Experience the Ultimate Thrill: Tandem Skydive from 14,000 Feet with Stunning Chicago Views
Lauren
Embark on an unforgettable tandem skydive adventure with USPA-certified instructors, offering unparalleled views of the Chicago skyline from 14,000 feet. It's the ultimate thrill-seeker's experience and a perfect gift for adrenaline junkies.
Highlights
Leap into adventure with a tandem skydive from 14,000 feet, delivering an unparalleled adrenaline rush.
Soar with USPA-certified skydiving instructors ensuring professional guidance and a safe, thrilling experience.
Discover breathtaking panoramic views of the Chicago skyline and Lake Michigan's south shore during your descent.
Receive comprehensive ground training and essential gear including full-body jumpsuits, gloves, and hats for a comfortable jump.
Give the perfect gift of an exhilarating, bucket-list-worthy adventure that creates lasting memories and incredible stories.
Video and photo packages are not included but can be purchased directly from the merchant at the time of your jump.
What To Expect

Plan Your Visit
- Operating HoursThe skydiving season runs from early April to early November 2026. Hours may vary by day and availability; please check the merchant's website for the most up-to-date information.
- DurationAllow approximately 3 hours for the entire skydiving experience, including training and jump.
How It Works
1. Grab the Deal
Buy your Groupon first!
2. Plan your visit
Contact the merchant following the instructions on your Groupon.
3. Redeem your Mobile Ticket
Scan your Groupon upon arrival.
4. Enjoy the Experience!
FAQs
How experienced are the instructors at Skydive Windy City?
Skydive Windy City boasts a highly experienced team with over 45,000 combined skydives. All instructors are USPA-certified, ensuring professional guidance and a safe, thrilling experience. They also have a stellar rating of 4.9 stars from over 1,500 Groupon customers.
What does a tandem skydive jump with Skydive Windy City include?
Your tandem skydive jump includes comprehensive ground training, professional guidance from USPA-certified instructors, all essential skydiving gear such as full-body jumpsuits, gloves, and hats, and the exhilarating jump itself safely harnessed to an instructor.
What should I wear for my skydive?
For your comfort and safety, it is recommended to wear lace-up sneakers and comfortable clothing that you don’t mind getting a bit dirty during your adventure. Full-body jumpsuits, gloves, and hats will be provided.
How long does the entire skydiving experience take?
The entire skydiving adventure, from arrival and training to your jump and landing, is an efficient process that typically takes about three hours to complete, allowing you to maximize your day.
Are photos or videos of my skydive included in this offer?
No, video and photo packages are not included with this offer. However, you will have the option to purchase them directly from Skydive Windy City at the time of your jump to capture your unforgettable experience.
Embark on an unforgettable tandem skydive adventure with USPA-certified instructors, offering unparalleled views of the Chicago skyline from 14,000 feet. It's the ultimate thrill-seeker's experience and a perfect gift for adrenaline junkies.
Highlights
Leap into adventure with a tandem skydive from 14,000 feet, delivering an unparalleled adrenaline rush.
Soar with USPA-certified skydiving instructors ensuring professional guidance and a safe, thrilling experience.
Discover breathtaking panoramic views of the Chicago skyline and Lake Michigan's south shore during your descent.
Receive comprehensive ground training and essential gear including full-body jumpsuits, gloves, and hats for a comfortable jump.
Give the perfect gift of an exhilarating, bucket-list-worthy adventure that creates lasting memories and incredible stories.
Video and photo packages are not included but can be purchased directly from the merchant at the time of your jump.
What To Expect

Plan Your Visit
- Operating HoursThe skydiving season runs from early April to early November 2026. Hours may vary by day and availability; please check the merchant's website for the most up-to-date information.
- DurationAllow approximately 3 hours for the entire skydiving experience, including training and jump.
How It Works
1. Grab the Deal
Buy your Groupon first!
2. Plan your visit
Contact the merchant following the instructions on your Groupon.
3. Redeem your Mobile Ticket
Scan your Groupon upon arrival.
4. Enjoy the Experience!
FAQs
How experienced are the instructors at Skydive Windy City?
Skydive Windy City boasts a highly experienced team with over 45,000 combined skydives. All instructors are USPA-certified, ensuring professional guidance and a safe, thrilling experience. They also have a stellar rating of 4.9 stars from over 1,500 Groupon customers.
What does a tandem skydive jump with Skydive Windy City include?
Your tandem skydive jump includes comprehensive ground training, professional guidance from USPA-certified instructors, all essential skydiving gear such as full-body jumpsuits, gloves, and hats, and the exhilarating jump itself safely harnessed to an instructor.
What should I wear for my skydive?
For your comfort and safety, it is recommended to wear lace-up sneakers and comfortable clothing that you don’t mind getting a bit dirty during your adventure. Full-body jumpsuits, gloves, and hats will be provided.
How long does the entire skydiving experience take?
The entire skydiving adventure, from arrival and training to your jump and landing, is an efficient process that typically takes about three hours to complete, allowing you to maximize your day.
Are photos or videos of my skydive included in this offer?
No, video and photo packages are not included with this offer. However, you will have the option to purchase them directly from Skydive Windy City at the time of your jump to capture your unforgettable experience.
Need To Know Info
- 3 day hassle-free refund guarantee - Free cancellation for up to 3 days after purchase for unredeemed vouchers. Valid days and hours: 8AM-6PM every day (Monday-Sunday)
- Purchase: Limit 1 per visit. Valid for 12 months. May be repurchased every 30 days. Limit 1 per booking. Limit 3 per person.
- Booking: Reservation required, click this link to reserve your spot with a $39 refundable deposit, at https://bookings.burblesoft.com/12691/18. Deposit refunded when checking into facility for appointment.
- Restrictions: Must be 18 or older. Subject to weather. Subject to availability. Must sign online waiver at least 24 hours prior to appointment to avoid $10 extra fee. Valid only for option purchased. Additional $40 fee applies to anyone from 210 pounds to 250 pounds. All customers must be under the maximum weight for their height as per height/weight chart. Max 250 lbs. Must bring a Government-issued picture ID (passport, driver's license, or state ID. Must bring Groupon voucher code, either printed out or on your phone.