Best South Side Hotels in 2026 from HK$708 - Fully Refundable Options

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

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Our top choices for South Side hotels

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

A modern lounge area with a fireplace, comfortable seating, and a large window.

A hotel room with a bed, a desk, a chair, a sofa, a coffee table, and a painting on the wall.

A modern multi-story building with a prominent central tower, large windows, and a pedestrian walkway.

1. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Denise

HK$1,639

HK$1,949 total

includes taxes & fees

27 Sept - 28 Sept

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

An outdoor seating area with sofas, chairs, and tables, surrounded by trees and string lights.

A spacious living area with a modern chandelier, comfortable seating, and a fireplace.

A multi-story hotel with a modern design, featuring a prominent entrance with a marquee and outdoor seating area.

2. Sophy Hyde Park

Hyde Park

amy

HK$2,781

HK$3,496 total

includes taxes & fees

24 Oct - 25 Oct

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

A modern kitchen with built-in appliances, wooden cabinets, and a variety of food items on shelves.

A modern lobby with a sofa, a coffee table, and a large digital art display.

A modern restaurant with a bar area, multiple seating options, and a contemporary design.

3. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

olivia

HK$1,758

HK$2,090 total

includes taxes & fees

23 Oct - 24 Oct

A hotel room with a bed, a desk, a chair, a TV, and a colorful rug.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

A breakfast bar with a variety of food options including cereal, fruit, yogurt, eggs, and milk.

A hotel room with a blue sofa, a small table, a TV, a desk with a chair, and a large window.

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

Bedford Park

Roberto

HK$1,247

HK$1,465 total

includes taxes & fees

25 Oct - 26 Oct

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

A modern lobby with a glass partition, a fireplace, and a seating area.

A hotel with multiple floors, large windows, and a prominent sign for the Jaslin Hotel.

A hotel room with a sofa, two armchairs, a coffee table, a TV, and a city view.

5. Jaslin Hotel

Chinatown

Jeffrey

HK$1,216

HK$1,445 total

includes taxes & fees

25 Oct - 26 Oct

A row of parked cars along a tree-lined street with multi-story buildings in the background.

6. Chicago Lake Shore Hotel

Kenwood

FERNANDO

HK$1,327

HK$1,557 total

includes taxes & fees

27 Sept - 28 Sept

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

A reception desk with a mosaic wall, a digital display, and a sign indicating amenities like restrooms and a meeting room.

A modern lobby with a vending machine, a statue, and an exit sign.

A modern bar area with a curved counter, multiple stools, and pendant lighting. A menu board is visible on the wall, and a coffee machine is on the counter.

7. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Fabian

HK$1,090

HK$1,358 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with two grey armchairs, a round coffee table, and a large potted plant.

A Marriott hotel with a brick facade, a covered entrance, and landscaped areas with trees and shrubs.

A bar area with a black marble countertop, wicker bar stools, and a variety of bottles and glasses on shelves.

8. Chicago Marriott Midway

Bedford Park

Carolyn

HK$1,404

HK$1,650 total

includes taxes & fees

26 Oct - 27 Oct

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

A dining area with a wooden table and chairs, a rock sculpture centerpiece, and a large green wall art piece.

A room with a wooden herringbone ceiling, a wall clock, and shelves with various decorative items and books.

A neatly made bed with a headboard, two bedside tables with lamps, and a wall-mounted artwork above the bed.

9. Villa Dubois Guest House

Bronzeville

Robert

HK$959

HK$1,126 total

includes taxes & fees

27 Sept - 28 Sept

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

A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.

10. Motel 6 - Chicago, IL

Washington Heights

Nazli

HK$706

HK$829 total

includes taxes & fees

12 Oct - 13 Oct

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

A spacious lobby with a modern design, featuring a large sofa, multiple chairs, a coffee table, and a mural of an airplane.

A spacious hotel lobby with seating areas, a reception desk, and a large window offering a view.

A Best Western hotel with a brick facade, multiple windows, and a covered parking area.

11. Best Western Inn & Suites - Midway Airport

Burbank

David L

HK$1,098

HK$1,218 total

includes taxes & fees

25 Oct - 26 Oct

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

A reception area with a wooden reception desk, a sofa, and a coffee table.

A modern living room with a grey sofa, a round coffee table, and a chair. There are framed pictures on the wall and a window providing natural light.

A breakfast bar with coffee makers, a toaster, and a variety of pastries.

