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Jump America Vacation Packages

Jump America Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Aloft Chicago Downtown River North

Aloft Chicago Downtown River North

3.5 out of 5
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Baymont by Wyndham Portage Indiana Dunes

Baymont by Wyndham Portage Indiana Dunes

2.5 out of 5
per person
Dec 26 - Jan 1
found 22 hours ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Book a stay at this business-friendly hotel in Portage. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions East Branch and Founders' Square Park are located nearby.
Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Save 100% on your flight
per person
Dec 21 - Dec 29
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Hilton Chicago/Northbrook

Hilton Chicago/Northbrook

4 out of 5
per person
Dec 27 - Jan 1
found 16 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Stay at this hotel in Northbrook. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions River Trail Nature Center and Camp Pine Woods are located nearby.
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Save 100% on your flight
per person
Dec 29 - Jan 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pendry Chicago

Pendry Chicago

4.5 out of 5
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Homewood Suites by Hilton Chicago Downtown West Loop

Homewood Suites by Hilton Chicago Downtown West Loop

3 out of 5
Save 100% on your flight
per person
Dec 21 - Dec 29
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Save 100% on your flight
per person
Dec 25 - Dec 29
found 6 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
21c Museum Hotel Chicago

21c Museum Hotel Chicago

4 out of 5
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Chicago (ORD)
Book a stay at this business-friendly hotel in Evanston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clark Street Beach and Halim Time & Glass Museum are located nearby.

3-4 Night Vacations in Jump America

Price found within the past 48 hours. Click for updated prices.
Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jan 2 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
Dec 30 - Jan 2
found 14 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)

5-7 Night Vacations in Jump America

Price found within the past 48 hours. Click for updated prices.
Holiday Inn & Suites Chicago - Downtown, an IHG Hotel

Holiday Inn & Suites Chicago - Downtown, an IHG Hotel

3 out of 5
Downtown Chicago
per person
Dec 18 - Dec 23
found 15 hours ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Houston (IAH) to Chicago (ORD)
Hilton Chicago/Northbrook

Hilton Chicago/Northbrook

4 out of 5
per person
Dec 27 - Jan 1
found 16 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (ORD)
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Dec 21 - Dec 27
found 13 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)

Jump America Last Minute Hotel Deals

La Quinta Inn & Suites by Wyndham Chicago Gurnee
La Quinta Inn & Suites by Wyndham Chicago Gurnee
2.5 out of 5
5688 Northridge Rd, Gurnee, IL
Book a stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
La Quinta Inn & Suites by Wyndham Chicago Gurnee
Wingate by Wyndham Gurnee
Wingate by Wyndham Gurnee
2.5 out of 5
6090 Gurnee Mills Blvd E, Gurnee, IL
Book a stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Wingate by Wyndham Gurnee
Great Wolf Lodge Illinois
Great Wolf Lodge Illinois
3 out of 5
1700 Nations Dr, Gurnee, IL
Stay at this 3-star family-friendly resort in Gurnee. Enjoy 6 indoor pools, 5 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
Great Wolf Lodge Illinois
Hampton Inn Chicago - Gurnee
Hampton Inn Chicago - Gurnee
2.5 out of 5
5550 Grand Ave, Gurnee, IL
Book a stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Hampton Inn Chicago - Gurnee
Holiday Inn Chicago North - Gurnee
Holiday Inn Chicago North - Gurnee
3 out of 5
6161 West Grand Ave, Gurnee, IL
Stay at this 3-star business-friendly hotel in Gurnee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Holiday Inn Chicago North - Gurnee
Country Inn & Suites by Radisson, Gurnee, IL
Country Inn & Suites by Radisson, Gurnee, IL
2.5 out of 5
5420 Grand Ave, Gurnee, IL
Book a stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Country Inn & Suites by Radisson, Gurnee, IL
Baymont by Wyndham Gurnee
Baymont by Wyndham Gurnee
2.5 out of 5
5430 Grand Ave, Gurnee, IL
Book a stay at this business-friendly hotel in Gurnee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Baymont by Wyndham Gurnee
WoodSpring Suites Gurnee - Chicago
WoodSpring Suites Gurnee - Chicago
2.5 out of 5
5742 Northridge Drive, Gurnee, IL
Stay at this hotel in Gurnee. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Six Flags Great America and Gurnee Mills are located ...
WoodSpring Suites Gurnee - Chicago
See all 408 properties in Jump America
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 Jump America

With Hotwire, booking your next trip to Chicago 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 Jump America 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 Jump America flight and hotel package for as low as $312.

Living it up in Chicago means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Jump America, Chicago 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 Jump America for some of the best accommodations and flight deals.

FAQs about cheap Jump America packages:

How to get cheap vacation deals to Jump America?

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 $62.

How much are Jump America packages?

Vacation packages to Jump America 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 $312.

How to find cheap car rentals near Jump America?

Hotwire partners with some of the most reliable car rental companies in Chicago to bring you the best car rental deals in Jump America 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 Jump America now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Jump America 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.