South Side Hotel & Accommodation Deals 2026 from AU$133 - Compare prices by date - Expedia

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South Side
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South Side Travel Guide Holiday Rentals in South Side Flights to South Side Activities in South Side South Side Car Hire South Side Holiday Packages

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

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

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13 Nov - 15 Nov

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

1. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property

Chinatown

9.6 out of 10, Exceptional, (1,007 reviews)

9.6/10

Exceptional

(1,007 reviews)

"Nice and convenient location, with nice breakfast and friendly staff."

"Nice and convenient location, with nice breakfast and friendly staff."

United States

Shouan

The price is AU$167

AU$167

includes taxes & fees

7 Dec - 8 Dec

SpringHill Suites by Marriott Chicago Chinatown

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

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.

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

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

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

2.5 star property

Bedford Park

9.0 out of 10, Wonderful, (1,384 reviews)

9.0/10

Wonderful

(1,384 reviews)

"Easy parking, clean room & good breakfast."

"Easy parking, clean room & good breakfast."

United States

Christopher

The price is AU$206

AU$206

includes taxes & fees

6 Dec - 7 Dec

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

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.

3. Jaslin Hotel

3.0 star property

Chinatown

9.0 out of 10, Wonderful, (1,425 reviews)

9.0/10

Wonderful

(1,425 reviews)

"Great stay"

"Great stay"

United States

Myangel

The price is AU$225

AU$225

includes taxes & fees

3 Dec - 4 Dec

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 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.

4. Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

3.0 star property

Hyde Park

8.8 out of 10, Excellent, (1,009 reviews)

8.8/10

Excellent

(1,009 reviews)

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

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

United States

Kelley

The price is AU$251

AU$251

includes taxes & fees

7 Dec - 8 Dec

Hyatt Place Chicago-South/University Medical Center

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

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

5. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 star property

West Lawn

8.0 out of 10, Very good, (1,004 reviews)

8.0/10

Very good

(1,004 reviews)

"The staff was really kind and helpful!"

"The staff was really kind and helpful!"

United States

Dorsy

The price is AU$187

AU$187

includes taxes & fees

6 Dec - 7 Dec

Holiday Inn Chicago – Midway Airport S by IHG

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 modern living room with a marble column, wooden shelves, and a unique chandelier.

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.

6. Sophy Hyde Park

Sophy Hyde Park

4.0 star property

Hyde Park

9.4 out of 10, Exceptional, (1,003 reviews)

9.4/10

Exceptional

(1,003 reviews)

"The staff was wonderful. Very knowledgable and always pleasant."

"The staff was wonderful. Very knowledgable and always pleasant."

United States

Eva

The price is AU$395

AU$395

includes taxes & fees

23 Nov - 24 Nov

Sophy Hyde Park

Lobby lounge

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.

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

7. Chicago Marriott Midway

Chicago Marriott Midway

3.5 star property

Bedford Park

8.4 out of 10, Very good, (1,004 reviews)

8.4/10

Very good

(1,004 reviews)

"Overall great stay"

"Overall great stay"

United States

Cynitha

The price is AU$242

AU$242

includes taxes & fees

22 Nov - 23 Nov

Chicago Marriott Midway

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

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

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

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

8. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

3.0 star property

Burbank

7.0 out of 10, Good, (1,000 reviews)

7.0/10

Good

(1,000 reviews)

"Always visit this location when we’re in the city. Can’t help but love them , especially the breakfast!! Best bacon ever"

"Always visit this location when we’re in the city. Can’t help but love them , especially the breakfast!! Best bacon ever"

United States

William

The price is AU$166

AU$166

includes taxes & fees

1 Dec - 2 Dec

Best Western Inn & Suites - Midway Airport

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 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.

9. Carlton Inn Midway

Carlton Inn Midway

2.0 star property

Archer Heights

5.8 out of 10, (1,004 reviews)

5.8/10

(1,004 reviews)

"good location for access to the city"

"good location for access to the city"

United States

stephen T

The price is AU$180

AU$180

includes taxes & fees

12 Nov - 13 Nov

Carlton Inn Midway

A hotel room with a bed, a window with a view of a parking lot, a heater, and a door.

A hallway with a ceiling fan, a reception desk, a trash bin, and a caution sign on the floor.

A hallway with a vending machine, a door, and a security camera.

