Book The Best Hotels in South Side, IL for 2026 from CA $126 - Fully Refundable Options

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 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 hotel with multiple floors, large windows, and a prominent sign for the Jaslin Hotel.

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

1. Jaslin Hotel

Chinatown

Shaun

CA $234

CA $278 total

includes taxes & fees

Sep 29 - Sep 30

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.

2. Hyatt Place Chicago-South/University Medical Center

Hyde Park

Gladys

CA $367

CA $437 total

includes taxes & fees

Oct 4 - Oct 5

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.

3. Chicago Lake Shore Hotel

Kenwood

John

CA $235

CA $276 total

includes taxes & fees

Sep 20 - Sep 21

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

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.

4. Sophy Hyde Park

Hyde Park

Elaine

CA $476

CA $599 total

includes taxes & fees

Sep 19 - Sep 20

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.

5. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Laura

CA $362

CA $430 total

includes taxes & fees

Sep 24 - Sep 25

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

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.

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

6. Villa Dubois Guest House

Bronzeville

Robert

CA $170

CA $199 total

includes taxes & fees

Sep 21 - Sep 22

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.

7. Motel 6 - Chicago, IL

Washington Heights

Nazli

CA $125

CA $147 total

includes taxes & fees

Sep 17 - Sep 18

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.

8. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

Fabian

CA $212

CA $262 total

includes taxes & fees

Sep 27 - Sep 28

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

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.

A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

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

Bedford Park

Beatrice

CA $262

CA $307 total

includes taxes & fees

Sep 27 - Sep 28

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.

10. Carlton Inn Midway

Archer Heights

Icaro

CA $146

CA $171 total

includes taxes & fees

Sep 21 - Sep 22

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 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.

11. Mccormick Place Guest House

Bronzeville

Robert

CA $133

CA $157 total

includes taxes & fees

Sep 29 - Sep 30

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 hallway with two doors, each with a number plate.

12. Chinatown Hotel Chicago

Chinatown

Celina

CA $141

CA $165 total

includes taxes & fees

Sep 20 - Sep 21

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

13. Chicago Marriott Midway

Bedford Park

Patricia

CA $317

CA $372 total

includes taxes & fees

Sep 26 - Sep 27

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.

14. Best Western Inn & Suites - Midway Airport

Burbank

David L

CA $195

CA $216 total

includes taxes & fees

Sep 24 - Sep 25

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

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

15. Rainbow Motel

Garfield Ridge

Noel

CA $107

CA $126 total

includes taxes & fees

Oct 1 - Oct 2

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

CA $114

CA $134 total

includes taxes & fees

Sep 17 - Sep 18

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

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

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

Ashburn

Roseanne

CA $120

CA $153 total

includes taxes & fees

Sep 21 - Sep 22

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 bathroom with a toilet, sink, and bathtub.

A brick building with a sign for the Admiral Motel.

18. Admiral Motel By Oyo Chicago I-94

Chatham

Arlex

CA $114

CA $134 total

includes taxes & fees

Sep 17 - Sep 18

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

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

19. Congress Plaza Hotel

Downtown Chicago

John

CA $221

CA $262 total

includes taxes & fees

Sep 27 - Sep 28

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

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

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

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

Shanequa

CA $398

CA $521 total

includes taxes & fees

Oct 1 - Oct 2

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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)

Enjoy the collegiate vibe when you visit University of Chicago, during your travels 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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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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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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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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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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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

Carlton Inn Midway

10/10 Excellent

"Excellent breakfast, best shuttle service, Excellent hospitality."

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent

"Breakfast was a great start to the day. The staff was very friendly and helpful. Wish the pool would have been open, but also glad they commit to shutting down at times to take care of it. Great stay."

SpringHill Suites by Marriott Chicago Chinatown

8/10 Good

"good"

Jaslin Hotel

10/10 Excellent

"Room cleaned and well maintained"

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent

"Na"

Sophy Hyde Park

10/10 Excellent

"Very convenient"

Chicago Lake Shore Hotel

10/10 Excellent

"Great location. Very clean-looks refurbished. The staff is amazing-very helpful & they try to help you have a good experience!"

Saratoga Motel By Capital O Near Midway Airport Chicago IL

10/10 Excellent

"Had a good stay here will be going back. The night staff was very helpful and nice and they wasn’t at my door at 11 rushing us to leave to was able to pack and leave in peace I appreciate that so much."

Villa Dubois Guest House

10/10 Excellent

"It was a really nice stay; as a first-time traveller, it was close to Soldier Field stadium, where most concerts are held. I also loved the room; it was really nice and clean, and super easy to find everything."

More cheap stays in South Side

Rainbow Motel

7050 W Archer Ave Chicago IL

CA $107

CA $126 total

Oct 1 - Oct 2

includes taxes & fees

5.2/10 (56 reviews)

Motel 6 - Chicago, IL

10022 South Halsted Street Chicago IL

CA $125

CA $147 total

Sep 17 - Sep 18

includes taxes & fees

Saratoga Motel By Capital O Near Midway Airport Chicago IL

7701, S Cicero Avenue Chicago IL

CA $120

CA $153 total

Sep 21 - Sep 22

includes taxes & fees

6/10 (98 reviews)

Carlton Inn Midway

4944 S Archer Ave Chicago IL

CA $146

CA $171 total

Sep 21 - Sep 22

includes taxes & fees

6/10 (1,001 reviews)

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

CA $212

CA $262 total

Sep 27 - Sep 28

includes taxes & fees

8/10 Very good! (1,001 reviews)

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

6500 S Cicero Ave Chicago IL

CA $262

CA $307 total

Sep 27 - Sep 28

includes taxes & fees

Hotels in South Side with star rating

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Find hotels in South Side, IL from CA $126

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. Jaslin Hotel

2. Hyatt Place Chicago-South/University Medical Center

3. Chicago Lake Shore Hotel

4. Sophy Hyde Park

5. SpringHill Suites by Marriott Chicago Chinatown

6. Villa Dubois Guest House

7. Motel 6 - Chicago, IL

8. Holiday Inn Chicago – Midway Airport S by IHG

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

10. Carlton Inn Midway

11. Mccormick Place Guest House

12. Chinatown Hotel Chicago

13. Chicago Marriott Midway

14. Best Western Inn & Suites - Midway Airport

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

Rainbow Beach

Learn more about South Side

Top South Side Hotel Reviews

Carlton Inn Midway

Hyatt Place Chicago-South/University Medical Center

SpringHill Suites by Marriott Chicago Chinatown

Jaslin Hotel

Holiday Inn Chicago – Midway Airport S by IHG

Sophy Hyde Park

Chicago Lake Shore Hotel

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Villa Dubois 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

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