Our top choices for South Side hotels

1. Congress Plaza Hotel

Downtown Chicago

ERIC

$174 nightly

Aug 16 - Aug 17

Total with taxes and fees

2. Hotel Riu Plaza Chicago

Downtown Chicago

Dana

$220 nightly

Aug 16 - Aug 17

Total with taxes and fees

3. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Tina

$181 nightly

Aug 9 - Aug 10

Total with taxes and fees

4. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Jennifer

$182 nightly

Aug 12 - Aug 13

Total with taxes and fees

5. Omni Chicago Hotel

Downtown Chicago

Megan

$215 nightly

Aug 9 - Aug 10

Total with taxes and fees

6. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Precious

$181 nightly

Aug 3 - Aug 4

Total with taxes and fees

7. Hilton Chicago

Downtown Chicago

kun

$296 nightly

Aug 6 - Aug 7

Total with taxes and fees

8. River Hotel

Downtown Chicago

Nick

$210 nightly

Aug 9 - Aug 10

Total with taxes and fees

9. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

MARTINA

$154 nightly

Aug 10 - Aug 11

Total with taxes and fees

10. Eurostars Magnificent Mile

Downtown Chicago

Jacey LeeAnn

$181 nightly

Aug 23 - Aug 24

Total with taxes and fees

11. Freehand Chicago

Downtown Chicago

james

$143 nightly

Aug 10 - Aug 11

Total with taxes and fees

12. The Royal Sonesta Chicago Downtown

Downtown Chicago

Alexis

$216 nightly

Aug 16 - Aug 17

Total with taxes and fees

13. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Amy

$260 nightly

Aug 9 - Aug 10

Total with taxes and fees

14. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

Alex

$209 nightly

Aug 16 - Aug 17

Total with taxes and fees

15. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Jody

$186 nightly

Aug 9 - Aug 10

Total with taxes and fees

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

16. L7 Chicago by LOTTE

Downtown Chicago

Julie Ann

$189 nightly

Aug 17 - Aug 18

Total with taxes and fees

17. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Amy

$192 nightly

Aug 20 - Aug 21

Total with taxes and fees

18. citizenM Chicago Downtown

Downtown Chicago

lakadria

$206 nightly

Aug 9 - Aug 10

Total with taxes and fees

Outdoor pool, cabanas (surcharge), pool umbrellas

19. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Macy

$210 nightly

Aug 16 - Aug 17

Total with taxes and fees

20. Hotel Felix River North/Magnificent Mile

Downtown Chicago

Jennifer

$196 nightly

Aug 23 - Aug 24

Total with taxes and fees

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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.

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Learn more about South Side

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

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

Top South Side Hotel Reviews

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent

"Great experience! Staff was friendly and helpful."

SpringHill Suites by Marriott Chicago Chinatown

10/10 Excellent

"PROS: Fantastic experience! I loved this hotel so much that I booked it twice in the last 2 weeks. I had both a family trip and a business trip in Chicago, and would gladly go back to this hotel every time I am in town. The hotel is very modern, clean and in excellent condition, breakfast buffet was super delicious, great variety of items served as well as fresh produce daily. Free parking on the streets around the hotel, huge plus! the neighborhood is also a lot of fun with great restaurant options within walking distance. 10/10 experience! CONS: This is not really the hotel's issue, but they recommend to use the public parking lot attached tot he hotel. However, unless you're driving a motorcycle, or need to park a stroller, do not to into this lot! The lot is extremely narrow, it took me 40 min to enter and maneuver my way out. During my 1st stay, I left a flat iron and a pair of designer sunglasses in my room (I know 100% my fault) and was very disappointed to hear that nobody reported finding them. Despite this hiccup , I still booked the hotel the following week when I was in town because I loved it so much."

Jaslin Hotel

8/10 Good

"Firstly, the hotel is very clean and close to McCormick place. Decent option with better prices than staying on site. However, extremely noisy since the hotel faces Cermak rd. No less than 3 ambulances per night, people reving their engines all night but for maybe two hours. Ask for a room that doesn’t overlook Cermak Rd. Very tiny rooms but good enough for s one night or two night stay. Best for business travel. No amenities like breakfast (not even light breakfast). Not much close by except for Conese Restaurants… breakfast is at McDonalds or other diners on Prairie near McCormick. Pleasant enough staff. The hotel does lock the main door after 11pm."

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

10/10 Excellent

"We like the closeness to businesses for needed amenities (food, personal items, hygiene products, public transportation). We already recommended the hotel to a friend who is traveling to Chicago in September!"