𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 South Side from S$123 (2026) - 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

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 hotel room with a bed, a sofa, a desk, and artwork on the walls.

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

1. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Sckilar

S$190

includes taxes & fees

22 Nov - 23 Nov

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

A restaurant with a bar area, seating, and a television screen displaying a sports event.

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.

2. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Kelley

S$190

includes taxes & fees

23 Nov - 24 Nov

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

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

A hotel entrance with a glass door, a number 6500 sign above, and two signs indicating courtesy shuttle pick-up only.

A hotel reception area with a modern design, including a reception desk, a digital display, and a dining area with tables and chairs.

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

Bedford Park

Ambreauna

S$191

includes taxes & fees

23 Nov - 24 Nov

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

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

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

A hotel room with a bed, a seating area with a table and a plant, a window with a city view, and a radiator.

4. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Laura

S$179

includes taxes & fees

23 Nov - 24 Nov

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

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.

5. Chicago Marriott Midway

Bedford Park

Cynitha

S$215

includes taxes & fees

1 Nov - 2 Nov

A building with a red awning, a 'NO PARKING' sign on the pavement, and a 'UNDER NEW MANAGEMENT' sign on the door.

A parking lot with marked spaces and a building with a brick facade in the background.

A hotel room with a bed, bedside table, lamp, and chair.

A room with a tiled floor, a metal object, an ATM, and a caution sign.

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

Roseland

Antyon

S$113

includes taxes & fees

27 Oct - 28 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 room with a sofa, two armchairs, a coffee table, a TV, and a city view.

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

7. Jaslin Hotel

Chinatown

Michael

S$213

includes taxes & fees

4 Nov - 5 Nov

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

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

A hotel room with a large bed, two bedside tables with lamps, a leather armchair, a sofa, and a small table.

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

8. Best Western Inn & Suites - Midway Airport

Burbank

David L

S$161

includes taxes & fees

1 Nov - 2 Nov

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

A bar area with a marble countertop, multiple shelves of bottles, and a large TV screen. There are several bar stools and a round table with a vase of flowers.

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

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

9. Sophy Hyde Park

Hyde Park

Brent

S$347

includes taxes & fees

23 Nov - 24 Nov

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

A bathroom with a marble wall, a bathtub, a toilet, and a shower curtain.

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

DENNIS

S$135

includes taxes & fees

8 Nov - 9 Nov

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

A modern living room with a flat-screen TV mounted above a fireplace, flanked by two potted plants.

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.

11. Carlton Inn Midway

Archer Heights

stephen T

S$161

includes taxes & fees

27 Oct - 28 Oct

A hotel room with a large bed, a desk with a chair, a TV, and a flat-screen monitor.

12. Chicago Lake Shore Hotel

Kenwood

Suzanne

S$215

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.

A modern dining area with a wooden table and chairs, a chandelier, and a view into the kitchen.

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

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

13. Mccormick Place Guest House

Bronzeville

Robert

S$144

includes taxes & fees

2 Nov - 3 Nov

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

A modern kitchen with white cabinets, stainless steel appliances, and patterned wallpaper.

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

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

14. Villa Dubois Guest House

Bronzeville

Yohannes

S$190

includes taxes & fees

23 Nov - 24 Nov

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.

15. Chinatown Hotel Chicago

Chinatown

michael

S$130

includes taxes & fees

27 Oct - 28 Oct

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

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

A reception desk with a glass partition, a no pets allowed sign, a no smoking sign, a QR code for check-in, and a sign indicating a 1-minute wait for guests.

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

16. Rainbow Motel

Garfield Ridge

Jerry

S$140

includes taxes & fees

27 Oct - 28 Oct

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

A reception desk with various notices and a security camera.

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.

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

Ashburn

Pedro

S$140

includes taxes & fees

27 Oct - 28 Oct

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

S$123

includes taxes & fees

8 Nov - 9 Nov

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

A bathroom with a toilet, sink, and bathtub.

