Book The Best Hotels in South Side, IL for 2026 from CA $127 - Fully Refundable Options

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

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.

1. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Cayci

CA $242

CA $288 total

includes taxes & fees

Oct 31 - Nov 1

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

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

A Holiday Inn Express & Suites hotel with a modern facade, multiple parking spaces, and a well-lit entrance.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

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

Bedford Park

Roberto

CA $198

CA $233 total

includes taxes & fees

Nov 1 - Nov 2

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 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 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.

3. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Paulina

CA $187

CA $233 total

includes taxes & fees

Nov 2 - Nov 3

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 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.

4. Best Western Inn & Suites - Midway Airport

Burbank

David L

CA $162

CA $180 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

5. Chicago Marriott Midway

Bedford Park

Carolyn

CA $229

CA $270 total

includes taxes & fees

Nov 2 - Nov 3

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

A hotel room with a sofa, two armchairs, a coffee table, a TV, and a city view.

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.

6. Jaslin Hotel

Chinatown

Jeffrey

CA $203

CA $242 total

includes taxes & fees

Oct 25 - Oct 26

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 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.

7. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Denise

CA $292

CA $347 total

includes taxes & fees

Nov 2 - Nov 3

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.

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

8. Motel 6 - Chicago, IL

Washington Heights

Nazli

CA $128

CA $151 total

includes taxes & fees

Oct 5 - Oct 6

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

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

9. Chicago Lake Shore Hotel

Kenwood

Princets

CA $193

CA $226 total

includes taxes & fees

Nov 1 - Nov 2

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.

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.

10. Sophy Hyde Park

Hyde Park

amy

CA $341

CA $443 total

includes taxes & fees

Nov 1 - Nov 2

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 grey sofa, a round coffee table, and a chair. There are framed pictures on the wall and a window providing natural light.

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

Archer Heights

Icaro

CA $149

CA $175 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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

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

12. Rainbow Motel

Garfield Ridge

Jerry

CA $119

CA $140 total

includes taxes & fees

Oct 5 - Oct 6

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

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.

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

13. Villa Dubois Guest House

Bronzeville

Yohannes

CA $158

CA $186 total

includes taxes & fees

Nov 4 - Nov 5

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 hallway with two doors, each with a number plate.

14. Chinatown Hotel Chicago

Chinatown

Aliya

CA $108

CA $127 total

includes taxes & fees

Nov 1 - Nov 2

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.

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

Ashburn

Aniya

CA $123

CA $156 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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.

16. Mccormick Place Guest House

Bronzeville

Tyler

CA $137

CA $160 total

includes taxes & fees

Oct 5 - Oct 6

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

CA $117

CA $138 total

includes taxes & fees

Oct 5 - Oct 6

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

CA $117

CA $138 total

includes taxes & fees

Oct 5 - Oct 6

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

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

19. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

John

CA $245

CA $291 total

includes taxes & fees

Nov 3 - Nov 4

A large, historic building with a central courtyard surrounded by trees.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

20. Hilton Chicago

Downtown Chicago

Alan

CA $236

CA $323 total

includes taxes & fees

Oct 30 - Oct 31

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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 theater 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)

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

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A train passing through a tunnel with a curved roof and string lights.

Illinois Institute of Technology

7.0/10 (4 reviews)

Walk around the campus at Illinois Institute of Technology during your visit to Chicago. Experience the acclaimed art scene and fascinating museums in this vibrant area.

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Barack Obama Residence

You can find out about the history of Chicago when you stop by Barack Obama Residence. Stroll along the lakeside in this family-friendly area, or check out 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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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.

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Wabash Ave YMCA

You can find out about the history of Chicago when you stop by Wabash Ave YMCA. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

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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

SpringHill Suites by Marriott Chicago Chinatown

10/10 Excellent

"Room was clean, spacious bathroom. Breakfast was great."

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

10/10 Excellent

"Awesome"

Chicago Lake Shore Hotel

10/10 Excellent

"Very closed to the Places we were visiting"

Motel 6 - Chicago, IL

8/10 Good

"The property is well mentained and I would wish to stay there again . Thank you 👍"

Villa Dubois Guest House

10/10 Excellent

"Wonderful place"

Mccormick Place Guest House

8/10 Good

"I had a wonderful stay at the DuBois McCormick Place Guest House. The location was very convenient, especially for visiting McCormick Place and exploring the surrounding area. The room was clean, comfortable, and well maintained. I also appreciated the peaceful atmosphere and the overall attention to detail. The guest house offered a comfortable home base after a busy day, with everything needed for a pleasant stay. I would happily recommend the DuBois McCormick Place Guest House to both business and leisure travelers, and I look forward to staying there again."

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 stays in South Side

Best Motel By OYO Chicago I-90

6535 S King Dr Chicago IL

CA $117

CA $138 total

Oct 5 - Oct 6

includes taxes & fees

Rainbow Motel

7050 W Archer Ave Chicago IL

CA $119

CA $140 total

Oct 5 - Oct 6

includes taxes & fees

Motel 6 - Chicago, IL

10022 South Halsted Street Chicago IL

CA $128

CA $151 total

Oct 5 - Oct 6

includes taxes & fees

7/10 Good! (504 reviews)

Carlton Inn Midway

4944 S Archer Ave Chicago IL

CA $149

CA $175 total

Oct 5 - Oct 6

includes taxes & fees

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

6500 S Cicero Ave Chicago IL

CA $198

CA $233 total

Nov 1 - Nov 2

includes taxes & fees

9/10 Wonderful! (1,374 reviews)

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

CA $187

CA $233 total

Nov 2 - Nov 3

includes taxes & fees

Hotels in South Side with star rating

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Find hotels in South Side, IL from CA $127

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

3. Holiday Inn Chicago – Midway Airport S by IHG

4. Best Western Inn & Suites - Midway Airport

5. Chicago Marriott Midway

6. Jaslin Hotel

7. Hyatt Place Chicago-South/University Medical Center

8. Motel 6 - Chicago, IL

9. Chicago Lake Shore Hotel

10. Sophy Hyde Park

11. Carlton Inn Midway

12. Rainbow Motel

13. Villa Dubois Guest House

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 Vacation Club Hotel Blake Chicago

20. Hilton Chicago

Stay near popular South Side attractions

University of Chicago

Rate Field

Griffin Museum of Science and Industry

Illinois Institute of Technology

Barack Obama Residence

Rainbow Beach

Obama Presidential Center

Wabash Ave YMCA

Learn more about South Side

Top South Side Hotel Reviews

SpringHill Suites by Marriott Chicago Chinatown

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

Chicago Lake Shore Hotel

Motel 6 - Chicago, IL

Villa Dubois Guest House

Mccormick Place Guest House

Admiral Motel By Oyo Chicago I-94

More cheap stays 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

Hotels in South Side with star rating

Explore a world of travel with Expedia

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