Book The Best Hotels in South Side, IL for 2026 from CA $135 - Fully Refundable Options - Expedia

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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 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.

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, (1,002 reviews)

9.6/10

Exceptional

(1,002 reviews)

"Everything was good, room, staff, even the location is great"

"Everything was good, room, staff, even the location is great"

United States

Sckilar

The price is CA $175

CA $175

CA $208 total

includes taxes & fees

Nov 23 - Nov 24

SpringHill Suites by Marriott Chicago Chinatown

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

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

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, (1,377 reviews)

9.0/10

Wonderful

(1,377 reviews)

"Enjoyed my stay."

"Enjoyed my stay."

United States

Ambreauna

The price is CA $182

CA $182

CA $214 total

includes taxes & fees

Nov 25 - Nov 26

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

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

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

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.

3. 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, (1,008 reviews)

8.8/10

Excellent

(1,008 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 CA $176

CA $176

CA $209 total

includes taxes & fees

Nov 23 - Nov 24

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

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.

4. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 star property

West Lawn

8.2 out of 10, Very good, (1,011 reviews)

8.2/10

Very good

(1,011 reviews)

"Clean and comfortable rooms."

"Clean and comfortable rooms."

United States

Laura

The price is CA $156

CA $156

CA $197 total

includes taxes & fees

Nov 25 - Nov 26

Holiday Inn Chicago – Midway Airport S by IHG

Lobby lounge

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.

5. Chicago Marriott Midway

Chicago Marriott Midway

3.5 star property

Bedford Park

8.4 out of 10, Very good, (1,005 reviews)

8.4/10

Very good

(1,005 reviews)

"Overall great stay"

"Overall great stay"

United States

Cynitha

The price is CA $200

CA $200

CA $235 total

includes taxes & fees

Nov 2 - Nov 3

Chicago Marriott Midway

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.

6. Jaslin Hotel

3.0 star property

Chinatown

9.0 out of 10, Wonderful, (1,428 reviews)

9.0/10

Wonderful

(1,428 reviews)

"Great stay"

"Great stay"

United States

Myangel

The price is CA $196

CA $196

CA $233 total

includes taxes & fees

Nov 4 - Nov 5

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

A building with a red awning, a brick facade, and a parking lot with marked spaces.

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

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

Imperial Motel Chicago I-57/I-94

2.5 star property

Roseland

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"😂👍"

"😂👍"

United States

Antyon

The price is CA $98

CA $98

CA $115 total

includes taxes & fees

Oct 28 - Oct 29

Imperial Motel Chicago I-57/I-94

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 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.

8. Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

3.0 star property

Burbank

7.0 out of 10, Good, (1,004 reviews)

7.0/10

Good

(1,004 reviews)

"CLEAN ROOMS, 5 STAR STAFF, GOOD BREAKFAST AND PARKING"

"CLEAN ROOMS, 5 STAR STAFF, GOOD BREAKFAST AND PARKING"

United States

David L

The price is CA $159

CA $159

CA $176 total

includes taxes & fees

Nov 2 - Nov 3

Best Western Inn & Suites - Midway Airport

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.

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.

9. Sophy Hyde Park

Sophy Hyde Park

4.0 star property

Hyde Park

9.4 out of 10, Exceptional, (1,008 reviews)

9.4/10

Exceptional

(1,008 reviews)

"Great restaurants and museums within safe walking distance."

"Great restaurants and museums within safe walking distance."

United States

Mary Kay

The price is CA $290

CA $290

CA $382 total

includes taxes & fees

Nov 26 - Nov 27

Sophy Hyde Park

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

A multi-story motel with a parking lot.

10. Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2.0 star property

Washington Heights

7.0 out of 10, Good, (529 reviews)

7.0/10

Good

(529 reviews)

"Nice and new renovation. Bed is okay for me. Outside look not great but inside is nice."

"Nice and new renovation. Bed is okay for me. Outside look not great but inside is nice."

United States

DENNIS

The price is CA $126

CA $126

CA $148 total

includes taxes & fees

Nov 4 - Nov 5

Motel 6 - Chicago, IL

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 flat-screen TV mounted above a fireplace, flanked by two potted plants.

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

11. Carlton Inn Midway

Carlton Inn Midway

2.0 star property

Archer Heights

5.8 out of 10, (1,014 reviews)

5.8/10

(1,014 reviews)

"good location for access to the city"

"good location for access to the city"

United States

stephen T

The price is CA $150

CA $150

CA $176 total

includes taxes & fees

Nov 13 - Nov 14

Carlton Inn Midway

Interior entrance

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

Bathroom

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

12. Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3.0 star property

Kenwood

7.0 out of 10, Good, (1,005 reviews)

7.0/10

Good

(1,005 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 CA $201

CA $201

CA $235 total

includes taxes & fees

Nov 1 - Nov 2

Chicago Lake Shore Hotel

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 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.

13. Mccormick Place Guest House

Mccormick Place Guest House

3.0 star property

Bronzeville

8.6 out of 10, Excellent, (78 reviews)

8.6/10

Excellent

(78 reviews)

"Great property."

"Great property."

