Top 10 Hotels in South Side (from $75) 2026 - Competitive Prices

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 spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

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

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

Outdoor seating with yellow umbrellas labeled "Twisted Tea," wicker chairs, and tables.

1. Congress Plaza Hotel

Downtown Chicago

George

$117 nightly

$140 total

Sep 8 - Sep 9

Total with taxes and fees

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

A spacious lobby with a marble floor, a reception desk, and a glass partition.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

2. Hotel Riu Plaza Chicago

Downtown Chicago

Peter

$194 nightly

$231 total

Aug 30 - Aug 31

Total with taxes and fees

A spacious lobby with a central coffee table, sofas, and a large mirror.

A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

3. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Alma

$143 nightly

$170 total

Aug 31 - Sep 1

Total with taxes and fees

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

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

A dining table set for a meal with a floral centerpiece, surrounded by chairs, in a room with a cityscape view.

A hotel room with a bed, a desk, a television, a sofa, and a large window with a city view.

4. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

susie

$164 nightly

$194 total

Sep 1 - Sep 2

Total with taxes and fees

A dining area with tables set for four, large windows with a view of city buildings, and a curved ceiling structure.

A multi-story building with a prominent storefront featuring a golden sign.

A hotel room with a large bed, a desk with a lamp, a bench, and a view of the cityscape through large windows.

A spacious lobby with a patterned carpet, wooden paneling, and modern lighting fixtures.

5. Omni Chicago Hotel

Downtown Chicago

Yoel

$267 nightly

$317 total

Aug 30 - Aug 31

Total with taxes and fees

An outdoor rooftop lounge with seating, a fire feature, and a view of the city skyline at night.

A modern lounge area with leather sofas, wooden coffee tables, and ambient lighting.

A rooftop venue with white chairs and a sofa, draped with white fabric and floral arrangements, overlooking a cityscape.

A modern lobby with a wooden ceiling, leather sofas, and a coffee bar.

6. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

TaShandra

$143 nightly

$170 total

Sep 7 - Sep 8

Total with taxes and fees

A large, multi-story hotel with a prominent entrance and classical architectural details.

A grand ballroom with ornate chandeliers, a multi-tiered wedding cake centerpiece, and elegant floral arrangements on tables.

A spacious hotel lobby with a long reception desk, multiple seating areas, and a large fireplace.

A spacious lobby with a patterned carpet, comfortable seating, a fireplace, and large windows.

7. Hilton Chicago

Downtown Chicago

Konner

$194 nightly

$230 total

Sep 7 - Sep 8

Total with taxes and fees

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

A hotel room with a grey sofa, a bed with a white mattress, a wooden dresser, and a large window with curtains.

A hotel entrance with a sign for the Club Quarters Hotel, number 75, and a River Hotel sign.

A conference room with a long table, chairs, and a vase.

8. River Hotel

Downtown Chicago

Patti

$130 nightly

$155 total

Sep 7 - Sep 8

Total with taxes and fees

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A restaurant with booths, tables, and a green wall in the background.

A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

A hotel room with a bed, a desk with a chair, a sofa, and a view of a building through the window.

9. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Randall

$128 nightly

$150 total

Aug 30 - Aug 31

Total with taxes and fees

A room with two chairs and a small table, a large window with a city view at night.

A bar area with a long counter, multiple stools, and a television screen.

A modern bar area with a circular seating arrangement, a staircase leading to an upper level, and a view of the city through large windows.

A modern living room with a sectional sofa, a round ottoman, a dining area with chairs and a table, and a large mirror on the wall.

10. Eurostars Magnificent Mile

Downtown Chicago

Tangela

$176 nightly

$209 total

Aug 30 - Aug 31

Total with taxes and fees

A hotel with a classic facade, multiple flags, and a prominent entrance.

A modern living room with a fireplace, leather armchairs, a sofa, and a coffee table.

A spacious lobby with a grand staircase, a large abstract painting, and a seating area with modern furniture.

11. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

Anthony

$211 nightly

$243 total

Aug 30 - Aug 31

Total with taxes and fees

A modern building with a colorful facade and a red circular seating area.

A modern interior with wooden shelves, colorful chairs, and hanging plants.

A modern bar area with a checkered floor, wooden ceiling, and various bar equipment.

A modern high-rise building with a glass facade, surrounded by other tall buildings.

12. citizenM Chicago Downtown

Downtown Chicago

lakadria

$170 nightly

$202 total

Sep 7 - Sep 8

Total with taxes and fees

A luxurious hotel lobby with a plush sofa set, a large wooden bookshelf, and a central decorative pillar.

A reception area with a wooden counter, shelves with various items, and a decorative wall hanging.

A bookshelf with books, decorative items, and plants.

A warmly lit library with bookshelves, a central reading area with sofas and a table, and a chandelier.

13. Freehand Chicago

Downtown Chicago

Aoi

$193 nightly

$229 total

Sep 1 - Sep 2

Total with taxes and fees

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

A room with a bed against a window overlooking a cityscape. There is a small table with a book, a vase with flowers, and a cup.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

14. L7 Chicago by LOTTE

Downtown Chicago

Girivasan

$224 nightly

$266 total

Aug 30 - Aug 31

Total with taxes and fees

A dining area with a table set for four, large windows offering a cityscape view at dusk.

A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.

A modern interior with a central fireplace, seating area, and wall-mounted lighting.

A breakfast table with croissants, a bowl of berries, a glass of orange juice, and a smoothie, set against a cityscape view through a window.

15. The Royal Sonesta Chicago Downtown

Downtown Chicago

Angel Limuel

$225 nightly

$260 total

Aug 30 - Aug 31

Total with taxes and fees

A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

A modern living room with a fireplace, leather sofas, and a wooden floor.

A hotel room with a large window, a bed, and a suitcase.

A restaurant interior with brick walls, wooden tables and chairs, and a bar area.

16. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

Youssef

$117 nightly

$139 total

Aug 30 - Aug 31

Total with taxes and fees

A bar area with a high bar counter, multiple stools, and a seating area with booths and tables.

The Intercontinental hotel facade with a large American flag and a floral display.

A large indoor swimming pool with clear lanes, a sunlit ceiling with geometric patterns, and a seating area with chairs and tables on one side.

A grand lobby with a central staircase, a decorative fountain, and a high ceiling.

17. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Huston C.

$270 nightly

$322 total

Sep 8 - Sep 9

Total with taxes and fees

A multi-level atrium with a central spiral staircase, multiple seating areas, and a pool.

A multi-story hotel with a prominent 'Embassy Suites' sign, a Starbucks Coffee shop, and a well-lit street at night.

A swimming pool with a glass wall, a seating area with sofas, and an exit sign.

A spacious lobby with a central staircase, multiple floors, a reception desk, and seating areas.

18. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Hugo

$152 nightly

$181 total

Sep 7 - Sep 8

Total with taxes and fees

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

A modern interior with seating areas, a bar, and large windows offering a city view.

A historic building with a classical facade, large windows, and a prominent dome.

19. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Luis

$249 nightly

$296 total

Aug 30 - Aug 31

Total with taxes and fees

A multi-story hotel with a prominent sign reading "Crowne Plaza."

A modern restaurant with round tables and booths, a high ceiling with exposed beams, and a brick accent wall with the text "RVE DELTA".

A spacious lobby with a seating area, a reception desk, and a large screen.

A multi-story hotel with a prominent sign reading 'CROWNE PLAZA' at the top.

20. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Jaclyn

$178 nightly

$211 total

Aug 30 - Aug 31

Total with taxes and fees

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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 acclaimed art scene 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 acclaimed theater scene and fascinating museums 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 fascinating museums and acclaimed art scene 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 acclaimed art scene.

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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 beautiful beaches 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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Bridgeport Art Center

Enjoy a stop at Bridgeport Art Center, an entertaining place to visit in Chicago. Experience the acclaimed theater scene 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.

