Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for South Side hotels

1. Congress Plaza Hotel

Downtown Chicago

ERIC

$145 nightly

Aug 30 - Aug 31

Total with taxes and fees

2. Hotel Riu Plaza Chicago

Downtown Chicago

Cicely

$232 nightly

Aug 30 - Aug 31

Total with taxes and fees

3. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Judy

$147 nightly

Aug 30 - Aug 31

Total with taxes and fees

4. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Jennifer

$161 nightly

Aug 30 - Aug 31

Total with taxes and fees

5. Omni Chicago Hotel

Downtown Chicago

James

$219 nightly

Aug 9 - Aug 10

Total with taxes and fees

6. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Shawna

$156 nightly

Aug 30 - Aug 31

Total with taxes and fees

7. Hilton Chicago

Downtown Chicago

kun

$219 nightly

Aug 30 - Aug 31

Total with taxes and fees

8. River Hotel

Downtown Chicago

Tao

$162 nightly

Aug 31 - Sep 1

Total with taxes and fees

9. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Adam

$123 nightly

Aug 31 - Sep 1

Total with taxes and fees

10. Eurostars Magnificent Mile

Downtown Chicago

Jacey LeeAnn

$180 nightly

Aug 31 - Sep 1

Total with taxes and fees

11. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

Mucio

$199 nightly

Aug 30 - Aug 31

Total with taxes and fees

12. citizenM Chicago Downtown

Downtown Chicago

lakadria

$179 nightly

Aug 30 - Aug 31

Total with taxes and fees

13. Freehand Chicago

Downtown Chicago

james

$118 nightly

Aug 31 - Sep 1

Total with taxes and fees

55-inch LCD TV with cable channels, TV, pay movies

14. L7 Chicago by LOTTE

Downtown Chicago

Julie Ann

$278 nightly

Aug 30 - Aug 31

Total with taxes and fees

15. The Royal Sonesta Chicago Downtown

Downtown Chicago

Alexis

$216 nightly

Aug 31 - Sep 1

Total with taxes and fees

16. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

Kelli

$153 nightly

Aug 31 - Sep 1

Total with taxes and fees

17. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Jose

$268 nightly

Aug 30 - Aug 31

Total with taxes and fees

18. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Bryan

$178 nightly

Sep 1 - Sep 2

Total with taxes and fees

2 restaurants; breakfast, lunch, and dinner served

19. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Yolanda

$242 nightly

Aug 23 - Aug 24

Total with taxes and fees

20. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Navin

$224 nightly

Sep 1 - Sep 2

Total with taxes and fees

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."