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

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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

Christina

$113 nightly

$135 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 couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

A bar area with a marble countertop, bar stools, and a variety of bottles.

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

2. Hotel Riu Plaza Chicago

Downtown Chicago

Peter

$222 nightly

$264 total

Sep 1 - Sep 2

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 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.

3. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Dylan

$125 nightly

$148 total

Aug 30 - Aug 31

Total with taxes and fees

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

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.

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

4. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Terrie

$148 nightly

$176 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 spacious lobby with a patterned carpet, wooden paneling, and modern lighting fixtures.

5. Omni Chicago Hotel

Downtown Chicago

Yoel

$259 nightly

$308 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.

The Chicago Hotel Collection building with a glass facade, American flag, and signage for Barista Bar and Seighity events.

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

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

Aug 30 - Aug 31

Total with taxes and fees

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

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

A spacious hotel lobby with a large seating area, a flat-screen TV, and a view of the ocean.

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

7. Hilton Chicago

Downtown Chicago

Konner

$211 nightly

$251 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 conference room with a long table, chairs, and a vase.

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

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

Patti

$145 nightly

$172 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 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.

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

9. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Shiraz

$119 nightly

$141 total

Aug 31 - Sep 1

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

10. Eurostars Magnificent Mile

Downtown Chicago

Matthew

$176 nightly

$209 total

Aug 30 - Aug 31

Total with taxes and fees

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.

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

11. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

Anthony

$222 nightly

$264 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 high-rise building with a glass facade, surrounded by other tall buildings.

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

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

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

A bookshelf with books, decorative items, and plants.

13. Freehand Chicago

Downtown Chicago

bernard

$190 nightly

$226 total

Sep 21 - Sep 22

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

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

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

14. L7 Chicago by LOTTE

Downtown Chicago

Girivasan

$209 nightly

$248 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 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 high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.

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

15. The Royal Sonesta Chicago Downtown

Downtown Chicago

SETH

$221 nightly

$263 total

Sep 1 - Sep 2

Total with taxes and fees

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

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

A bar with a brick archway, wooden bar counter, and stools.

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

16. Club Quarters Hotel, Central Loop, Chicago

Downtown Chicago

Sarah

$121 nightly

$144 total

Aug 30 - Aug 31

Total with taxes and fees

A pool area with ornate white columns and a decorative fountain.

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

A person sitting by a window with a cityscape view.

A spacious lobby with a grand staircase, multiple levels, and a decorative floor pattern.

17. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Alireza

$272 nightly

$324 total

Sep 20 - Sep 21

Total with taxes and fees

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

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

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

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

Aug 30 - Aug 31

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 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

$236 nightly

$281 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 hotel room with a sofa, a small table with a bottle and glasses, a bed with a white comforter, and a view of the city through a window with curtains.

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

20. Crowne Plaza Chicago West Loop by IHG

Downtown Chicago

Barbara

$173 nightly

$205 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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Obama's House

10.0/10 (2 reviews)

Find out about the history of Chicago when you spend time at Obama's House. 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 beautiful beaches in this family-friendly area, or check out its top-notch restaurants.

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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.

See all hotels in South Side

Top South Side Hotel Reviews

Mccormick Place Guest House

10/10 Excellent

"Clean"

Sophy Hyde Park

10/10 Excellent

"Stylish new Hotel with high end room accents."

Best Western Inn & Suites - Midway Airport

10/10 Excellent

"It was one of the cleanest and most attractive hotel rooms I've ever stayed in. The price was reasonable at $199 (1 night), and it was close to Chicago Midway Airport (about 12 minutes with traffic). The staff was very friendly and helpful, and the included breakfast was the best and most elegant I've seen at any hotel that offers breakfast (even better than the à la carte breakfast). The building was undergoing maintenance with some renovations in progress, but it was still clean, well-lit, and had excellent rooms. The staff was well-dressed and conducted themselves properly. The only "bad" thing I have to say about this hotel is that the iron didn't work. Air conditioning works properly, had a big TV in room."

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

10/10 Excellent

"It was a clean, fairly priced room to spend the night before catching our flight in the morning."

Hyatt Place Chicago-South/University Medical Center

10/10 Excellent

"The hotel was excellent! It was in a perfect location. You could walk to restaurants and shops. The staff was friendly, helpful and knowledgeable."

Saratoga Motel By Capital O Near Midway Airport Chicago IL

8/10 Good

"Staff was pleasant to me and my service animal. The toiled overflowed as I was about to checkout and towels were stained. I let manager know. Other than that, no issues."

Carlton Inn Midway

8/10 Good

"The rooms aren’t spotless just some spots they missed but if you’re looking for a decent place to stay it has all the basic things you need fridge, microwave, and tv. It’s a good decent spot I’d stay here again."

Villa Dubois Guest House

10/10 Excellent

"Its was all new to us having to share the property with other people but it's went well."

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

Motel 6 - Chicago, IL

10022 South Halsted Street Chicago IL

$85 nightly

$100 total

Sep 1 - Sep 2

Total with taxes and fees

Best Motel By OYO Chicago I-90

6535 S King Dr Chicago IL

$91 nightly

$107 total

Aug 30 - Aug 31

Total with taxes and fees

3.6/10 (123 reviews)

Saratoga Motel By Capital O Near Midway Airport Chicago IL

7701, S Cicero Avenue Chicago IL

$95 nightly

$110 total

Aug 24 - Aug 25

Total with taxes and fees

6/10 (90 reviews)

Carlton Inn Midway

4944 S Archer Ave Chicago IL

$115 nightly

$136 total

Aug 30 - Aug 31

Total with taxes and fees

6/10 (1,009 reviews)

Holiday Inn Chicago – Midway Airport S by IHG

7353 S Cicero Avenue Chicago IL

$124 nightly

$144 total

Sep 8 - Sep 9

Total with taxes and fees

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

6500 S Cicero Ave Chicago IL

$173 nightly

$203 total

Aug 30 - Aug 31

Total with taxes and fees

9/10 Wonderful! (1,355 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

Obama's House

Barack Obama Residence

Bridgeport Art Center

Learn more about South Side

Top South Side Hotel Reviews

Mccormick Place Guest House

Sophy Hyde Park

Best Western Inn & Suites - Midway Airport

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

Hyatt Place Chicago-South/University Medical Center

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Carlton Inn Midway

Villa Dubois Guest House

Admiral Motel By Oyo Chicago I-94

More cheap stays in South Side

Motel 6 - Chicago, IL

Best Motel By OYO Chicago I-90

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

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