Top 10 Hotels in South Side (from $90) 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.

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

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

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

1. Congress Plaza Hotel

Downtown Chicago

George

$108 nightly

$129 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 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.

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

2. Hotel Riu Plaza Chicago

Downtown Chicago

Donna

$170 nightly

$202 total

Sep 7 - Sep 8

Total with taxes and fees

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

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

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

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

3. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Laura

$122 nightly

$144 total

Sep 8 - Sep 9

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 hotel room with a sofa, armchair, a flat-screen TV, a bed, and a view of the city and ocean.

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

$172 nightly

$201 total

Sep 10 - Sep 11

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 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

Linda

$267 nightly

$317 total

Sep 7 - Sep 8

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

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.

6. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Colten

$122 nightly

$144 total

Sep 7 - Sep 8

Total with taxes and fees

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

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

A cityscape with modern high-rise buildings, a train station, and a body of water in the background.

A rooftop lounge with outdoor seating and a view of the city skyline.

7. Hilton Chicago

Downtown Chicago

Konner

$197 nightly

$231 total

Sep 10 - Sep 11

Total with taxes and fees

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

A man in a suit sitting by a window with a vase of red flowers.

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

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

8. River Hotel

Downtown Chicago

Timothy

$158 nightly

$188 total

Sep 8 - Sep 9

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 compact kitchen with a microwave, coffee maker, and sink.

9. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Matthew

$141 nightly

$168 total

Sep 8 - Sep 9

Total with taxes and fees

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

A modern hotel lobby with a large window, seating area, and a reception desk.

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.

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

10. Eurostars Magnificent Mile

Downtown Chicago

Brennique

$176 nightly

$209 total

Sep 7 - Sep 8

Total with taxes and fees

A spacious hotel lobby with a bar area, dining tables, and a central seating area.

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.

11. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

Anthony

$185 nightly

$220 total

Sep 7 - Sep 8

Total with taxes and fees

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

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

A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.

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

12. citizenM Chicago Downtown

Downtown Chicago

lakadria

$170 nightly

$202 total

Sep 8 - Sep 9

Total with taxes and fees

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

A bar area with a staircase leading up to it, surrounded by potted plants.

A bookshelf with books, decorative items, and plants.

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

13. Freehand Chicago

Downtown Chicago

Aoi

$179 nightly

$213 total

Sep 7 - Sep 8

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

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

14. L7 Chicago by LOTTE

Downtown Chicago

Jeff

$287 nightly

$341 total

Sep 7 - Sep 8

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

A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.

15. The Royal Sonesta Chicago Downtown

Downtown Chicago

ShaRona

$233 nightly

$279 total

Sep 8 - Sep 9

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

Simon

$107 nightly

$128 total

Sep 8 - Sep 9

Total with taxes and fees

A person sitting by a window with a cityscape view.

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

Anfal

$253 nightly

$301 total

Sep 7 - Sep 8

Total with taxes and fees

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

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

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

A multi-level indoor area with a central water feature, surrounded by seating areas and greenery.

18. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Hugo

$166 nightly

$198 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 room with a view of a river and high-rise buildings.

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

A nighttime cityscape with a prominent building featuring a large dome and multiple windows.

19. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Kamal

$272 nightly

$323 total

Sep 7 - Sep 8

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

$193 nightly

$229 total

Sep 7 - Sep 8

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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Ida B Wells House

You can find out about the history of Chicago with a stop at Ida B Wells House. Amble around this vibrant area's lakeside or experience its fascinating museums.

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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

"It’s very Good, good location, good parking, good room and good employees"

Chicago Lake Shore Hotel

8/10 Good

"The hotel was really nice and the rooms are clean and nice looking. Also only a 5-7 minutes walk from the Metra station and the bus station that gets you downtown pretty easily. Overall it was a really nice and located in a safe neighbourhood. The only negative about this place was that the wi-fi was very slow and sometime it did not work."

Holiday Inn Chicago – Midway Airport S by IHG

8/10 Good

"Staff"

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

10/10 Excellent

"All was good"

Sophy Hyde Park

10/10 Excellent

"What an amazing boutique hotel that we randomly booked. It is now our new favorite place to stay. Having never stayed in Chicago, we will now return to stay here again. Everything was amazing from the decor and the comfort of the room, the ambience of the flames in the lobby, the amazing food, vinyl record player in the room but most of all the staff. Aisha, our waitress and Alayna and Tiara at the front desk were kind, very helpful and welcoming. 11 out of 10 stay."

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent

"This hotel is well kept. The staff is very nice and helpful. There is good food near by and at night it's quiet. I didnt realize that our window faced the front of the building until the last day. Thats how quiet it was. Parking, like every major city, SUCKS. PAY THE METER."

Villa Dubois Guest House

10/10 Excellent

"Great place to stay. Quiet, clean and tastefully furnished. Good location for Southside destinations and good access to public transportation."

Chicago Marriott Midway

10/10 Excellent

"."

Rainbow Motel

10/10 Excellent

"Nothing fancy, water pressure was lacking but it was a great location for what we needed"

More cheap stays in South Side

Rainbow Motel

7050 W Archer Ave Chicago IL

$77 nightly

$90 total

Sep 21 - Sep 22

Total with taxes and fees

Saratoga Motel By Capital O Near Midway Airport Chicago IL

7701, S Cicero Avenue Chicago IL

$92 nightly

$107 total

Sep 9 - Sep 10

Total with taxes and fees

Motel 6 - Chicago, IL

10022 South Halsted Street Chicago IL

$99 nightly

$116 total

Sep 16 - Sep 17

Total with taxes and fees

Carlton Inn Midway

4944 S Archer Ave Chicago IL

$105 nightly

$123 total

Oct 2 - Oct 3

Total with taxes and fees

6/10 (1,002 reviews)

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

$141 nightly

$164 total

Sep 7 - Sep 8

Total with taxes and fees

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

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

6500 S Cicero Ave Chicago IL

$173 nightly

$203 total

Sep 8 - Sep 9

Total with taxes and fees

9/10 Wonderful! (1,361 reviews)

Hotels in South Side with star-rating

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Lodging

Find hotels in South Side, IL from $90

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

Ida B Wells House

Learn more about South Side

Top South Side Hotel Reviews

Carlton Inn Midway

Chicago Lake Shore Hotel

Holiday Inn Chicago – Midway Airport S by IHG

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

Sophy Hyde Park

Hyatt Place Chicago-South/University Medical Center

Villa Dubois Guest House

Chicago Marriott Midway

Rainbow Motel

More cheap stays in South Side

Rainbow Motel

Saratoga Motel By Capital O Near Midway Airport Chicago IL

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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