Home » Chicago Skydives

All Chicago Tandem Skydives

Enjoy a thrilling skydiving experience near the Windy City of Chicago!

We work hard to ensure you have a safe, comfortable and memorable skydiving experience. Our competitive prices, breathtaking views, convenient location and friendly service make us Chicago’s favorite skydiving center. Why skydive anywhere else? Select a basic tandem flight, choose one of our flex or VIP jumping options, or join us for a special event. Skydive Windy City accommodates all experience levels, so book your Chicago skydiving experience today!

Tandem Skydive

If you’re looking for a real thrill, you can’t top the adrenaline rush you’ll get from tandem skydiving near Chicago! Feel the excitement as you jump into freefall and enjoy views of the city skyline.

Flex Tandem Skydive

Save an extra $30 per person (on top of group and other discounts) on Flex Tandem Skydives. Skydive Windy City is Chicago’s safest, closest, and most scenic skydiving center.

VIP Tandem Skydive

Go skydiving like a VIP! You choose the day you want to jump and you can come in anytime you would like. VIP Tandem Jumpers will be checked in, trained, and put on the next flight!

Contact Information

Our Location

Book Direct

Cancellation Policy

Visit Our Terms and Conditions Page for a full list of policies.

Payments are refundable if I cancel via email with at least 24 hours notice or I cannot skydive due to weather conditions.
I will be at least 18 years old on the day of my jump (if jumping on 18th birthday, waiver fee will not be charged if you complete waiver morning of jump).
All jumpers must be under the maximum weight for their height according to our height weight chart. If you are between 210 and 239 pounds (and under max weight for height), you will be charged an extra $30.00 for your skydive. If you are between 240 and 270 pounds (and under max weight for height), you will be charged an extra $50.00 for your skydive.
I will spend at least three hours at Skydive Windy City.
If I do not show up for my appointment I may forfeit my deposit and may be charged full price and/or my voucher redeemed.
All jumpers must sign a comprehensive legal waiver of rights to participate. The waiver must be completed online at least 24 hours in advance of check-in time to avoid an extra $10 charge (per person).
All skydives take place at the Michigan City Airport, 1300 Hwy 212, Michigan City Indiana.

Chicago Skydives