12. Carlton Inn Midway

Archer Heights

Icaro

HK$821

HK$964 total

includes taxes & fees

28 Sept - 29 Sept

A brick building with a sign for Chicagochinatownhotel.com.

A hotel lobby with a black leather sofa, a white armchair, a large vase, and a potted plant.

A dining area with a rectangular table, six chairs, and two windows.

A hallway with two doors, each with a number plate.

13. Chinatown Hotel Chicago

Chinatown

Aliya

HK$794

HK$932 total

includes taxes & fees

28 Sept - 29 Sept

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

A modern kitchen with dark cabinetry, a stainless steel stove, and a glass-fronted upper cabinet.

A modern living room with a fireplace, two armchairs, a sofa, and a large plant.

A bedroom with a large bed, a headboard, a wall-mounted artwork, and a window with curtains.

14. Mccormick Place Guest House

Bronzeville

Tyler

HK$752

HK$882 total

includes taxes & fees

29 Sept - 30 Sept

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

A compact kitchenette with a built-in refrigerator, a coffee maker, and a small countertop.

A compact kitchen with a dining table and chairs, a built-in oven, and a refrigerator.

A small bathroom with a white sink, a mirror, and a window with an air conditioning unit.

15. Rainbow Motel

Garfield Ridge

Jerry

HK$603

HK$708 total

includes taxes & fees

21 Oct - 22 Oct

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

A hotel room with a large bed, a wooden headboard, a patterned bedspread, and a view through an open door to another room.

16. Best Motel By OYO Chicago I-90

Woodlawn

Saul

HK$645

HK$757 total

includes taxes & fees

25 Oct - 26 Oct

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

A room with a microwave on a counter, a door with a 'No Smoking' sign, and a window with a view of cars and trees.

A motel with a row of parking spaces and a building with a red roof and beige walls.

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

Ashburn

Aniya

HK$675

HK$859 total

includes taxes & fees

28 Sept - 29 Sept

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

A hotel room with a bed, a dresser, a desk, and a mirror.

A bathroom with a toilet, sink, and bathtub.

A hallway with a glass door, a window with a view of the outside, and a ceiling-mounted air conditioning unit.

18. Admiral Motel By Oyo Chicago I-94

Chatham

Arlex

HK$645

HK$757 total

includes taxes & fees

11 Oct - 12 Oct

A modern hotel room with a sofa, armchairs, a coffee table, a flat-screen TV, and a patterned wall.

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

A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

19. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

John

HK$2,477

HK$2,945 total

includes taxes & fees

14 Oct - 15 Oct

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

A view from a room with a large window overlooking a cityscape at night, featuring a river and illuminated buildings.

20. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Shanequa

HK$2,487

HK$3,227 total

includes taxes & fees

23 Oct - 24 Oct

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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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A baseball stadium with advertisements, including 'xfinity' and 'proven IT'.

Rate Field

8.6/10 (235 reviews)

Catch an event at Rate Field during your trip to Chicago. Experience the entertainment choices and acclaimed theatre scene in this vibrant area.

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A classical building with a dome and columns, featuring Charlie Brown exhibit banners.

Griffin Museum of Science and Industry

9.2/10 (1,796 reviews)

This large, interactive museum contains a coal mine and World War II submarine among its many attractions.

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A train passing through a tunnel with a curved roof and string lights.

Illinois Institute of Technology

7.0/10 (4 reviews)

Explore the campus of Illinois Institute of Technology as part of your travels around Chicago. Experience the acclaimed art galleries and fascinating museums in this vibrant area.

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A wooden bridge over a calm river, surrounded by lush greenery and a distant building.

Jackson Park

7.4/10 (9 reviews)

Jackson Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its fascinating museums.

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Barack Obama Residence

You can find out about the history of Chicago with a stop at Barack Obama Residence. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

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Obama Presidential Center

You can spend an afternoon browsing the exhibits at Obama Presidential Center in Chicago. Wander the beaches and gardens while you're in the area.

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Rainbow Beach

Why not spend a lazy afternoon at Rainbow Beach during your trip to Chicago? Stroll along the beaches or visit the shops while you're in the 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

Top South Side Hotel Reviews

Villa Dubois Guest House

8/10 Good

"Clean and quiet very nice property"

Jaslin Hotel

10/10 Excellent

"- Friendly check-in - Clean lobby, elevator and hallways - No wait elevator - Clean quiet spacious room - Comfortable bed with quality bed linens - Sparkling clean bathroom with quality bath linens - Easily assessable and dependable WIFI - Coffee maker and fridge - Friendly checkout."

