A cityscape with a prominent building with a green dome, surrounded by greenery and a body of water.

Find hotels in South Side, IL from $97

Where to?

Dates

November 2026

December 2026

Upfront pricing
Our total price for your stay includes taxes and fees
Treat yourself
Save 10% or more on over 100,000 hotels worldwide with Member Prices
Learn about One Key
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in South Side

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for South Side hotels

A balcony with a table and chairs, a bottle of wine, and a glass of wine.

1. Kasa Magnificent Mile Chicago

Downtown Chicago

Ricardo

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

2. Congress Plaza Hotel

Downtown Chicago

Skylar

$107 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

3. Hotel Riu Plaza Chicago

Downtown Chicago

JESUS VERA

$156 nightly

Nov 23 - Nov 24

Total with taxes and fees

A rooftop terrace with outdoor seating, a view of the city skyline, and a building with a brick facade.

4. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Alicia

$187 nightly

Dec 8 - Dec 9

Total with taxes and fees

A multi-story building with a prominent entrance featuring a large archway and a sign.

5. Hilton Chicago

Downtown Chicago

Jordan

$162 nightly

Nov 26 - Nov 27

Total with taxes and fees

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

6. River Hotel

Downtown Chicago

Shelby

$102 nightly

Nov 15 - Nov 16

Total with taxes and fees

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

7. Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

Melissa

$102 nightly

Dec 7 - Dec 8

Total with taxes and fees

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

8. Eurostars Magnificent Mile

Downtown Chicago

David

$144 nightly

Nov 22 - Nov 23

Total with taxes and fees

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

9. L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

Cory

$161 nightly

Nov 24 - Nov 25

Total with taxes and fees

A rooftop lounge with outdoor seating, a fire feature, and transparent dome structures.

10. The Chicago Hotel Collection - Magnificent Mile

Downtown Chicago

Silvia

$116 nightly

Nov 22 - Nov 23

Total with taxes and fees

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

11. Hyatt Regency Chicago

Downtown Chicago

Kristee

$185 nightly

Nov 22 - Nov 23

Total with taxes and fees

12. The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

Kiera

$132 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

13. Embassy Suites by Hilton Chicago Downtown River North

Downtown Chicago

Elyjah James

$96 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

14. citizenM Chicago Downtown

Downtown Chicago

Kristopher Joel

$116 nightly

Nov 23 - Nov 24

Total with taxes and fees

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

15. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Gabriela

$129 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

16. The Royal Sonesta Chicago Downtown

Downtown Chicago

Andy

$161 nightly

Nov 23 - Nov 24

Total with taxes and fees

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

17. LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

Natasha

$171 nightly

Nov 23 - Nov 24

Total with taxes and fees

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

18. Freehand Chicago

Downtown Chicago

Rosemary

$121 nightly

Dec 6 - Dec 7

Total with taxes and fees

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

19. InterContinental Chicago Magnificent Mile by IHG

Downtown Chicago

Faye

$215 nightly

Dec 10 - Dec 11

Total with taxes and fees

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

20. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Jodi

$98 nightly

Dec 7 - Dec 8

Total with taxes and fees

View all properties

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.

See properties

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

A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.

SpringHill Suites by Marriott Chicago Chinatown

Chinatown

10/10 Excellent

Margaret

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

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Excellent

Jennifer

L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

10/10 Excellent

Erin

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

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

Griffin

A hotel lobby with a bar area, a chandelier, and a reception desk.

Residence Inn Chicago Downtown/Loop

Downtown Chicago

10/10 Excellent

Sergio

Hotel Riu Plaza Chicago

Downtown Chicago

10/10 Excellent

We chose this hotel last minute and we were nervous because there were a couple recent negative reviews. There were 4 of us in our family and couldn't find anything negative to say about the hotel. The only disappointing fact was that the rooftop bar was not open but that wasn't a big deal. Everything was very clean. I actually wiped the floor in our room with a wet, white wash cloth, it was clean! There was no hair in the bathroom from a previous guest. There was no hair in the bed from a...

Donna

A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

Springhill Suites by Marriott Chicago Downtown/ River North

Downtown Chicago

10/10 Excellent

Recently stayed at the Springhill Suites/River North. Could not have picked a better location for the first time in Chicago. Tons of local dining options. Close to landmarks. Easily walked to the Magnificient Mile(Michigan Ave) Walked to the subway to go to Wrigley Field and the United Center. Hotel was excellent. Clean, the staff was excellent in all areas. Free breakfast was fresh and good. Highly recommend overall.

Michael

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

blerina

An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

10/10 Excellent

We will definitely be staying here again! Great location, clean room, and great service. They even have a great complimentary breakfast which is a must have in a city like Chicago. The staff was great also. We had to switch trains for an earlier one due to weather and got into Chicago in the AM. Check in is 4pm and with two small children we were worried about what to do for hours but the staff helped us out and luckily had a room available.

Alexander

A modern dining area with round tables and chairs, large windows, and a view of a cityscape.

Sofitel Chicago Magnificent Mile

Downtown Chicago

10/10 Excellent

Denine

A modern hotel with a colorful awning and a glass facade.

Aloft by Marriott Chicago Downtown River North

Downtown Chicago

10/10 Excellent

stephen

Arlo Chicago

Downtown Chicago

10/10 Excellent

Arlo Chicago is in the perfect location for walkable access to so many Chicago sights, excellent food (please try the Broken English Taco Pub around the corner!), bars, shopping, etc. It was also very conveniently located to access the L when we needed to get to other parts of the city! The staff was BEYOND accommodating, friendly, and helpful. The room was clean and exceeded all comfort expectations! I also highly recommend the lobby bar for a great happy hour spot!!! Everyone at this hotel...

Lina