Hotels with Entertainment in Heart of Chicago, IL

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Explore 160 Hotels with Entertainment in Heart of Chicago from $131

Hyatt House Chicago Medical/University District
Hyatt House Chicago Medical/University District
Hotel
Chicago, IL, USA
2.9k from Heart of Chicago center

Accommodations, Parking, Pet-friendly, 4-star, Lodgings, Places to stay, Accessible hotels

8.5

Very Good

953 reviews

$196
Average price / night
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Designer Retreat 2BR w Cowboy Pool, Fire Pit  & Fast Access
Designer Retreat 2BR w Cowboy Pool, Fire Pit & Fast Access
Hotel
Chicago, IL, 60608, United States
1.6k from Heart of Chicago center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

New to Booking
$467
Average price / night
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Hyatt Place Chicago Medical/University District
Hyatt Place Chicago Medical/University District
Hotel
Chicago, IL, USA
2.9k from Heart of Chicago center

Accommodations, Parking, Pet-friendly, 4-star, Lodgings, Places to stay, Accessible hotels

8.4

Very Good

1534 reviews

$235
Average price / night
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Skyline 2BR in South Loop Chicago Near McCormick Place & Soldier Field
Skyline 2BR in South Loop Chicago Near McCormick Place & Soldier Field
Hotel
Chicago, IL, 60616, United States
4.2k from Heart of Chicago center

AC, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Laundry

New to Booking
$560
Average price / night
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Courtyard by Marriott Chicago at Medical District-UIC
Courtyard by Marriott Chicago at Medical District-UIC
Hotel
Chicago, IL, USA
3.0k from Heart of Chicago center

Accommodations, Parking, Marriott , 3-star, Lodgings, Places to stay, Family, Accessible hotels

8.5

Very Good

148 reviews

$264
Average price / night
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The Wheeler Mansion
The Wheeler Mansion
Hotel
2020 South Calumet Avenue, Chicago, IL, 60616, United States
4.7k from Heart of Chicago center

AC, Arcade, Babysitting, Bar, Barbecue, Breakfast Included, Business Services, Extra Bed, Free Parking

9.0

Fabulous

4 reviews

$723
Average price / night
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SpringHill Suites by Marriott Chicago Chinatown
SpringHill Suites by Marriott Chicago Chinatown
Hotel
Chicago, IL, USA
3.6k from Heart of Chicago center

Cheap, Accommodations, Parking, 3-star, Lodgings, Places to stay, Family, Self-catering, Accessible hotels

9.0

Fabulous

658 reviews

$212
Average price / night
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Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Hotel
118 North Jefferson Street, Chicago, IL, 60661, United States
4.8k from Heart of Chicago center

AC, Bar, Breakfast Included, Business Services, Crib, Elevator, Extra Bed, Fitness Equipment, Frontdesk 24 Hour

9.2

Superb

1000 reviews

$214
Average price / night
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Hampton Inn Chicago McCormick Place
Hampton Inn Chicago McCormick Place
Hotel
Chicago, IL, USA
4.4k from Heart of Chicago center

Cheap, Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.4

Very Good

788 reviews

$184
Average price / night
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Hampton Inn Chicago West Loop Fulton Market Area
Hampton Inn Chicago West Loop Fulton Market Area
Hotel
116 North Jefferson Street, Chicago, IL, 60661, United States
4.8k from Heart of Chicago center

AC, Bar, Breakfast Included, Business Services, Crib, Elevator, Fitness Equipment, Frontdesk 24 Hour, Grocery

9.4

Superb

1010 reviews

$214
Average price / night
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Hilton Garden Inn Chicago McCormick Place
Hilton Garden Inn Chicago McCormick Place
Hotel
Chicago, IL, USA
4.4k from Heart of Chicago center

Accommodations, Pools, Parking, Hilton , Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.0

Good

334 reviews

$161
Average price / night
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The Emily Hotel
The Emily Hotel
Hotel
311 North Morgan Street, Chicago, IL, 60607, United States
4.8k from Heart of Chicago center

