Exclusive Skydive Chicago Vacation Deals

Skydive Chicago vacation package deals

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,216, price is now CA $809 per person
CA $809
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) 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.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,969, price is now CA $1,265 per person
CA $1,265
per person
Dec 31 - Jan 6
found 13 hours ago
Roundtrip non-stop flight included
Saskatoon (YXE) to Chicago (ORD)
Stay at this 4-star family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,439, price is now CA $966 per person
CA $966
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,757, price is now CA $1,204 per person
CA $1,204
per person
Dec 31 - Jan 6
found 13 hours ago
Roundtrip non-stop flight included
Saskatoon (YXE) to Chicago (ORD)
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $2,848, price is now CA $1,968 per person
CA $1,968
per person
Dec 4 - Dec 8
found 6 hours ago
Roundtrip non-stop flight included
Saskatoon (YXE) 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 in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,182, price is now CA $824 per person
CA $824
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
Stay at this 4-star 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 United Center and Chicago Riverwalk are located nearby.

Frequently asked questions

How much are vacation packages to Skydive Chicago?
A fantastic CA $809 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 665,000 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.
Can I go on vacation to Skydive Chicago at this time?
Learn all the info you should know about quarantine policies and travel restrictions before you head for Skydive Chicago. Our Covid-19 Travel Advisor is full of advice to help make your trip relaxed and stress-free.

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
The price is CA $131 per night
CA $131
CA $145 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this business-friendly hotel in Ottawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Dayton Ridge Golf Club and Reddick Mansion are located nearby.
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
The price is CA $100 per night
CA $100
CA $111 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Ottawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Dayton Ridge Golf Club and Reddick Mansion are located nearby.
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
The price is CA $204 per night
CA $204
CA $227 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this business-friendly hotel in Ottawa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dayton Ridge Golf Club and Reddick Mansion are located nearby.
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.