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Skydive Midwest: The Ultimate Skydiving Experience with Unparalleled Safety Standards

We are proud to be the premier skydiving facility serving Chicago, Milwaukee and beyond! As a member of the United States Parachute Association, we hold ourselves, our instructors and our equipment to the most rigorous of safety standards. When you jump with Skydive Midwest, you’ll experience top-level safety protocols along with an exhilarating and unforgettable skydive! Moreover, our fleet of aircraft go to 14,500 feet above the earth and can accommodate up to 23 jumpers at a time! Come see why Skydive Midwest is the premier skydiving dropzone around!

Safety is our Number one Priority

As proud members of the United States Parachute Association (USPA), we adhere to every safety regulation set for the industry. We have even raised the bar, supplementing additional safety measures, far beyond the minimum requirements. At Skydive Midwest, we prioritize safety above all else.

An exhilarating and unforgettable skydiving experience

We work hard to mitigate risks and are committed to providing a safer environment for our skydivers. With our meticulously maintained equipment and industry-leading instructors, we offer an unparalleled skydiving adventure that is second to none.

Breathtaking Skydives with City Skylines

What sets us apart from other skydiving facilities is our unique location that offers breathtaking views of both the Chicago and Milwaukee skylines. Imagine taking the plunge and witnessing the stunning cityscapes unfold beneath you as you freefall through the clouds. Whether you're a first-time skydiver or an experienced adrenaline junkie, our jumps provide an unbeatable opportunity to see the beauty of these world-famous cities from a whole new perspective.

Skydiver smiles after jumping out of the plane

Unmatched Fleet of Aircraft

At Skydive Midwest, we take your skydiving experience to new heights – literally! Our fleet of aircraft is capable of taking you to soaring altitudes of 14,500 feet above the earth. With our high-capacity planes, we can accommodate up to 23 jumpers at a time, allowing you to share this exhilarating adventure with friends and loved ones. Soar to new heights with Skydive Midwest and create memories that will last a lifetime.


Experience the rush of adrenaline, the breathtaking views, and the unmatched safety standards that only Skydive Midwest can provide. Whether you're a first-time jumper or an experienced skydiver, our team of highly skilled instructors is ready to guide you through an unforgettable adventure in the skies. Book your skydiving experience with us today and discover why Skydive Midwest is the premier skydiving destination in the region.



13851 56th Road. Sturtevant, WI 53177


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Do what you love with the people you love! Happy Valentine’s Day! #sdmw #valentines #loveisintheair #dowhatyoulove
What are your goals for 2024? The possibilities are endless… #nightjumps #nightskydiving #getlicensed #skydiving #learntoskydive #uspa #beautiful #skydive #chicagoskyline #chicagogram #nothingisordinary
Start planning your summer fun NOW! Prepay for your skydive and SAVE! Buy now, fly later.
Our favorite winter activity is thinking about the summer fun to come! Is it skydiving season again yet? #summervibes #winterblues #skydiving #sdmw #chicago #milwaukee
We hope you’re spending the holidays surrounded by the people you love! Merry Christmas to all from Skydive Midwest. See you in 2024! #holidayseason #christmaswish #merrychristmas #happyholidays #blueskies #2024 #skydivemidwest #sdmw #skydiving
Last minute gifts for the adventurer on your list! #happyholidays #merrychristmas #sdmw #holidaysdeals #adventurer
Naughty or nice, we’ve got the perfect gift at the best price! Hurry, deal ends soon! #sdmw #christmas2023 #naughtyornice #holidaysales #holidaydeals
Gift memories over things this holiday season! Buy now, fly later and SAVE BIG on skydiving gift certificates! Views of Chicago, Milwaukee, and Lake Michigan ONLY at Skydive Midwest! LIMITED TIME OFFER.
Don’t miss our Cyber Monday SALE!! Last chance to save $100 on skydiving gift certificates! Views of Chicago and Milwaukee!
BLACK FRIDAY SALE ends soon! Save up to 37% on gift certificates. Skydive with views of Chicago & Milwaukee. #skydive #chicago #milwaukee #blackfridaysale #blackfriday #sdmw #extremesports
BLACK FRIDAY DEALS are coming!! Follow us on social and keep watching our DEALS page for the biggest savings of the year. #blackfriday #earlyblackfriday #comingsoon #bestgiftever #treatyourself #thegiftofflight #chicagoskydiving #milwaukeeskydiving
A sincere THANK YOU to each and every person who came to play in the sky with us in 2023! Were honored to share what we love with so many amazing people. We look forward to 2024 OPENING WEEKENED, March 30th! Keep watching for the BEST DEALS of the year COMING SOON!
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