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

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

19. Admiral Motel By Oyo Chicago I-94

Chatham

Arlex

S$123

includes taxes & fees

9 Nov - 10 Nov

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

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

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

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

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

Downtown Chicago

Angela

S$243

includes taxes & fees

23 Nov - 24 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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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)

A large museum close to downtown Chicago with plenty for all ages to see and do, with exhibits including a coal mine and World War II submarine.

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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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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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Harold Washington Cultural Center

Enjoy an outing to Harold Washington Cultural Center during your stay in Chicago. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

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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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Bridgeport Art Center

Enjoy a stop at Bridgeport Art Center, an entertaining place to visit in Chicago. Experience the acclaimed art galleries and 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

Top South Side Hotel Reviews

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent

"Thank you"

Jaslin Hotel

8/10 Good

"Great stay"

SpringHill Suites by Marriott Chicago Chinatown

8/10 Good

"Great location, easy parking and hotel access. Nice room, clean when arrived, and helpful staff!"

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

10/10 Excellent

"Nice, clean, great location. Housekeeping lacked. We put the door sign out for housekeeping since we had left over pizza and beer the night before and they never showed. Other than that- great place!"

Sophy Hyde Park

10/10 Excellent

"Clean room and thoughtful stafg"

Best Western Inn & Suites - Midway Airport

8/10 Good

"Everything was good......"

Chicago Marriott Midway

10/10 Excellent

"Overall great stay"

Carlton Inn Midway

10/10 Excellent

"Close to Midway with a free 25 hour shuttle. Newly renovated with super helpful staff. Great for the price."

Chinatown Hotel Chicago

8/10 Good

"Todo bien, mi 4a vez"

More cheap stays in South Side

Best Motel By OYO Chicago I-90

6535 S King Dr Chicago IL

S$123

8 Nov - 9 Nov

includes taxes & fees

3.4/10 (157 reviews)

Motel 6 - Chicago, IL

10022 South Halsted Street Chicago IL

S$135

8 Nov - 9 Nov

includes taxes & fees

Carlton Inn Midway

4944 S Archer Ave Chicago IL

S$161

27 Oct - 28 Oct

includes taxes & fees

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

S$179

23 Nov - 24 Nov

includes taxes & fees

8.2/10 Very good! (1,011 reviews)

Villa Dubois Guest House

3722 S Calumet Ave Chicago IL

S$190

23 Nov - 24 Nov

includes taxes & fees

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

6500 S Cicero Ave Chicago IL

S$191

23 Nov - 24 Nov

includes taxes & fees

9/10 Wonderful! (1,375 reviews)

South Side Hotels from S$123

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. SpringHill Suites by Marriott Chicago Chinatown

2. Hyatt Place Chicago-South/University Medical Center

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

4. Holiday Inn Chicago – Midway Airport S by IHG

5. Chicago Marriott Midway

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

7. Jaslin Hotel

8. Best Western Inn & Suites - Midway Airport

9. Sophy Hyde Park

10. Motel 6 - Chicago, IL

11. Carlton Inn Midway

12. Chicago Lake Shore Hotel

13. Mccormick Place Guest House

14. Villa Dubois Guest House

15. Chinatown Hotel Chicago

16. Rainbow Motel

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

18. Best Motel By OYO Chicago I-90

19. Admiral Motel By Oyo Chicago I-94

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

Jackson Park

Obama Presidential Center

Harold Washington Cultural Center

Rainbow Beach

Bridgeport Art Center

Learn more about South Side

Top South Side Hotel Reviews

Holiday Inn Chicago – Midway Airport S by IHG

Jaslin Hotel

SpringHill Suites by Marriott Chicago Chinatown

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

Sophy Hyde Park

Best Western Inn & Suites - Midway Airport

Chicago Marriott Midway

Carlton Inn Midway

Chinatown Hotel Chicago

More cheap stays in South Side

Best Motel By OYO Chicago I-90

Motel 6 - Chicago, IL

Carlton Inn Midway

Holiday Inn Chicago – Midway Airport S by IHG

Villa Dubois Guest House

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

Hotels in South Side with star rating

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