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Our top choices for South Side hotels

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

1. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Sckilar

includes taxes & fees

23 Nov - 24 Nov

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

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

Bedford Park

Ambreauna

includes taxes & fees

28 Nov - 29 Nov

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

3. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Kelley

includes taxes & fees

22 Nov - 23 Nov

4. Chicago Marriott Midway

Bedford Park

Cynitha

includes taxes & fees

1 Nov - 2 Nov

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

5. Jaslin Hotel

Chinatown

Myangel

includes taxes & fees

4 Nov - 5 Nov

A modern bar area with a bar counter, seating, and large windows offering a view of the street.

6. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Laura

includes taxes & fees

22 Nov - 23 Nov

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

7. Sophy Hyde Park

Hyde Park

Mary Kay

includes taxes & fees

23 Nov - 24 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

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.

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

Roseland

Antyon

includes taxes & fees

1 Nov - 2 Nov

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

10. Carlton Inn Midway

Archer Heights

stephen T

includes taxes & fees

30 Oct - 31 Oct

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

11. Motel 6 - Chicago, IL

Washington Heights

Ingrid

includes taxes & fees

11 Nov - 12 Nov

12. Chicago Lake Shore Hotel

Kenwood

Suzanne

includes taxes & fees

1 Nov - 2 Nov

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

13. Mccormick Place Guest House

Bronzeville

Jasmine

includes taxes & fees

1 Nov - 2 Nov

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

14. Villa Dubois Guest House

Bronzeville

Yohannes

includes taxes & fees

1 Nov - 2 Nov

15. Chinatown Hotel Chicago

Chinatown

michael

includes taxes & fees

29 Nov - 30 Nov

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

16. Rainbow Motel

Garfield Ridge

Jerry

includes taxes & fees

11 Nov - 12 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

includes taxes & fees

2 Nov - 3 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

Saul

includes taxes & fees

11 Nov - 12 Nov

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

19. Admiral Motel By Oyo Chicago I-94

Chatham

Arlex

includes taxes & fees

11 Nov - 12 Nov

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

20. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Josee

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.

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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

Recent Reviews in South Side

Hyatt Place Chicago-South/University Medical Center

8/10 Good

"Our overall experience was good. The staff was courteous and helpful. The room was clean and comfortable, but with one slight problem. The air conditioning/heating vent blew air right onto the bed ... had to turn it off at night. I had anticipated using the indoor pool, but it was drained and closed. I had asked for additional packets of decaf coffee for the in-room coffee maker ... never got them. On our day of departure, we had a 7:15 Uber pickup scheduled and planned for an early breakfast, but the hot breakfast items weren't brought out until after 6:30 ... kind of cutting it close."