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Top South Side Hotel Reviews

Holiday Inn Chicago – Midway Airport S by IHG

10/10 Excellent

"We arrived super late and the front desk was exceptional! Amazing stay! 10/10 will return to this hotel on our next visit"

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

10/10 Excellent

"Barbara at the check out desk was courteous, helpful, and caring. She needs a promotion!"

Hyatt Place Chicago-South/University Medical Center

8/10 Good

"We only stayed one night. Friendly staff, free breakfast. The kids absolutely loved the breakfast. We used the pool, but keep in mind it's very small and you have to reserve the time (it's free). I'm sure it was clean, but the room was loud and echoed. Claustrophobic. So not for me. I really only wanted it for my kids. Helpful, polite staff. We thought the shower set up / design was odd but it worked. I can't say anything about room service, we didn't stay long enough to see how they would have refreshed the room. Would stay again."

Villa Dubois Guest House

10/10 Excellent

"X"

SpringHill Suites by Marriott Chicago Chinatown

8/10 Good

"Nice hotel good breakfast"

Carlton Inn Midway

10/10 Excellent

"Good to stay and staff were good"

Mccormick Place Guest House

10/10 Excellent

"Clean"

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

Saratoga Motel By Capital O Near Midway Airport Chicago IL

7701, S Cicero Avenue Chicago IL

$90 nightly

$104 total

Aug 30 - Aug 31

Total with taxes and fees

Best Motel By OYO Chicago I-90

6535 S King Dr Chicago IL

$94 nightly

$110 total

Aug 30 - Aug 31

Total with taxes and fees

Motel 6 - Chicago, IL

10022 South Halsted Street Chicago IL

$100 nightly

$117 total

Aug 30 - Aug 31

Total with taxes and fees

Carlton Inn Midway

4944 S Archer Ave Chicago IL

$119 nightly

$140 total

Aug 30 - Aug 31

Total with taxes and fees

6/10 (1,004 reviews)

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

$137 nightly

$159 total

Sep 7 - Sep 8

Total with taxes and fees

8.2/10 Very Good! (1,007 reviews)

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

6500 S Cicero Ave Chicago IL

$175 nightly

$206 total

Sep 7 - Sep 8

Total with taxes and fees

9/10 Wonderful! (1,354 reviews)

Hotels in South Side with star-rating

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Lodging

Find hotels in South Side, IL from $75

Upfront pricing

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. Congress Plaza Hotel

2. Hotel Riu Plaza Chicago

3. The Chicago Hotel Collection Ambassador Gold Coast

4. Hilton Chicago/Magnificent Mile Suites

5. Omni Chicago Hotel

6. The Chicago Hotel Collection - Magnificent Mile

7. Hilton Chicago

8. River Hotel

9. Travelodge by Wyndham Downtown Chicago

10. Eurostars Magnificent Mile

11. The Allegro Royal Sonesta Hotel Chicago Loop

12. citizenM Chicago Downtown

13. Freehand Chicago

14. L7 Chicago by LOTTE

15. The Royal Sonesta Chicago Downtown

16. Club Quarters Hotel, Central Loop, Chicago

17. InterContinental Chicago Magnificent Mile by IHG

18. Embassy Suites by Hilton Chicago Downtown River North

19. LondonHouse Chicago, Curio Collection by Hilton

20. Crowne Plaza Chicago West Loop by IHG

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

Bridgeport Art Center

Learn more about South Side

Top South Side Hotel Reviews

Holiday Inn Chicago – Midway Airport S by IHG

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

Hyatt Place Chicago-South/University Medical Center

Villa Dubois Guest House

SpringHill Suites by Marriott Chicago Chinatown

Carlton Inn Midway

Mccormick Place Guest House

Admiral Motel By Oyo Chicago I-94

More cheap stays in South Side

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Best Motel By OYO Chicago I-90

Motel 6 - 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

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