Tandem Skydive with Instructor 14000 Feet Above Chicago with All Gear Included!
Jessica
Feel your adrenaline surge as you take in breathtaking views, strapped to a USPA-certified instructor for the thrill of a lifetime! Perfect for adrenaline-seekers, tourists and locals alike who want to experience the Chicago skyline from a new perspective!
Highlights
Tandem skydiving with Skydive Windy City for Up to 4 People
Safely harnessed to a professional instructor so you can enjoy the ride!
Receive thorough training and safety protocols to ensure your jump is both thrilling and secure
Full-body jumpsuits, gloves, and hats provided at no extra charge!
Unparalleled views from Chicago to Lake Michigan's south shore
Perfect for Gifting! Give a once in a lifetime adventure!
What To Expect

Plan Your Visit
- Operating HoursSeason runs: April 6th - November 5th
Jumps run 8AM-6PM every day (Monday-Sunday)
Operating hours may change - book your slot after purchase! - DurationThe entire experience lasts between 2 - 3 hours
How It Works
1. Grab the Deal
Buy your Groupon first!
2. Plan your Visit
Follow the link on your Groupon to select the date.
3. Redeem your Mobile Ticket
Enter your Groupon code at checkout.
4. Enjoy the Experience!
FAQs
Are there any restrictions for Skydive Windy City skydivers?
All participants must be 18 or older. An 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 the weight and hieght chart, and the maximum weight is 250 lbs.
What makes Skydive Windy City different from other skydiving operators?
Skydive Windy City offers a unique skydiving experience, featuring breathtaking views that stretch from downtown Chicago to Lake Michigan. With a highly experienced team of instructors and a focus on safety, they ensure that your jump is as thrilling as it is memorable. Their location and scenic jump routes make them stand out as one of the best skydiving experiences in the Chicago area.
How high do you jump from Skydive Windy City?
At Skydive Windy City, you’ll jump from a thrilling 14,000 feet, offering an incredible freefall experience with stunning aerial views of Chicago and Lake Michigan. This altitude gives you a longer freefall and more time to soak in the breathtaking scenery.
What are the safety measures at Skydive Windy City?
Safety is the top priority at Skydive Windy City. All jumps are conducted with experienced, certified instructors, using state-of-the-art equipment. Each skydiving session includes thorough pre-jump training, and the equipment undergoes rigorous inspections to ensure top-quality standards. They adhere to strict safety protocols established by the United States Parachute Association (USPA).
Is skydiving at Skydive Windy City suitable for beginners?
Yes, Skydive Windy City is perfect for beginners! They specialize in tandem skydiving, where you’ll be securely harnessed to an experienced instructor who will guide you through every step of the jump. No previous skydiving experience is required—just a sense of adventure and a willingness to try something unforgettable!
Feel your adrenaline surge as you take in breathtaking views, strapped to a USPA-certified instructor for the thrill of a lifetime! Perfect for adrenaline-seekers, tourists and locals alike who want to experience the Chicago skyline from a new perspective!
Highlights
Tandem skydiving with Skydive Windy City for Up to 4 People
Safely harnessed to a professional instructor so you can enjoy the ride!
Receive thorough training and safety protocols to ensure your jump is both thrilling and secure
Full-body jumpsuits, gloves, and hats provided at no extra charge!
Unparalleled views from Chicago to Lake Michigan's south shore
Perfect for Gifting! Give a once in a lifetime adventure!
What To Expect

Plan Your Visit
- Operating HoursSeason runs: April 6th - November 5th
Jumps run 8AM-6PM every day (Monday-Sunday)
Operating hours may change - book your slot after purchase! - DurationThe entire experience lasts between 2 - 3 hours
How It Works
1. Grab the Deal
Buy your Groupon first!
2. Plan your Visit
Follow the link on your Groupon to select the date.
3. Redeem your Mobile Ticket
Enter your Groupon code at checkout.
4. Enjoy the Experience!
FAQs
Are there any restrictions for Skydive Windy City skydivers?
All participants must be 18 or older. An 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 the weight and hieght chart, and the maximum weight is 250 lbs.
What makes Skydive Windy City different from other skydiving operators?
Skydive Windy City offers a unique skydiving experience, featuring breathtaking views that stretch from downtown Chicago to Lake Michigan. With a highly experienced team of instructors and a focus on safety, they ensure that your jump is as thrilling as it is memorable. Their location and scenic jump routes make them stand out as one of the best skydiving experiences in the Chicago area.
How high do you jump from Skydive Windy City?
At Skydive Windy City, you’ll jump from a thrilling 14,000 feet, offering an incredible freefall experience with stunning aerial views of Chicago and Lake Michigan. This altitude gives you a longer freefall and more time to soak in the breathtaking scenery.
What are the safety measures at Skydive Windy City?
Safety is the top priority at Skydive Windy City. All jumps are conducted with experienced, certified instructors, using state-of-the-art equipment. Each skydiving session includes thorough pre-jump training, and the equipment undergoes rigorous inspections to ensure top-quality standards. They adhere to strict safety protocols established by the United States Parachute Association (USPA).
Is skydiving at Skydive Windy City suitable for beginners?
Yes, Skydive Windy City is perfect for beginners! They specialize in tandem skydiving, where you’ll be securely harnessed to an experienced instructor who will guide you through every step of the jump. No previous skydiving experience is required—just a sense of adventure and a willingness to try something unforgettable!
Need To Know Info
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About Skydive Windy City Michigan City, Indiana
When it comes to appreciating Chicago's skyline, few experiences can stack up against Skydive Windy City. Just an hour south of the Loop, (the closest jump site to Chicago) jumpers freefall toward breathtaking scenery from over a mile up. On their way down they'll have a clear shot from Chicago to Lake Michigan's south shore, and much of northwest Indiana. Tandem jumpers can enjoy the exhilaration without any worries thanks to professional, experienced instructors who are strapped in behind them for the ride. And though making it to the ground takes just a few minutes, jumpers can relive and share the adventure thanks to available photo and video packages.