Milwaukee Skydiving

Skydive Midwest offers the best skydiving in Wisconsin! If you’re looking for skydiving near Milwaukee with the best views in the business, you’ve come to the right place!

We have been serving Southeastern Wisconsin for more than 15 years. Located 20 minutes South of Milwaukee and 90 minutes from Madison, getting here is as easy as it gets! You can see our hangar (and often our parachutes) from I94! We offer the only skydiving with views of Milwaukee, Lake Michigan, and Chicago!

Tandem Skydive Lake Michigan Shoreline

Whether it's your first tandem jump, or you're looking to become a licensed skydiver, Skydive Midwest is here to make your experience unforgettable. We offer:

  • Tandem skydiving over Milwaukee with highly trained, experienced instructors licensed by the USPA.
  • Multiple video and photo package options.
  • Beautifully maintained aircraft large enough to accommodate groups.
  • Spacious facilities with observation deck, volley ball court, games and a full bar and restaurant. 
  • Licensing Programs to transition students to solo skydiving.

Safety is the number one priority at Skydive Midwest. Our family and veteran owned/operated business is a member of the United States Parachute Association (USPA). We follow all safety regulations set by the USPA and the Federal Aviation Administration. We pride ourselves on employing the industry's best and we hold ourselves, our instructors, and our equipment to the highest standards for safety in skydiving. Our passionate and knowledgeable staff will be with you every step of the way as you experience your first skydive over Milwaukee and Chicago!

Looking for some local’s tips for things to do after your skydive? Check out A Skydiver’s Travel Guide to Wisconsin! Plan to make a day of it and enjoy all Southeastern Wisconsin has to offer!

Join us for an experience you will never forget. Breathtaking views and adrenaline-fueled adventures await you at Skydive Midwest! 

Be sure to follow us on social media for special events, updates, and exclusive promotions!

Best time of day to skydive
Tandem parachute landing
Tandem Skydive Near Chicago IL
Tandem Skydive Midwest Freefall


Understandably, you might have some questions about throwing yourself out of an airplane! We’ve answered many of them below. If you don’t find what you’re looking for, please send us a message. We’d love to hear from you.


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