𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 South Side from S$114 (2026) - Fully Refundable Options

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in South Side

Pet friendly

Apartment

Condo

Apart hotel

Spa

Pool

Family friendly

Hot tub

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

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

Gladys

S$371

includes taxes & fees

23 Sept - 24 Sept

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

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.

A hotel hallway with a patterned carpet, framed artwork on the walls, and a skylight ceiling.

2. Jaslin Hotel

Chinatown

Raghav

S$242

includes taxes & fees

21 Sept - 22 Sept

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

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

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

3. Sophy Hyde Park

Hyde Park

Elaine

S$542

includes taxes & fees

6 Oct - 7 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 restaurant with a bar area, multiple seating options, and a contemporary design.

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

4. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Laura

S$364

includes taxes & fees

21 Sept - 22 Sept

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

5. Chicago Lake Shore Hotel

Kenwood

John

S$251

includes taxes & fees

21 Sept - 22 Sept

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

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

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

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

6. Villa Dubois Guest House

Bronzeville

Robert

S$181

includes taxes & fees

21 Sept - 22 Sept

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

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.

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.

7. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Fabian

S$239

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

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.

8. Motel 6 - Chicago, IL

Washington Heights

Asia

S$134

includes taxes & fees

6 Oct - 7 Oct

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

A conference room with a long table, yellow chairs, and water bottles.

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

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

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

Bedford Park

Judy

S$280

includes taxes & fees

27 Sept - 28 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 dining area with a wooden table and chairs, a chandelier, and a view into the kitchen.

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

10. Mccormick Place Guest House

Bronzeville

Robert

S$142

includes taxes & fees

21 Sept - 22 Sept

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

A hotel room with two beds, a desk, and a chair.

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

11. Chicago Marriott Midway

Bedford Park

Patricia

S$306

includes taxes & fees

4 Oct - 5 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 breakfast bar with coffee makers, a toaster, and a variety of pastries.

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.

12. Carlton Inn Midway

Archer Heights

Icaro

S$155

includes taxes & fees

13 Sept - 14 Sept

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

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

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

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

13. Best Western Inn & Suites - Midway Airport

Burbank

David L

S$209

includes taxes & fees

20 Sept - 21 Sept

A brick building with a sign for Chicagochinatownhotel.com.

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

A reception area with a wooden desk, a black leather sofa, and a wall with 'CHINATOWN HOTEL' signage.

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

14. Chinatown Hotel Chicago

Chinatown

Celina

S$150

includes taxes & fees

13 Sept - 14 Sept

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

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

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

15. Rainbow Motel

Garfield Ridge

Noel

S$114

includes taxes & fees

22 Sept - 23 Sept

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

S$122

includes taxes & fees

27 Sept - 28 Sept

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

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

A reception desk with various notices and a security camera.

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

Ashburn

Roseanne

S$138

includes taxes & fees

6 Oct - 7 Oct

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

A bathroom with a toilet, sink, and bathtub.

18. Admiral Motel By Oyo Chicago I-94

Chatham

Arlex

S$122

includes taxes & fees

27 Sept - 28 Sept

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

19. Congress Plaza Hotel

Downtown Chicago

Manuel

S$234

includes taxes & fees

27 Sept - 28 Sept

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

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

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

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

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

Downtown Chicago

Ashraf

S$488

includes taxes & fees

20 Sept - 21 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

Ida B Wells House

You can find out about the history of Chicago with a visit to Ida B Wells House. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

See properties

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

Jaslin Hotel

10/10 Excellent

"Great stay! No complaints at all."

Chicago Lake Shore Hotel

10/10 Excellent

"clean room and friendly staff"

SpringHill Suites by Marriott Chicago Chinatown

10/10 Excellent

"Muy buen hotel! Lo recomiendo"

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent

"Excellent room with great customer service from staff. Parking lot in basement is really helpful and would highly recommend paying the extra fee for it."

Holiday Inn Chicago – Midway Airport S by IHG

8/10 Good

"Overall good property if you don’t mind the noise when sleeping. Location is very close to street."

Sophy Hyde Park

10/10 Excellent

"My stay was wonderful! Spacious and very clean rooms."

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

10/10 Excellent

"Nice staff……………………………:……."

Saratoga Motel By Capital O Near Midway Airport Chicago IL

10/10 Excellent

"Great"

Mccormick Place Guest House

8/10 Good

"Great property."

More cheap stays in South Side

Rainbow Motel

7050 W Archer Ave Chicago IL

S$114

22 Sept - 23 Sept

includes taxes & fees

5.4/10 (54 reviews)

Motel 6 - Chicago, IL

10022 South Halsted Street Chicago IL

S$134

6 Oct - 7 Oct

includes taxes & fees

Saratoga Motel By Capital O Near Midway Airport Chicago IL

7701, S Cicero Avenue Chicago IL

S$138

6 Oct - 7 Oct

includes taxes & fees

6/10 (96 reviews)

Carlton Inn Midway

4944 S Archer Ave Chicago IL

S$155

13 Sept - 14 Sept

includes taxes & fees

6/10 (1,000 reviews)

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

S$239

27 Sept - 28 Sept

includes taxes & fees

8/10 Very good! (1,003 reviews)

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

6500 S Cicero Ave Chicago IL

S$280

27 Sept - 28 Sept

includes taxes & fees

9/10 Wonderful! (1,369 reviews)

South Side Hotels from S$114

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. Jaslin Hotel

3. Sophy Hyde Park

4. SpringHill Suites by Marriott Chicago Chinatown

5. Chicago Lake Shore Hotel

6. Villa Dubois Guest House

7. Holiday Inn Chicago – Midway Airport S by IHG

8. Motel 6 - Chicago, IL

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

10. Mccormick Place Guest House

11. Chicago Marriott Midway

12. Carlton Inn Midway

13. Best Western Inn & Suites - Midway Airport

14. Chinatown Hotel Chicago

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. Congress Plaza Hotel

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

Ida B Wells House

Learn more about South Side

Top South Side Hotel Reviews

Jaslin Hotel

Chicago Lake Shore Hotel

SpringHill Suites by Marriott Chicago Chinatown

Hyatt Place Chicago-South/University Medical Center

Holiday Inn Chicago – Midway Airport S by IHG

Sophy Hyde Park

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

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Mccormick Place Guest House

More cheap stays in South Side

Rainbow Motel

Motel 6 - Chicago, IL

Saratoga Motel By Capital O Near Midway Airport 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

Go further with the Expedia app