Exclusive Skydive Chicago Vacation Deals

Skydive Chicago vacation package deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations at Lake Geneva Resort by IHG

Holiday Inn Club Vacations at Lake Geneva Resort by IHG

3.5 out of 5
Save 100% on your flight
Price was $407, price is now $286 per person
$286
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This smoke-free resort features a golf course, a full-service spa, and a water park. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy a meal in one of the 4 restaurants and free perks like free self parking and an area shuttle.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,113, price is now $645 per person
$645
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,293, price is now $849 per person
$849
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
A full-service spa, 2 restaurants, and a gym are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. A business center, a terrace, and dry cleaning are also on offer.
The French Country Inn Lake Geneva

The French Country Inn Lake Geneva

3 out of 5
Save 100% on your flight
Price was $456, price is now $315 per person
$315
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
A private beach and a restaurant are featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, luggage storage, and concierge services are also on offer.
Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $960, price is now $683 per person
$683
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $748, price is now $540 per person
$540
per person
Mar 14 - Mar 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet breakfast each morning.

Frequently asked questions

How much are vacation packages to Skydive Chicago?
A fantastic $286 package deal can be booked for your journey to Skydive Chicago. Why not let Travelocity take all the stress out of sorting out your travel plans? The good thing about combining your hotel and flights is that it'll save you a tidy sum. And who wouldn't love a little extra cash to play with?
Where can I get the best vacation package deals for Skydive Chicago?
There's no need to look any further than Travelocity. With no less than 400 air carriers and 1,000,000 properties around the world, it's easy to put together a Skydive Chicago package deal that ticks all your boxes.
Why should I book my Skydive Chicago vacation package with Travelocity?
With first-rate service, support available 24/7 and some of the most perfect getaways on offer, you'll never wander alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.

Top Skydive Chicago hotel deals

Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Starved Rock, Outdoor Collection by Marriott Bonvoy

2 out of 5
1879 N 2703rd Rd Ottawa IL
$149 nightly
The price is $165 total per night
$165 total
Jan 27 - Jan 28
Total with taxes and fees
This cabin includes express check-out and a virtual front desk. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Take advantage of the free self parking.
Kitchen
Pet friendly
Ottawa Cabin: Hot Tub, Wraparound Deck, Games

Ottawa Cabin: Hot Tub, Wraparound Deck, Games

Ottawa IL
This cabin features a hot tub and a sauna. Families will appreciate the arcade/game room and barbecue grills. A garden is also provided.
Pool
Hot Tub
Comfort Inn Ottawa Starved Rock Area

Comfort Inn Ottawa Starved Rock Area

2.5 out of 5
120 W. Stevenson Road Ottawa IL
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $109 total per night
$109 total
Jan 27 - Jan 28
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
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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.

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