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Our top choices for South Side hotels

A modern interior with a staircase, green upholstered seating, and artwork on the walls.

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

Bedford Park

Ambreauna

AED 548 total

includes taxes & fees

4 Dec - 5 Dec

A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.

2. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Shouan

AED 546 total

includes taxes & fees

23 Nov - 24 Nov

A modern hotel room with large windows, a sofa, chairs, a dining table, and a coffee table.

3. Sophy Hyde Park

Hyde Park

Trinette

AED 997 total

includes taxes & fees

23 Nov - 24 Nov

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

4. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Kelley

AED 782 total

includes taxes & fees

22 Nov - 23 Nov

5. Chicago Marriott Midway

Bedford Park

Cynitha

AED 617 total

includes taxes & fees

5 Nov - 6 Nov

A modern bar area with a curved counter, multiple stools, and pendant lighting.

6. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Dorsy

AED 528 total

includes taxes & fees

23 Nov - 24 Nov

A hotel room with a large window offering a city view, two armchairs, a bed, and a lamp.

7. Jaslin Hotel

Chinatown

Myangel

AED 573 total

includes taxes & fees

4 Nov - 5 Nov

A hotel lobby with a reception desk, seating area, and a cityscape mural on the ceiling.

8. Best Western Inn & Suites - Midway Airport

Burbank

Angel

AED 427 total

includes taxes & fees

1 Dec - 2 Dec

A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.

9. Motel 6 - Chicago, IL

Washington Heights

Ingrid

AED 388 total

includes taxes & fees

16 Nov - 17 Nov

10. Chicago Lake Shore Hotel

Kenwood

Suzanne

AED 617 total

includes taxes & fees

4 Nov - 5 Nov

A hotel room with two beds, a desk, a chair, a dresser, and a bathroom visible through an open door.

11. Carlton Inn Midway

Archer Heights

stephen T

AED 462 total

includes taxes & fees

4 Nov - 5 Nov

A hotel room with a bed, a window with a view of a parking lot, a heater, and a door.

12. Imperial Motel Chicago I-57/I-94

Roseland

Antyon

AED 362 total

includes taxes & fees

4 Nov - 5 Nov

A hallway with wooden flooring, a dining area with a table and chairs, and a blue sofa.

13. Villa Dubois Guest House

Bronzeville

Yohannes

AED 430 total

includes taxes & fees

4 Nov - 5 Nov

A modern living room with a dark blue sofa, a glass coffee table, and a wooden log wall.

14. Mccormick Place Guest House

Bronzeville

Jasmine

AED 413 total

includes taxes & fees

4 Nov - 5 Nov

A modern hotel room with a large bed, a flat-screen TV mounted on the ceiling, and a nightstand with a lamp.

15. Rainbow Motel

Garfield Ridge

Jerry

AED 444 total

includes taxes & fees

4 Nov - 5 Nov

16. Chinatown Hotel Chicago

Chinatown

michael

AED 331 total

includes taxes & fees

4 Nov - 5 Nov

A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.

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

Ashburn

Pedro

AED 402 total

includes taxes & fees

4 Nov - 5 Nov

A room with large windows, a wooden floor, and a built-in air conditioning unit.

18. Best Motel By OYO Chicago I-90

Woodlawn

Rifki

AED 355 total

includes taxes & fees

17 Nov - 18 Nov

A multi-story building with a brick facade, multiple windows, and a covered walkway.

19. Admiral Motel By Oyo Chicago I-94

Chatham

Dawn

AED 355 total

includes taxes & fees

16 Nov - 17 Nov

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

20. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Kanokkan

AED 700 total

includes taxes & fees

22 Nov - 23 Nov

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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 fascinating museums 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.

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

Sophy Hyde Park

10/10 Excellent

"Sophy Hyde Park is a very stylish, art forward hotel with beautiful, large and comfortable rooms, an engaging, friendly staff and a well-run, charming restaurant. The hotel is in a fun neighborhood which is convenient to The Obama Center and The University of Chicago."