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

Imperial Motel Chicago I-57/I-94

2.5 star property

Roseland

6.0 out of 10, (2 reviews)

6.0/10

(2 reviews)

"😂👍"

"😂👍"

United States

Antyon

The price is AU$141

AU$141

includes taxes & fees

9 Nov - 10 Nov

Imperial Motel Chicago I-57/I-94

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

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

A multi-story motel with a parking lot.

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

11. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2.0 star property

Washington Heights

7.0 out of 10, Good, (533 reviews)

7.0/10

Good

(533 reviews)

"Secure parking"

"Secure parking"

United States

Ingrid

The price is AU$151

AU$151

includes taxes & fees

2 Dec - 3 Dec

Motel 6 - Chicago, IL

Interior entrance

A hotel room with a large bed, a desk, a chair, a nightstand, a lamp, and a mirror.

Exterior

Bathroom

12. Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3.0 star property

Kenwood

7.0 out of 10, Good, (1,013 reviews)

7.0/10

Good

(1,013 reviews)

"Great hotel. Very clean and we loved the free parking and that they gave you a parking pass. Will definitely be my go to hotel"

"Great hotel. Very clean and we loved the free parking and that they gave you a parking pass. Will definitely be my go to hotel"

United States

Suzanne

The price is AU$240

AU$240

includes taxes & fees

6 Dec - 7 Dec

Chicago Lake Shore Hotel

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

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.

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

13. Mccormick Place Guest House

Mccormick Place Guest House

3.0 star property

Bronzeville

8.6 out of 10, Excellent, (79 reviews)

8.6/10

Excellent

(79 reviews)

"Great parking and big living room."

"Great parking and big living room."

United States

Jasmine

The price is AU$159

AU$159

includes taxes & fees

7 Dec - 8 Dec

Mccormick Place Guest House

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

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

14. Villa Dubois Guest House

Villa Dubois Guest House

2.0 star property

Bronzeville

8.4 out of 10, Very good, (131 reviews)

8.4/10

Very good

(131 reviews)

"Wonderful place"

"Wonderful place"

United States

Yohannes

The price is AU$233

AU$233

includes taxes & fees

7 Dec - 8 Dec

Villa Dubois Guest House

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.

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

15. Chinatown Hotel Chicago

Chinatown Hotel Chicago

1.5 star property

Chinatown

5.8 out of 10, (1,004 reviews)

5.8/10

(1,004 reviews)

"It was not dirty, nor spotless, overall great value for the location. This place is perfect for someone looking for a room to sleep while exploring Chinatown."

"It was not dirty, nor spotless, overall great value for the location. This place is perfect for someone looking for a room to sleep while exploring Chinatown."

United States

michael

The price is AU$133

AU$133

includes taxes & fees

8 Nov - 9 Nov

Chinatown Hotel Chicago

A bathroom with a toilet, a glass shower enclosure, and a towel rack with towels.

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.

16. Rainbow Motel

2.0 star property

Garfield Ridge

5.6 out of 10, (77 reviews)

5.6/10

(77 reviews)

"The woman there is cool and sweet and helpful I’ll be back"

"The woman there is cool and sweet and helpful I’ll be back"

United States

Kendall

The price is AU$145

AU$145

includes taxes & fees

11 Nov - 12 Nov

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

A gym with treadmills, stationary bikes, and elliptical machines.

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 reception desk with various notices and a security camera.

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

Saratoga Motel By Capital O Near Midway Airport Chicago IL

2.5 star property

Ashburn

5.6 out of 10, (115 reviews)

5.6/10

(115 reviews)

"Its a hotel owned and operated by the family rooms smell like pee bathrooms are nasty"

"Its a hotel owned and operated by the family rooms smell like pee bathrooms are nasty"

United States

Pedro

The price is AU$156

AU$156

includes taxes & fees

11 Nov - 12 Nov

Saratoga Motel By Capital O Near Midway Airport Chicago IL

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.

Property entrance

Reception

18. Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90

2.5 star property

Woodlawn

3.4 out of 10, (159 reviews)

3.4/10

(159 reviews)

"The motel smell like rats. And i stay there no more 30 minutes and chek out i pay $130"

"The motel smell like rats. And i stay there no more 30 minutes and chek out i pay $130"

United States

Rifki

The price is AU$138

AU$138

includes taxes & fees

6 Dec - 7 Dec

Best Motel By OYO Chicago I-90

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 brick building with a sign for the Admiral Motel.

19. Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94

2.5 star property

Chatham

4.2 out of 10, (83 reviews)

4.2/10

(83 reviews)

"Better than ever"

"Better than ever"

United States

Dawn

The price is AU$139

AU$139

includes taxes & fees

22 Nov - 23 Nov

Admiral Motel By Oyo Chicago I-94

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

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

A hotel entrance with a marquee sign, a glass awning, and a blue carpet leading to the door.

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

20. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago

4.0 star property

Downtown Chicago

9.6 out of 10, Exceptional, (1,217 reviews)

9.6/10

Exceptional

(1,217 reviews)

"Great location from both airports. Lovely hotel clean and convenient"

"Great location from both airports. Lovely hotel clean and convenient"

United Kingdom

Kanokkan

The price is AU$239

AU$239

includes taxes & fees

6 Dec - 7 Dec

Hilton Vacation Club Hotel Blake Chicago

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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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.

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.

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.

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.

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.

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.

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.

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.

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

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

Carlton Inn Midway

Carlton Inn Midway

10/10 Excellent

"Me gusta el lugar"

ELMER 1-night trip

Posted 1 hour ago

Carlton Inn Midway

Sophy Hyde Park

Sophy Hyde Park

10/10 Excellent

"Very artfully designed. Large comfortable rooms. Food was good in restaurant. Conveniently and walkable to museums, shopping and restaurants."

Vicki 3-night trip

Posted 20 hours ago

Sophy Hyde Park

Jaslin Hotel

Jaslin Hotel

10/10 Excellent

"Staff was friendly, great location, and clean all around"

Anthony 2-night trip

Posted 2 days ago

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent

"All of the above. Hyde Park was in a great place near where we wanted to be from Chicago Midway, Obama Presidential Library and downtown Chicago."

Richard 4-night trip

Posted 2 days ago

Hyatt Place Chicago-South/University Medical Center

Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

10/10 Excellent

"Always visit this location when we’re in the city. Can’t help but love them , especially the breakfast!! Best bacon ever"

William 2-night trip

Posted 3 days ago

Best Western Inn & Suites - Midway Airport

Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94

10/10 Excellent

"Better than ever"

Dawn 4-night trip

Posted 6 days ago

Admiral Motel By Oyo Chicago I-94

Villa Dubois Guest House

Villa Dubois Guest House

10/10 Excellent

"It’s single bedrooms rented out. Really nice for a couple days stay. Less than $30 Uber ride to downtown."

Wesley 1-night trip

Posted 10 days ago

Villa Dubois Guest House

Mccormick Place Guest House

Mccormick Place Guest House

10/10 Excellent

"Great parking and big living room."

Jasmine 1-night trip

Posted 10 days ago

Mccormick Place Guest House

More cheap accommodation in South Side

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90

6535 S KING DR Chicago IL

The price is AU$138 per night from 6 Dec to 7 Dec

AU$138

6 Dec - 7 Dec

includes taxes & fees

3.4/10 (159 reviews)

Best Motel By OYO Chicago I-90

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

10022 South Halsted Street Chicago IL

The price is AU$151 per night from 2 Dec to 3 Dec

AU$151

2 Dec - 3 Dec

includes taxes & fees

7/10 Good! (533 reviews)

Motel 6 - Chicago, IL

Carlton Inn Midway

Carlton Inn Midway

4944 S Archer Ave Chicago IL

The price is AU$180 per night from 12 Nov to 13 Nov

AU$180

12 Nov - 13 Nov

includes taxes & fees

5.8/10 (1,004 reviews)

Carlton Inn Midway

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

The price is AU$187 per night from 6 Dec to 7 Dec

AU$187

6 Dec - 7 Dec

includes taxes & fees

Holiday Inn Chicago – Midway Airport S by IHG

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

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

6500 S Cicero Ave Chicago IL

The price is AU$206 per night from 6 Dec to 7 Dec

AU$206

6 Dec - 7 Dec

includes taxes & fees

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

Villa Dubois Guest House

Villa Dubois Guest House

3722 S Calumet Ave Chicago IL

The price is AU$233 per night from 7 Dec to 8 Dec

AU$233

7 Dec - 8 Dec

includes taxes & fees

8.4/10 Very good! (131 reviews)

Villa Dubois Guest House

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