South Side Hotel & Accommodation Deals 2026 from AU$139 - Compare prices by date

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 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 buffet with labeled containers of turkey sausage and cookies.

A hotel reception desk with a modern design, including a digital display and a sign indicating it is a non-smoking property.

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

Bedford Park

Roberto

AU$228

includes taxes & fees

19 Nov - 20 Nov

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

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

2. Jaslin Hotel

Chinatown

Jeffrey

AU$255

includes taxes & fees

9 Nov - 10 Nov

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 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.

3. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Paulina

AU$243

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

4. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Cayci

AU$322

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

5. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Kelley

AU$305

includes taxes & fees

1 Nov - 2 Nov

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 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.

6. Sophy Hyde Park

Hyde Park

Mary Kay

AU$435

includes taxes & fees

16 Nov - 17 Nov

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 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.

7. Best Western Inn & Suites - Midway Airport

Burbank

David L

AU$181

includes taxes & fees

1 Nov - 2 Nov

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

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

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

AU$288

includes taxes & fees

15 Nov - 16 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.

9. Motel 6 - Chicago, IL

Washington Heights

Nazli

AU$152

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.

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

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.

10. Carlton Inn Midway

Archer Heights

stephen T

AU$181

includes taxes & fees

20 Oct - 21 Oct

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

11. Chicago Lake Shore Hotel

Kenwood

Nicole

AU$250

includes taxes & fees

17 Nov - 18 Nov

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

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

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.

12. Villa Dubois Guest House

Bronzeville

Yohannes

AU$214

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

13. Rainbow Motel

Garfield Ridge

Jerry

AU$142

includes taxes & fees

21 Oct - 22 Oct

A brick building with a sign for Chicagochinatownhotel.com.

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

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

14. Chinatown Hotel Chicago

Chinatown

Jennifer

AU$150

includes taxes & fees

19 Nov - 20 Nov

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

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

Ashburn

Aniya

AU$158

includes taxes & fees

20 Oct - 21 Oct

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

16. Mccormick Place Guest House

Bronzeville

Robert

AU$162

includes taxes & fees

1 Nov - 2 Nov

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.

17. Best Motel By OYO Chicago I-90

Woodlawn

Saul

AU$139

includes taxes & fees

2 Nov - 3 Nov

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

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

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

A bathroom with a toilet, sink, and bathtub.

18. Admiral Motel By Oyo Chicago I-94

Chatham

Arlex

AU$139

includes taxes & fees

2 Nov - 3 Nov

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

A modern hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

19. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

AU$210

includes taxes & fees

9 Nov - 10 Nov

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

A modern dining area with round tables and white chairs, a kitchen area with a coffee machine, and a view of the outdoors through large windows.

A hotel room with a flat-screen TV mounted on a wooden wall, a sofa with a teal pillow, a desk with a lamp, and a coffee maker.

20. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Mario

AU$294

includes taxes & fees

3 Nov - 4 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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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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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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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

Recent Reviews in South Side

Chicago Marriott Midway

10/10 Excellent

"Staff are really helpful. Came to Chicago on a cold rainy day and got to the hotel at around 1pm. So thankful that we were accommodated for an early check in. Also, the proximity to the airport and the 24/7 shuttle service is definitely a huge plus. So convenient especially if you have early flights. Will definitely stay here again. Thank you."

Motel 6 - Chicago, IL

8/10 Good

"Staff was amazing, parking wasn’t an issue. It’s mostly the cleanliness that got me. There was a roach in the bathtub, the microwave had liquid remains from what I think was ramen, the tv remote didn’t have batteries. There was a store right next to the hotel which was nice."

Hyatt Place Chicago-South/University Medical Center

8/10 Good

"Rooms were very clean and breakfast was actually pretty good."

SpringHill Suites by Marriott Chicago Chinatown

10/10 Excellent

"The rooms in hotel was very clean. The staff was friendly and helpful. They had parking on premises. And the breakfast was very nice."

Villa Dubois Guest House

10/10 Excellent

"The room and interior are nice. There weren’t other people when I was staying. Getting in was easy. The place was clean."

Rainbow Motel

8/10 Good

"Be careful not to get one of the themed rooms. We got the space ship room and it looked nothing like the picture on the website. If you get a regular room it's amazing."

Mccormick Place Guest House

10/10 Excellent

"Was a very nice clean n quiet stay…Would definitely recommend n stay again if plan on visiting Chicago nxt time!"

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 accommodation in South Side

Best Motel By OYO Chicago I-90

6535 S KING DR Chicago IL

AU$139

2 Nov - 3 Nov

includes taxes & fees

3.4/10 (156 reviews)

Rainbow Motel

7050 W Archer Ave Chicago IL

AU$142

23 Oct - 24 Oct

includes taxes & fees

Motel 6 - Chicago, IL

10022 South Halsted Street Chicago IL

AU$152

1 Nov - 2 Nov

includes taxes & fees

7/10 Good! (523 reviews)

Carlton Inn Midway

4944 S Archer Ave Chicago IL

AU$181

20 Oct - 21 Oct

includes taxes & fees

5.8/10 (1,007 reviews)

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

6500 S Cicero Ave Chicago IL

AU$228

19 Nov - 20 Nov

includes taxes & fees

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

AU$243

1 Nov - 2 Nov

includes taxes & fees

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Search South Side hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in South Side

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for South Side hotels

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

2. Jaslin Hotel

3. Holiday Inn Chicago – Midway Airport S by IHG

4. SpringHill Suites by Marriott Chicago Chinatown

5. Hyatt Place Chicago-South/University Medical Center

6. Sophy Hyde Park

7. Best Western Inn & Suites - Midway Airport

8. Chicago Marriott Midway

9. Motel 6 - Chicago, IL

10. Carlton Inn Midway

11. Chicago Lake Shore Hotel

12. Villa Dubois Guest House

13. Rainbow Motel

14. Chinatown Hotel Chicago

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

16. Mccormick Place Guest House

17. Best Motel By OYO Chicago I-90

18. Admiral Motel By Oyo Chicago I-94

19. Hilton Garden Inn Chicago Downtown South Loop

20. Hilton Vacation Club Hotel Blake Chicago

Stay near popular South Side attractions

University of Chicago

Rate Field

Griffin Museum of Science and Industry

Jackson Park

Rainbow Beach

Obama Presidential Center

Harold Washington Cultural Center

Bridgeport Art Center

Learn more about South Side

Top South Side Hotel Reviews

Recent Reviews in South Side

Chicago Marriott Midway

Motel 6 - Chicago, IL

Hyatt Place Chicago-South/University Medical Center

SpringHill Suites by Marriott Chicago Chinatown

Villa Dubois Guest House

Rainbow Motel

Mccormick Place Guest House

Admiral Motel By Oyo Chicago I-94

More cheap accommodation in South Side

Best Motel By OYO Chicago I-90

Rainbow Motel

Motel 6 - Chicago, IL

Carlton Inn Midway

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

Holiday Inn Chicago – Midway Airport S by IHG

Explore a world of travel with Expedia

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