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Exclusive Hollywood Casino Vacation Deals
Hollywood Casino vacation package deals
Price found within the past 48 hours. Click for updated prices.
![Arlo Chicago](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/0a75f592_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Arlo Chicago
Downtown Chicago
Save 100% on your flight
per person
Jul 26 - Jul 29
found 4 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Dry cleaning and a safe deposit box are also provided.
![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/425695dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Jul 26 - Jul 29
found 4 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
![Virgin Hotels Chicago](https://images.trvl-media.com/lodging/10000000/9120000/9119600/9119528/63f8ab3d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Virgin Hotels Chicago
Downtown Chicago
Save 100% on your flight
per person
Jul 26 - Jul 29
found 4 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
A nightclub, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the a rooftop terrace, bar/lounge, and limo/town car service.
![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/f201150c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Pendry Chicago
Downtown Chicago
Save 100% on your flight
per person
Jul 26 - Jul 29
found 4 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.
![Hyatt Place Chicago/Downtown - The Loop](https://images.trvl-media.com/lodging/12000000/11070000/11062300/11062225/387b811c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
Save 100% on your flight
per person
Jul 26 - Jul 29
found 4 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
![W Chicago - Lakeshore](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/ef4af048_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
W Chicago - Lakeshore
Downtown Chicago
Save 100% on your flight
per person
Jul 26 - Jul 29
found 4 hours ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and express check-in are also provided.
Frequently asked questions
Top Hollywood Casino hotel deals
![Hotel Arista](https://images.trvl-media.com/lodging/3000000/2150000/2141800/2141763/a6c36a1d_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hotel Arista
2139 City Gate Ln, Naperville, IL
Free Cancellation
Reserve now, pay when you stay
The price is $229 per night
$229
per night
Jun 23 - Jun 24
A full-service spa, 3 restaurants, and a gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and an area shuttle.
Spa
Parking included
![Tru by Hilton Naperville Chicago](https://images.trvl-media.com/lodging/77000000/76460000/76456700/76456627/f292e302_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Tru by Hilton Naperville Chicago
1809 WEST DIEHL RD, Naperville, IL
Free Cancellation
Reserve now, pay when you stay
The price is $93 per night
$93
per night
Jun 30 - Jul 1
This hotel features an indoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, dry cleaning, and luggage storage are also on offer.
Pool
Pet friendly
![DoubleTree by Hilton Lisle Naperville](https://images.trvl-media.com/lodging/1000000/10000/9600/9529/a70fa025_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
DoubleTree by Hilton Lisle Naperville
3003 Corporate West Dr, Naperville, IL
Free Cancellation
Reserve now, pay when you stay
The price is $79 per night
$79
per night
Jun 30 - Jul 1
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking and a free area shuttle.
Pool
Hot Tub
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View all propertiesLowest 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.