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Skydive Windy City Chicago

Skydive Chicago - Lessons & More

Experience the Thrill

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

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

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

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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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Tandem Waiver

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.
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