Hollywood Casino vacation package deals
Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Elk Grove Village/O'Hare
Save 100% on your flight
per person
Aug 9 - Aug 13
found 3 hours ago
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
A casino and a restaurant are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
The Peninsula Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 14 - Aug 17
found 5 hours ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the gym and perks like free WiFi.
Virgin Hotels Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 14 - Aug 17
found 5 hours ago
Roundtrip flight included
Jacksonville (JAX) 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.
Sonesta Chicago O'Hare Airport Rosemont
O'Hare
Save 100% on your flight
per person
Aug 9 - Aug 13
found 3 hours ago
Roundtrip flight included
Miami (MIA) 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 WiFi in public areas. Self parking, dry cleaning, and luggage storage are also offered.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 14 - Aug 17
found 5 hours ago
Roundtrip flight included
Jacksonville (JAX) 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.
Super 8 by Wyndham Chicago O'Hare Airport
Save 100% on your flight
per person
Aug 9 - Aug 13
found 2 hours ago
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free airport shuttle. Guests will appreciate freebies like continental breakfast and free self parking.
Frequently asked questions
Top Hollywood Casino hotel deals
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.
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.
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.
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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.