Exclusive Skydive Chicago Vacation Deals

Skydive Chicago vacation package deals

Price found within the past 48 hours. Click for updated prices.
Hotel Versey Chicago Lincoln Park

Hotel Versey Chicago Lincoln Park

3 out of 5
Lakeview
Save 100% on your flight
Price was $607, price is now $389 per person
$389
per person
Dec 15 - Dec 20
found 15 hours ago
Roundtrip flight included
Orlando (MCO) to Chicago (ORD)
This hotel features free WiFi in public areas, concierge services, and self parking. There's luggage storage and multilingual staff can provide around-the-clock assistance.
Art Villa

Art Villa

5 out of 5
West Town
Save 100% on your flight
Price was $1,110, price is now $664 per person
$664
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
A full-service spa and a hot tub are featured at this luxury aparthotel. Enjoy the a rooftop terrace and perks like free self parking and a free airport shuttle. Free WiFi in public areas, a garden, and a lobby fireplace are also on offer.
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,952, price is now $1,772 per person
$1,772
per person
Dec 27 - Jan 3
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the indoor pool and perks like a free area shuttle.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $745, price is now $453 per person
$453
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $723, price is now $457 per person
$457
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DAL) 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.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $770, price is now $506 per person
$506
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.

Frequently asked questions

How much are vacation packages to Skydive Chicago?
A fantastic $389 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

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
$94 nightly
The price is $104 total per night
$104 total
Nov 2 - Nov 3
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
Super 8 by Wyndham Ottawa Starved Rock

Super 8 by Wyndham Ottawa Starved Rock

2 out of 5
500 East Etna Rd., Ottawa, IL
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $79 total per night
$79 total
Oct 31 - Nov 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the laundry service. A computer station, laundry facilities, and free newspapers are also on offer.
Breakfast included
Parking included
Fairfield Inn & Suites by Marriott Ottawa Starved Rock Area

Fairfield Inn & Suites by Marriott Ottawa Starved Rock Area

2.5 out of 5
3000 Fairfield Ln, Ottawa, IL
Free Cancellation
Reserve now, pay when you stay
$146 nightly
The price is $162 total per night
$162 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Skydive Chicago
View all properties
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.

Explore More Ways to Travel with Travelocity