United States

Robert

The price is CA $134

CA $134

CA $158 total

includes taxes & fees

Nov 1 - Nov 2

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

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

14. Villa Dubois Guest House

Villa Dubois Guest House

2.0 star property

Bronzeville

8.0 out of 10, Very good, (136 reviews)

8.0/10

Very good

(136 reviews)

"Wonderful place"

"Wonderful place"

United States

Yohannes

The price is CA $167

CA $167

CA $197 total

includes taxes & fees

Nov 3 - Nov 4

Villa Dubois Guest House

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.

15. Chinatown Hotel Chicago

Chinatown Hotel Chicago

1.5 star property

Chinatown

5.6 out of 10, (1,000 reviews)

5.6/10

(1,000 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 CA $116

CA $116

CA $136 total

includes taxes & fees

Nov 26 - Nov 27

Chinatown Hotel Chicago

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

16. Rainbow Motel

2.0 star property

Garfield Ridge

5.4 out of 10, (71 reviews)

5.4/10

(71 reviews)

"Great value for the price. Staff was very friendly."

"Great value for the price. Staff was very friendly."

United States

Jerry

The price is CA $115

CA $115

CA $135 total

includes taxes & fees

Nov 13 - Nov 14

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

Fitness facility

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, (111 reviews)

5.6/10

(111 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 CA $120

CA $120

CA $153 total

includes taxes & fees

Nov 2 - Nov 3

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.

Property entrance

Parking

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, (157 reviews)

3.4/10

(157 reviews)

"A/c working, friendly staff, free parking but messy sheets and a baby mouse in the room"

"A/c working, friendly staff, free parking but messy sheets and a baby mouse in the room"

United States

Saul

The price is CA $115

CA $115

CA $135 total

includes taxes & fees

Nov 17 - Nov 18

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 brick building with a sign for the Admiral Motel.

A bathroom with a toilet, sink, and bathtub.

19. Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94

2.5 star property

Chatham

4.0 out of 10, (82 reviews)

4.0/10

(82 reviews)

"Clean"

"Clean"

United States

Arlex

The price is CA $115

CA $115

CA $135 total

includes taxes & fees

Oct 28 - Oct 29

Admiral Motel By Oyo Chicago I-94

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

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

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property

Downtown Chicago

9.4 out of 10, Exceptional, (2,761 reviews)

9.4/10

Exceptional

(2,761 reviews)

"Best stay, wonderful property."

"Best stay, wonderful property."

Canada

Bonnie

The price is CA $183

CA $183

CA $266 total

includes taxes & fees

Nov 22 - Nov 23

Sable at Navy Pier Chicago, Curio Collection by Hilton

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 theater 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)

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

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 exploring the galleries in Obama Presidential Center during your trip to 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 scene 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

Mccormick Place Guest House

Mccormick Place Guest House

10/10 Excellent

"Great parking and big living room."

Jasmine 1-night trip

Posted 1 hour ago

Mccormick Place Guest House

Best Western Inn & Suites - Midway Airport

Best Western Inn & Suites - Midway Airport

10/10 Excellent

"Perfect setting"

Angel 2-night trip

Posted 21 hours ago

Best Western Inn & Suites - Midway Airport

Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

8/10 Good

"This was a bare-bone nice-room, no-amenities place. Reasonably priced and near to parks and museums."

Judith 3-night trip

Posted 1 day ago

Chicago Lake Shore Hotel

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent

"Thank you"

Latonya 2-night trip

Posted 2 days ago

Holiday Inn Chicago – Midway Airport S by IHG

Jaslin Hotel

Jaslin Hotel

8/10 Good

"Great stay"

Myangel 1-night trip

Posted 2 days ago

SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

8/10 Good

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

Alisa 2-night trip

Posted 2 days ago

SpringHill Suites by Marriott Chicago Chinatown

Chicago Marriott Midway

Chicago Marriott Midway

10/10 Excellent

"Overall great stay"

Cynitha 1-night trip

Posted 3 days ago

Chicago Marriott Midway

Chinatown Hotel Chicago

Chinatown Hotel Chicago

8/10 Good

"Todo bien, mi 4a vez"

Luis 5-night trip

Posted 4 days ago

Chinatown Hotel Chicago

Villa Dubois Guest House

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."

Jason 3-night trip

Posted 2 weeks ago

Villa Dubois Guest House

More cheap stays 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 CA $115 per night from Nov 17 to Nov 18

CA $115

CA $135 total

Nov 17 - Nov 18

includes taxes & fees

3.4/10 (157 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 CA $126 per night from Nov 4 to Nov 5

CA $126

CA $148 total

Nov 4 - Nov 5

includes taxes & fees

Motel 6 - Chicago, IL

Carlton Inn Midway

Carlton Inn Midway

4944 S Archer Ave Chicago IL

The price is CA $150 per night from Nov 13 to Nov 14

CA $150

CA $176 total

Nov 13 - Nov 14

includes taxes & fees

Carlton Inn Midway

Villa Dubois Guest House

Villa Dubois Guest House

3722 S Calumet Ave Chicago IL

The price is CA $167 per night from Nov 3 to Nov 4

CA $167

CA $197 total

Nov 3 - Nov 4

includes taxes & fees

8/10 Very good! (136 reviews)

Villa Dubois Guest House

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 CA $156 per night from Nov 25 to Nov 26

CA $156

CA $197 total

Nov 25 - Nov 26

includes taxes & fees

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

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 CA $182 per night from Nov 25 to Nov 26

CA $182

CA $214 total

Nov 25 - Nov 26

includes taxes & fees

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

Hotels in South Side with star rating

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