Mccormick Place Guest House

8/10 Good

"I had a wonderful stay at the DuBois McCormick Place Guest House. The location was very convenient, especially for visiting McCormick Place and exploring the surrounding area. The room was clean, comfortable, and well maintained. I also appreciated the peaceful atmosphere and the overall attention to detail. The guest house offered a comfortable home base after a busy day, with everything needed for a pleasant stay. I would happily recommend the DuBois McCormick Place Guest House to both business and leisure travelers, and I look forward to staying there again."

Best Western Inn & Suites - Midway Airport

10/10 Excellent

"Rooms very clean. Staff very friendly and helpful… will definitely stay here again"

Sophy Hyde Park

10/10 Excellent

"XXX"

Rainbow Motel

10/10 Excellent

"Good Location with plenty of walkable places. Lots of restaurants and stores nearby which is always a plus. No microwave in the room but the mini fridge worked wonderfully. Lots of options on the TV as well. Staff was very nice and welcoming. Overall a very nice experience. Very good option for anyone looking for a more affordable option. Would definitely recommend."

Carlton Inn Midway

10/10 Excellent

"Excellent breakfast, best shuttle service, Excellent hospitality."

Admiral Motel By Oyo Chicago I-94

10/10 Excellent

"Air conditioner was broken, toilet was leaking from the floor, but staff, guests and neighbours were very friendly. Overall good given the affordable cost. Not a five star hotel, but doesn’t pretend to be"

More cheap stays in South Side

Rainbow Motel

7050 W Archer Ave Chicago IL

HK$603

HK$708 total

21 Oct - 22 Oct

includes taxes & fees

5.4/10 (60 reviews)

Best Motel By OYO Chicago I-90

6535 S King Dr Chicago IL

HK$645

HK$757 total

25 Oct - 26 Oct

includes taxes & fees

Motel 6 - Chicago, IL

10022 South Halsted Street Chicago IL

HK$706

HK$829 total

12 Oct - 13 Oct

includes taxes & fees

Carlton Inn Midway

4944 S Archer Ave Chicago IL

HK$821

HK$964 total

28 Sept - 29 Sept

includes taxes & fees

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

HK$1,090

HK$1,358 total

25 Oct - 26 Oct

includes taxes & fees

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

6500 S Cicero Ave Chicago IL

HK$1,247

HK$1,465 total

25 Oct - 26 Oct

includes taxes & fees

Hotels in South Side with star-rating

Explore a world of travel with Expedia

Flights to Chicago

Things to do in South Side

South Side hotels from HK$708

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in South Side

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for South Side hotels

1. Hyatt Place Chicago-South/University Medical Center

2. Sophy Hyde Park

3. SpringHill Suites by Marriott Chicago Chinatown

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

5. Jaslin Hotel

6. Chicago Lake Shore Hotel

7. Holiday Inn Chicago – Midway Airport S by IHG

8. Chicago Marriott Midway

9. Villa Dubois Guest House

10. Motel 6 - Chicago, IL

11. Best Western Inn & Suites - Midway Airport

12. Carlton Inn Midway

13. Chinatown Hotel Chicago

14. Mccormick Place Guest House

15. Rainbow Motel

16. Best Motel By OYO Chicago I-90

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

18. Admiral Motel By Oyo Chicago I-94

19. Hilton Vacation Club Hotel Blake Chicago

20. Sable at Navy Pier Chicago, Curio Collection by Hilton

Stay near popular South Side attractions

University of Chicago

Rate Field

Griffin Museum of Science and Industry

Illinois Institute of Technology

Jackson Park

Barack Obama Residence

Obama Presidential Center

Rainbow Beach

Learn more about South Side

Top South Side Hotel Reviews

Villa Dubois Guest House

Jaslin Hotel

Mccormick Place Guest House

Best Western Inn & Suites - Midway Airport

Sophy Hyde Park

Rainbow Motel

Carlton Inn Midway

Admiral Motel By Oyo Chicago I-94

More cheap stays in South Side

Rainbow Motel

Best Motel By OYO Chicago I-90

Motel 6 - Chicago, IL

Carlton Inn Midway

Holiday Inn Chicago – Midway Airport S by IHG

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

Hotels in South Side with star-rating

Explore a world of travel with Expedia

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