Hotels with Entertainment in South Side
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Hotels with Entertainment
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South Side Hotels with Entertainment

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your current months are November, 2026 and December, 2026.

November 2026

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Our top choices for South Side hotels with entertainment

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

A hotel entrance with a marquee sign, a glass awning, and a blue carpet leading to the door.

A bar area with a long counter, multiple liquor bottles, and a variety of glasses.

A modern conference room with a wooden table, white chairs, a potted plant, and a large window with decorative plants.

1. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago

4.0 star property

Downtown Chicago

9.6 out of 10, Exceptional, (1,220 reviews)

9.6/10

Exceptional

(1,220 reviews)

"Great location from both airports. Lovely hotel clean and convenient"

Kanokkan

The price is RM452

RM452

RM537 total

includes taxes & fees

9 Dec - 10 Dec

Hilton Vacation Club Hotel Blake Chicago

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

A modern restaurant with a bar area, multiple seating options, and a contemporary design.

A modern lobby with a sofa, a coffee table, and a large digital art display.

A modern hotel room with a bed, a sofa, a desk, and artwork on the walls.

2. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property

Chinatown

9.6 out of 10, Exceptional, (1,007 reviews)

9.6/10

Exceptional

(1,007 reviews)

"Nice and convenient location, with nice breakfast and friendly staff."

Shouan

The price is RM398

RM398

RM473 total

includes taxes & fees

7 Dec - 8 Dec

SpringHill Suites by Marriott Chicago Chinatown

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

A hot tub with a metal ladder, surrounded by white tiled walls and floor, with a large window providing a view of the cityscape.

A modern hotel entrance with glass doors, a visible reception desk, and signage for Hilton Garden Inn and Homewood Suites.

A modern outdoor patio with tables and chairs, a glass railing, and a view of a high-rise building.

3. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property

Downtown Chicago

8.8 out of 10, Excellent, (2,196 reviews)

8.8/10

Excellent

(2,196 reviews)

"Great place to stay at"

Aran

The price is RM388

RM388

RM462 total

includes taxes & fees

7 Dec - 8 Dec

Hilton Garden Inn Chicago Downtown South Loop

A hotel room with a large window offering a city view, two armchairs, a bed, and a lamp.

A modern lobby with a glass partition, a fireplace, and a seating area.

A hotel room with a sofa, two armchairs, a coffee table, a TV, and a city view.

4. Jaslin Hotel

Jaslin Hotel

3.0 star property

Chinatown

9.0 out of 10, Wonderful, (1,426 reviews)

9.0/10

Wonderful

(1,426 reviews)

"Great stay"

Myangel

The price is RM532

RM532

RM633 total

includes taxes & fees

9 Nov - 10 Nov

Jaslin Hotel

A brick building with a sign for Chicagochinatownhotel.com.

A dining area with a rectangular table, six chairs, and two windows.

A hotel lobby with a black leather sofa, a white armchair, a large vase, and a potted plant.

A reception area with a wooden desk, a black leather sofa, and a wall with 'CHINATOWN HOTEL' signage.

5. Chinatown Hotel Chicago

Chinatown Hotel Chicago

1.5 star property

Chinatown

5.8 out of 10, (1,006 reviews)

5.8/10

(1,006 reviews)

"Cheap and very close to train station. 2miles away from the city."

Jonna

The price is RM318

RM318

RM374 total

includes taxes & fees

9 Nov - 10 Nov

Chinatown Hotel Chicago

A modern indoor pool area with clear glass walls, lounge chairs, and a view of city buildings.

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

A rooftop lounge with green cushioned seating, a small round table, and a view of city buildings.

A modern interior with wooden flooring, black furniture, and large windows offering city views.

6. Hotel 505 River North

Hotel 505 River North

4.5 star property

Downtown Chicago

9.2 out of 10, Wonderful, (3,009 reviews)

9.2/10

Wonderful

(3,009 reviews)

"Great stay!"

Miya

The price is RM564

RM564

RM801 total

includes taxes & fees

9 Dec - 10 Dec

Hotel 505 River North

A modern kitchen with a large window, a dining area, and a view of the sea.

A modern bar area with a long counter, multiple bar stools, and a mix of seating options including a high table and chairs.

A modern restaurant interior with a long counter, booths, and tables.

7. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop

3.0 star property

Downtown Chicago

8.8 out of 10, Excellent, (2,532 reviews)

8.8/10

Excellent

(2,532 reviews)

"Wonderful room and great breakfast buffet!"

Nicole

The price is RM428

RM428

RM509 total

includes taxes & fees

23 Nov - 24 Nov

Homewood Suites by Hilton Chicago Downtown South Loop

A grand hotel facade with classical architecture, featuring tall columns, ornate detailing, and a prominent entrance with a marquee.

A modern hotel lobby with a long bar, seating area, and large windows.

A staircase with black railings and a marble floor.

A spacious living area with a pool table, comfortable seating, a fireplace, and large windows.

8. Hyatt Place Chicago Medical/University District

Hyatt Place Chicago Medical/University District

3.0 star property

Near West Side

9.0 out of 10, Wonderful, (1,485 reviews)

9.0/10

Wonderful

(1,485 reviews)

"Staff very hospitable! Nice place."

John F

The price is RM428

RM428

RM509 total

includes taxes & fees

22 Nov - 23 Nov

Hyatt Place Chicago Medical/University District

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

A restaurant with outdoor seating, covered by umbrellas, and decorated with hanging planters.

A bar area with a large mural, bar stools, and a variety of bottles and glasses on the counter.

A modern living room with a sofa, chairs, a coffee table, and a bookshelf.

9. Le Méridien Essex Chicago

Le Méridien Essex Chicago

4.0 star property

Downtown Chicago

9.0 out of 10, Wonderful, (1,000 reviews)

9.0/10

Wonderful

(1,000 reviews)

"Fantastic location and facility. Comfortable bed and nice shower! Perfect hotel for the Bears Game!"

Taso

The price is RM455

RM455

RM613 total

includes taxes & fees

7 Dec - 8 Dec

Le Méridien Essex Chicago

A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.

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 waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

10. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property

Downtown Chicago

9.4 out of 10, Exceptional, (2,773 reviews)

9.4/10

Exceptional

(2,773 reviews)

"Best stay, wonderful property."

Bonnie

The price is RM531

RM531

RM772 total

includes taxes & fees

23 Nov - 24 Nov

Sable at Navy Pier Chicago, Curio Collection by Hilton

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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South Side Hotels with Entertainment

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Side hotels with entertainment

1. Hilton Vacation Club Hotel Blake Chicago

2. SpringHill Suites by Marriott Chicago Chinatown

3. Hilton Garden Inn Chicago Downtown South Loop

4. Jaslin Hotel

5. Chinatown Hotel Chicago

6. Hotel 505 River North

7. Homewood Suites by Hilton Chicago Downtown South Loop

8. Hyatt Place Chicago Medical/University District

9. Le Méridien Essex Chicago

10. Sable at Navy Pier Chicago, Curio Collection by Hilton

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