Experience the Thrill

Tandem Skydive

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.

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Flex Tandem Skydive

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.

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VIP Tandem Skydive

VIP Tandem Skydive

Skydive like a VIP! You are able to choose the day you want to jump and can come in anytime you would like. VIP jumpers will be checked in, trained, and then put on the next flight!

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Skydive Windy City Chicago
Chicago’s safest, closest, and most scenic skydiving center. Conveniently located one hour from the loop. Reserve with us today!

Contact Us or Book Direct Online to Make a Reservation

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Best Chicago Skydiving

Skydive Windy City Chicago is Chicago’s closest, safest, and most scenic skydiving center, just one hour from the Loop, conveniently located off I-94 in NW Indiana (Michigan City, exit 40B). We are the only Chicago area dropzone where you jump next to Lake Michigan and can see the Chicago skyline almost every day!

Reservations are available six to seven days per week from April through October. We work hard to ensure you have a comfortable, memorable, and safe skydiving experience. We are Chicago’s favorite skydiving center because of our great prices, great views, great location, and great service, so why skydive anywhere else?

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Tandem Skydiving

Tandem Skydiving is the safest, most popular, and most convenient way to experience skydiving. No experience is necessary and a Tandem Skydive is statistically four times safer than solo skydiving. We have the fastest service times and best packages in the midwest. Book your skydive online and save money and time.

Learn to Skydive

Check out our Solo Training Program! If you enjoyed your tandem as much as most, you may wish to take it a step further. Our Solo Training Program (STP) is a comprehensive program of instruction that helps you earn your United States Parachute Association (USPA) “A” skydiving license.

Video & Pictures

You can add pictures, video or both to your experience for very reasonable prices. The pictures and/or video are delivered to you in raw format via internet link, usually before you leave (usually within 30 minutes of landing). You may have us edit your video and/or receive it on USB for a small extra charge.

Licensed Skydivers

We welcome licensed skydivers. With our PAC-750XL 14-passenger jumpship, there are almost always slots available for licensed skydivers and STP (Solo Training Program) students. See the Chicago Skyline and three states on the Lake Michigan shoreline during your skydives.

Rated the #1 Tour in Michigan City on TripAdvisor

Amazing Experience

We visited Skydive Windy city for our first skydive based on the reviews and they did not disappoint. Right for check in to completing the skydive, everything was done professionally. All the skydivers were professional and had years of experience. I would recommend this to anyone looking for great skydive experience!

Tushar M.
Tushar M.TripAdvisor

Easy for a First Timer

I’m grateful with how quickly our visit with – IN A GOOD WAY! The staff was helpful explaining the harnesses and the safety procedures and before I knew it we were taking off down the runway. There’s not a lot of opportunity to “back out” so get ready to jump! The kindness shown to me because I had fear written all over my face.

Wander52479644443
Wander52479644443TripAdvisor

Very professionally operated.

The crew was professional and all of the equipment including the building plane and safety harnesses were all well maintained and clean. Not the cheapest place but also not the most expensive. The view from the air was pretty incredible too. These guys gave me and our group of six divers a great experience that will last. Thanks!

Markus J.
Markus J.TripAdvisor

Unforgettable Experience

My friend and I did this for a milestone birthday, and we had a blast. The staff and instructors were very friendly, and the whole process was easy and fast. Seeing and hearing how many time they were jumping that day made me comfortable doing it. I highly recommend Skydive Windy City Chicago for the experience of your lifetime.

marc0sal0ns0
marc0sal0ns0TripAdvisor
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COVID-19 Information

We have been working hard to prepare for the delayed start to the 2020 season, and our day is coming (drum roll…. June 12th!). Our team, like most Americans, have been on the COVID-19 emotional rollercoaster and we want to get back to what we love to do! We apologize if communications have not been normal or timely while we were neck-deep into the 360 project and dealing with all the changes to our world and habits. We are ready with the 360º videos and getting back on track. There will be a few changes to our operations such as suggesting/requesting that children under 12 years do not come as spectators, screening to be in the building, lots of sanitizing and wearing of PPE. Even with the extra stuff we are so excited to get back to jumping and meeting new friends (you)!

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