Exclusive Skydive Chicago Vacation Deals

Skydive Chicago vacation package deals

Price found within the past 48 hours. Click for updated prices.
InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
Downtown Chicago
per person
Aug. 25 - Aug. 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this historic hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 21 - Aug. 27
found 2 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) 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 restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 12 - Aug. 19
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the restaurant and the bar in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 20 - Aug. 26
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Stay at this 4.5-star luxury hotel in Chicago. Enjoy 2 restaurants, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 21 - Aug. 27
found 2 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) 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.
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 21 - Aug. 27
found 2 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Frequently asked questions

How much are vacation packages to Skydive Chicago?
A fantastic CA $1,032 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

Holiday Inn Express & Suites Ottawa, an IHG Hotel

Holiday Inn Express & Suites Ottawa, an IHG Hotel

2.5 out of 5
2850 Columbus Street, Ottawa, IL
Free cancellation
The price is CA $212 per night
CA $212
per night
Jun. 16 - Jun. 17
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 Appellate Court are located nearby.
Pool
Breakfast included
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 $155 per night
CA $155
per night
Jun. 16 - Jun. 17
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 Appellate Court are located nearby.
Hot tub
Pet-friendly
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 $180 per night
CA $180
per night
Jun. 23 - Jun. 24
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 Appellate Court are located nearby.
Hot tub
Pet-friendly
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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.

Best Lodging Options Near Skydive Chicago