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Hollywood Casino Vacation Packages

Hollywood Casino Flight + Hotel Packages

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby. Discover genuine guest reviews for Trump International Hotel & Tower Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the bar in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby. Discover genuine guest reviews for LondonHouse Chicago, Curio Collection by Hilton, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a nightclub, and a rooftop terrace. Our guests praise the restaurant and the bar in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby. Discover genuine guest reviews for Virgin Hotels Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
Stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast. Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for DoubleTree by Hilton Chicago - Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Chicago Marriott Downtown Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
Stay at this 4-star spa aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Level Chicago – Old Town, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
per person
May 23 - May 28
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for The Peninsula Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
Stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast, and a 24-hour health club. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Millennium Park and Art Institute of Chicago are located nearby. Discover genuine guest reviews for Palmer House a Hilton Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a fitness center, and valet parking. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Thompson Chicago, by Hyatt, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Pendry Chicago

Pendry Chicago

4.5 out of 5
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby. Discover genuine guest reviews for Pendry Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Viceroy Chicago

Viceroy Chicago

4.5 out of 5
per person
Jun 6 - Jun 10
Roundtrip non-stop flight included
Dallas (DAL) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby. Discover genuine guest reviews for Viceroy Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
per person
May 23 - May 28
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby. Discover genuine guest reviews for Sable at Navy Pier Chicago, Curio Collection by Hilton, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Prices and availability subject to change. Additional terms may apply.

3-4 Night Vacations in Hollywood Casino

Fairmont Chicago at Millennium Park Gold Experience

Fairmont Chicago at Millennium Park Gold Experience

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 12 - Jun 15
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 12 - Jun 15
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun 12 - Jun 15
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

3.5 out of 5
Lakeview
Save 100% on your flight
per person
May 23 - May 26
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Prices and availability subject to change. Additional terms may apply.

5-7 Night Vacations in Hollywood Casino

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
May 23 - May 28
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
May 23 - May 28
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
May 23 - May 28
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
May 23 - May 28
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Prices and availability subject to change. Additional terms may apply.

Hollywood Casino Last Minute Hotel Deals

Best Western Chicago - Downers Grove
Best Western Chicago - Downers Grove
2.5 out of 5
3010 Finley Rd, Downers Grove, IL
Stay at this business-friendly hotel in Downers Grove. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Best Western Chicago - Downers Grove
Tru by Hilton Naperville Chicago
Tru by Hilton Naperville Chicago
2.5 out of 5
1809 WEST DIEHL RD, Naperville, IL
Stay at this hotel in Naperville. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
Tru by Hilton Naperville Chicago
Hotel Arista
Hotel Arista
4.5 out of 5
2139 City Gate Ln, Naperville, IL
Stay at this 4.5-star luxury hotel in Naperville. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in ...
Hotel Arista
DoubleTree by Hilton Lisle Naperville
DoubleTree by Hilton Lisle Naperville
4 out of 5
3003 Corporate West Dr, Naperville, IL
Stay at this 4-star business-friendly hotel in Naperville. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms ...
DoubleTree by Hilton Lisle Naperville
Embassy Suites by Hilton Chicago Naperville
Embassy Suites by Hilton Chicago Naperville
3.5 out of 5
1823 Abriter Court, Naperville, IL
Stay at this 3.5-star business-friendly hotel in Naperville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Embassy Suites by Hilton Chicago Naperville
SureStay Plus Hotel by Best Western Chicago Lombard
SureStay Plus Hotel by Best Western Chicago Lombard
2.5 out of 5
222 E 22nd Street, Lombard, IL
Stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free parking, and WiFi. Our guests praise the breakfast and the helpful staff in our reviews. ...
SureStay Plus Hotel by Best Western Chicago Lombard
Hampton Inn & Suites Downers Grove Chicago
Hampton Inn & Suites Downers Grove Chicago
2.5 out of 5
1500 Opus Place, Downers Grove, IL
Stay at this business-friendly hotel in Downers Grove. Enjoy free parking, an outdoor pool, and a fitness center. Our guests praise the helpful staff and the ...
Hampton Inn & Suites Downers Grove Chicago
The Westin Chicago Lombard
The Westin Chicago Lombard
4 out of 5
70 Yorktown Center, Lombard, IL
Stay at this 4-star business-friendly hotel in Lombard. Enjoy 2 restaurants, breakfast, and WiFi. Our guests praise the pool and the helpful staff in our reviews. ...
The Westin Chicago Lombard
See all 1,555 properties in Hollywood Casino
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.

Book the perfect getaway to Hollywood Casino

With Hotwire, booking your next trip to Aurora is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Hollywood Casino while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Hollywood Casino flight and hotel package for as low as $538.

Living it up in Aurora means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Hollywood Casino, Aurora vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Hollywood Casino for some of the best accommodations and flight deals.

FAQs about cheap Hollywood Casino packages:

How to get cheap vacation deals to Hollywood Casino?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $76.

How much are Hollywood Casino packages?

Vacation packages to Hollywood Casino vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $538.

How to find cheap car rentals near Hollywood Casino?

Hotwire partners with some of the most reliable car rental companies in Aurora to bring you the best car rental deals in Hollywood Casino for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Hollywood Casino now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Hollywood Casino right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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