Our top choices for South Side hotels

Breakfast included

1. Sophy Hyde Park

Hyde Park

Raynika

₩556,175 total

includes taxes & fees

Aug 3 - Aug 4

2. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Joyce

₩401,735 total

includes taxes & fees

Aug 10 - Aug 11

3. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Suzan M

₩282,603 total

includes taxes & fees

Aug 16 - Aug 17

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

Bedford Park

Tracy

₩237,821 total

includes taxes & fees

Aug 11 - Aug 12

5. Chicago Lake Shore Hotel

Kenwood

Joseph

₩344,685 total

includes taxes & fees

Aug 4 - Aug 5

6. Jaslin Hotel

Chinatown

Thilini

₩282,102 total

includes taxes & fees

Aug 16 - Aug 17

7. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

anilkumar

₩198,071 total

includes taxes & fees

Aug 10 - Aug 11

8. Motel 6 - Chicago, IL

Washington Heights

Layla

₩155,872 total

includes taxes & fees

Aug 10 - Aug 11

9. Chicago Marriott Midway

Bedford Park

Dominique

₩294,681 total

includes taxes & fees

Aug 16 - Aug 17

10. Best Western Inn & Suites - Midway Airport

Burbank

Jan

₩214,711 total

includes taxes & fees

Aug 4 - Aug 5

Traditional Room, 2 Queen Beds, Non Smoking | Premium bedding, desk, laptop workspace, soundproofing

11. Carlton Inn Midway

Archer Heights

Kevin

₩185,515 total

includes taxes & fees

Aug 3 - Aug 4

12. Skylark Motel

Garfield Ridge

Roop

₩154,329 total

includes taxes & fees

Jul 28 - Jul 29

13. Chinatown Hotel Chicago

Chinatown

Sydney

₩210,465 total

includes taxes & fees

Jul 28 - Jul 29

14. Villa Dubois Guest House

Bronzeville

Steven

₩233,829 total

includes taxes & fees

Aug 17 - Aug 18

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

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

Ashburn

Roseanne

₩150,371 total

includes taxes & fees

Jul 28 - Jul 29

16. Best Motel By OYO Chicago I-90

Woodlawn

Roger

₩172,690 total

includes taxes & fees

Aug 10 - Aug 11

17. Admiral Motel By Oyo Chicago I-94

Chatham

Arlex

₩172,690 total

includes taxes & fees

Aug 17 - Aug 18

18. Hotel Riu Plaza Chicago

Downtown Chicago

Dana

₩403,561 total

includes taxes & fees

Aug 16 - Aug 17

19. Hyatt Place Chicago/Downtown - The Loop

Downtown Chicago

Kimberly

₩356,108 total

includes taxes & fees

Aug 9 - Aug 10

20. Hyatt Regency Chicago

Downtown Chicago

Homer

₩515,747 total

includes taxes & fees

Aug 9 - Aug 10

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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!"