AC, Bar, Breakfast Available, Business Services, Elevator, Fitness Equipment, Frontdesk 24 Hour, Housekeeping, Internet

9.2

Superb

1336 reviews

$283
Average price / night
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Home2 Suites By Hilton Chicago McCormick Place
Home2 Suites By Hilton Chicago McCormick Place
Hotel
Chicago, IL, USA
4.4k from Heart of Chicago center

Accommodations, Pools, Parking, Pet-friendly, 3-star, Lodgings, Places to stay, Accessible hotels

8.9

Fabulous

272 reviews

$258
Average price / night
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Marriott Marquis Chicago
Marriott Marquis Chicago
Hotel
Chicago, IL, USA
4.6k from Heart of Chicago center

Accommodations, Parking, Marriott , 4-star, Lodgings, Places to stay, Family, Accessible hotels

8.4

Very Good

350 reviews

$445
Average price / night
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Nobu Hotel Chicago
Nobu Hotel Chicago
Hotel
Heart of Chicago, Chicago, Illinois, USA
4.6k from Heart of Chicago center

Luxury, Accommodations, Pools, Parking, Pet-friendly, 5-star, Lodgings, Places to stay, Accessible hotels

8.9

Fabulous

428 reviews

$440
Average price / night
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Hyatt Regency McCormick Place Chicago
Hyatt Regency McCormick Place Chicago
Hotel
Chicago, IL, USA
4.7k from Heart of Chicago center

Accommodations, Pools, Parking, Romantic, 4-star, Lodgings, Places to stay, Family, Accessible hotels

8.3

Very Good

833 reviews

$1495
Average price / night
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The Buckingham Hotel
The Buckingham Hotel
Hotel
Chicago, IL, USA
4.8k from Heart of Chicago center

Cheap, Accommodations, Parking, Romantic, 3-star, Lodgings, Places to stay, Accessible hotels

9.0

Fabulous

775 reviews

$228
Average price / night
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Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South Loop
Hotel
Heart of Chicago, Chicago, Illinois, USA
4.8k from Heart of Chicago center

Accommodations, Pools, Parking, Hilton , 3-star, Lodgings, Hot tubs, Places to stay, Accessible hotels

8.0

Good

467 reviews

$169
Average price / night
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Homewood Suites By Hilton Chicago Downtown South Loop
Homewood Suites By Hilton Chicago Downtown South Loop
Hotel
Heart of Chicago, Chicago, Illinois, USA
4.8k from Heart of Chicago center

Cheap, Accommodations, Pools, Parking, Hilton , 3-star, Lodgings, Hot tubs, Places to stay

8.1

Very Good

720 reviews

$131
Average price / night
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Best Western Grant Park Hotel
Best Western Grant Park Hotel
Hotel
Heart of Chicago, Chicago, Illinois, USA
4.8k from Heart of Chicago center

Accommodations, Parking, Best western , 3-star, Lodgings, Places to stay, Accessible hotels

7.5

Good

1423 reviews

$135
Average price / night
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The Hoxton, Chicago
The Hoxton, Chicago
Hotel
Chicago, IL, USA
4.8k from Heart of Chicago center

Accommodations, Pools, Parking, Pet-friendly, 4-star, Lodgings, Places to stay

8.3

Very Good

281 reviews

$316
Average price / night
Check Availability

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Heart of Chicago Hotels with Entertainment on the Map

Frequently Asked Questions

Entertainment offerings may include live music, cultural shows, game rooms, or on-site events depending on the hotel’s category and facilities.

Some hotels include basic entertainment at no extra cost, while others may charge separately for premium shows or special events.

Hotels with entertainment in Heart of Chicago generally start from around $131 per night, depending on the level of facilities and activities offered.

Yes, many entertainment-focused hotels are designed for families and groups, offering activities suitable for both adults and children.

Along with entertainment options, many properties also offer Entertainment, Guest Services, and Accessibility for a more complete stay experience.