Milwaukee Skydiving
The closest skydiving to Milwaukee is Skydive Midwest — just 25 minutes south on I-94. Tandem jumps launch from 14,500 feet, cost $229 weekday / $259 weekend, and include 60+ seconds of freefall with Milwaukee skyline and Lake Michigan views. No weight surcharge up to 250 lbs. Season runs April through October.
Skydive Midwest is 25 minutes south of Milwaukee on I-94. We're the closest skydiving center to the city — and the only one where you can see the Milwaukee skyline and Lake Michigan from 14,500 feet.
We're family-owned, veteran-owned, and we've been here since 2004. We operate a fleet of aircraft that get to 14,500 feet fast. We don't charge weight surcharges at any weight. And we're right off Exit 333 — no hour-plus drives to a dropzone in the middle of nowhere.
If you're looking for tandem skydiving near Milwaukee, here's everything you need to know.
What to Expect on Your Tandem Skydive
Your tandem skydive starts with a ground training session. That's about 15-20 minutes where your instructor walks you through body position, the jump sequence, and what to expect. No experience needed. In fact, your instructor handles everything that matters.
After training, you gear up and board the aircraft. The ride to 14,500 feet takes about 15 minutes. On a clear day, you'll see the Milwaukee skyline to the north, Lake Michigan stretching to the east, and Chicago's skyline on the southern horizon.
At altitude, you and your instructor move to the door. Three seconds later, you're in freefall.
Freefall — 60 Seconds at 120 MPH
Freefall lasts about 60 seconds. It doesn't feel like falling — and it's nothing like a roller coaster. The aircraft is already at speed when you exit, so there's no stomach drop. Instead, it feels more like floating on a column of 120 mph wind. It's loud, it's overwhelming, and 60 seconds isn't nearly enough.
At around 5,500 feet, your instructor deploys the parachute.
Canopy Ride — 5-7 Minutes
The canopy ride lasts 5-7 minutes. This is the part nobody expects to love. You catch your breath, take in the view, and your instructor may let you steer the canopy. It's quiet enough to have a conversation. Then you come in for a smooth landing on the grass.
The Full Day
The whole process — check-in to landing — takes about 4-6 hours. Most of that is wait time, not jump time. Weekday and early morning bookings have the shortest waits. Plan to spend the day. We've got plenty to do while you wait (more on that below).
Tandem Skydiving Pricing
We keep it simple.
- $229 — Weekday (with reservation)
- $259 — Weekend (with reservation)
- $299 — Walk-in (any day)
A $20 deposit reserves your spot. The deposit applies to your remaining balance on jump day.
No hidden fees. No weight surcharges at any weight up to our 250 lb limit. Most dropzones charge $25 to $100+ extra if you're over 200 lbs. We don't. Same price, same experience, same equipment regardless of your weight. Read more about our weight limit policy →
Video Packages
Three options. All include 3 fully edited videos — a social media short, a highlight reel, and a full-length edit from ground interview to landing. Plus photos. We deliver everything same-day.
- Hand Cam — $99
Your instructor wears a wrist-mounted camera and captures the entire jump — exit, freefall, canopy, landing — all from their perspective. - Premium — $136.50 (most popular)
A separate outside videographer jumps alongside you with a dedicated helmet camera. You get dynamic footage of yourself in freefall that you can't get with hand cam alone. This is the package most people choose. - Extreme — $189
Both hand cam and outside videographer combined. Every angle, every moment. Maximum coverage.
If you're doing this once, get the video. Book your media package when you make your reservation.
Group Rates
Bachelor party? Birthday? Team outing? Just rounding up the crew? We've got group pricing:
- 3-5 people: $229/person
- 6-10 people: $219/person (organizer jumps for $199)
- 11+ people: $209/person (organizer jumps for $189)
All group rates work for weekday and weekend jumps. Call us at (262) 886-3480 to set up your group booking.
Getting Here from Milwaukee
Skydive Midwest is in Sturtevant, Wisconsin — about 25 minutes south of downtown Milwaukee on I-94.
Directions
- Take I-94 south toward Chicago
- Take Exit 333 (Highway 11 / Durand Ave) — head west
- Turn right on 56th Road
- We're at 13851 56th Road, Sturtevant, WI 53177
From the north side or Waukesha: About 30-35 minutes.
From the south side or Oak Creek: About 15-20 minutes.
From Racine: About 10 minutes north on I-94.
While You're Here
Skydiving takes time. Plan to spend the day. We've built a place worth hanging out — before your jump and after. Bring everyone, even the ones who aren't jumping.
- 80-foot observation deck — Watch skydivers land from the best seat in the house. Great for friends and family who came to watch.
- 14K Kitchen — Our on-site food truck with solid options for pre- and post-jump meals.
- Full-service bar — For after you jump. Not before.
- Sand volleyball court — Because you might have a few hours to kill.
- Cornhole and yard games
- Lockers — Leave your phone, wallet, and keys on the ground while you jump.
- Picnic tables and community grills
Bring the whole crew.
Ready to Jump?
Book Your Milwaukee-Area Tandem Skydive →
Just a $20 deposit to reserve. Rain checks never expire if weather cancels your day. Questions? Call us at (262) 886-3480.
Be sure to follow us on social media for special events, updates, and exclusive promotions!
FREQUENTLY ASKED QUESTIONS
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.
About 25 minutes south of downtown Milwaukee, straight down I-94 to Exit 333. We're the closest dropzone to the city — and the only one with views of the Milwaukee skyline from altitude. From the south side or Oak Creek, it's about 15-20 minutes. From Waukesha, about 30-35 minutes.
Yes — three packages: Hand Cam ($99), Premium ($136.50, most popular), and Extreme ($189). Every package includes 3 professionally edited videos plus photos, all delivered same-day. The Premium package gives you a dedicated outside videographer jumping alongside you for the best footage. Book your media package when you make your reservation.
Last updated: February 2026