Tandem Skydives · Solo Training · Special Events
Click here to Book Your Skydive Book Your SkydiveIf 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.
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.
Skydive like a VIP! You choose the day you want to jump and you can come in anytime you choose, you will be checked in, trained, and put on the next flight!
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?
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.
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.
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.
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.
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., TripAdvisorI'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, TripAdvisorThe 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., TripAdvisorMy 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, TripAdvisor
