The parking lot is also quite small. I do want to recognize the young man working the front desk on the night shift. He had outstanding hospitality skill, he was professional, welcoming, and genuinely friendly. He made the best impression during our stay and deserves recognition for his excellent customer service. I wish I had gotten his name so I could name him. His hospitality skills deserves to be at a top tier hotel. Unfortunately, the hotel itself was very disappointing. It was under construction, but this was never disclosed when I booked. Had I known, I would have chosen a different hotel, especially considering it wasn't inexpensive. The hallways were covered in plastic sheeting, there was plaster work in progress, dust in the air, and a noticeable construction smell throughout the property. There were also many large dogs in the hotel, which added to the uncomfortable atmosphere. Overall, I did not feel like I was staying at a quality hotel. The condition of the property completely ruined what was supposed to be a special mother-daughter getaway. It was not worth the price I paid, and I left feeling disappointed. I contacted Expedia right away asking to be moved to another hotel as I felt deceived but it didn’t happen. I would not recommend this hotel."

Sophy Hyde Park

8/10 Good

"Unfortunately, the restaurant and lounge were temporarily closed and there was a mechanical problem that caused the elevators and hallways to be very hot. However, these were temporary conditions and I, otherwise, loved my stay. I will stay here again in the future and look forward to experiencing the hotel when everything is up and running. The staff was amazing. The room was amazing. I look forward to a return visit."

Mccormick Place Guest House

10/10 Excellent

"The establishment is truly exceptional, and the staff provided outstanding service. I encountered no issues during my stay. While an additional deposit is required, which is not explicitly stated during the booking process, the transaction was handled efficiently. My deposit was refunded to my account within three days of my departure. I highly recommend this location."