Tandem Skydive Chicago

Skydive Windy City Chicago

Reserve your tandem skydive with Skydive Windy City Chicago! Tandem Skydiving is the safest, most popular, and most convenient way to experience skydiving.

Tandem Skydiving

  • Activity
    Most Popular Experience
  • Duration
    3 Hours
  • Availability
    Weekdays or Weekends

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.

  • Bronze Skydive $219 per Person

    $39 deposit
    No Videos or Pictures

  • Silver Skydive $269 per Person

    $39 deposit
    Videos OR Pictures

  • Gold Skydive $299 per Person

    $39 deposit
    Includes Videos AND Pictures

Skydive with Chicago Skyline Views

Tandem Skydiving is the safest, most popular, and most convenient way to experience skydiving. You need no previous experience and will be trained immediately prior to your skydive. Your instructor, the professional skydiver you will jump with, will review and reinforce the training while fitting you into the harness and providing the goggles you will wear on the jump. If temperatures are below 50ºF (10ºC), we provide jumpsuits and cold weather gear. You may rent and wear a jumpsuit when it is warmer.

When everything is ready, you and up to 4 of your friends, along with each of your instructors, will board our super-fast turbine aircraft for the climb to our planned jump altitude of 14,000’. As we climb your instructor will review the jump training with you and attach your harness to the parachute system he is wearing.

When we reach jump altitude, you will exit the aircraft with your instructor, freefalling for a mile or more (up to one minute) before the parachute is deployed. The parachute flight lasts 3-5 minutes, depending on how aggressive of a “ride” you want. If you like it calm, you get more air-time than someone who wants to spin all the way to the ground. Students usually have an opportunity to fly the parachute a bit if desired, and you will practice the landing procedure during the descent. After landing we will get the harness off, and begin uploading the videos & photos. We will give you a discount card you may use in the future or give to a friend, and then you can go celebrate your accomplishment!. Videos & Photos are usually uploaded in a few hours or less, but policy says to give us 24 hours. Most people receive the email link for the videos and/or photos on their way home.

If you purchased the video and/or pictures, they are quickly uploaded to the cloud and a link sent to you so you can share them with your friends and family right away. Skydive Windy City Chicago is the only skydiving center in the Chicago area that jumps next to Lake Michigan and offers skyline views almost every day!

• Closest skydive to Chicago, a one-hour drive from downtown
• Accessible via South Shore Line!


We suggest you check the box for small deposit only (instead of paying in full); prices listed during booking will not include discounts you may receive at check-in. All discounts (group, flex-time, birthday, student, public servant) are applied when you arrive and pay the balance before the skydive.

What to Bring

  • Bring a government-issued picture ID (passport, driver’s license, military ID, or state ID); you may not be permitted to skydive without it.
  • Wear (or bring) lace-up sneakers (tennis or running shoes) YOU CANNOT JUMP IN BOOTS, HARD-SOLED SHOES, SANDALS, OR BAREFOOT!
  • Wear comfortable clothes for the day (as if you’re going on a picnic). You may jump in shorts (mid-thigh or longer suggested) and a t-shirt if you wish. We will provide everything else you need, including goggles (and a full-body jumpsuit and gloves/hat if necessary). At jump altitudes, temperatures are generally a bit colder than on the ground, so if you get cold easily, dress somewhat warmer than you normally would. You should wear clothes that you don’t mind getting dirty, as it is common to get grass stains on landing.

Discount and Pricing Notes

Our Gold skydive package is the complete skydive with videos AND photos included at significant discount.

Our Silver skydive package is also the complete skydive, but with videos OR photos (jumper chooses at check-in).

The Bronze skydive is primarily for those who have jumped before. It is the complete skydive, but no videos or photos.

Groups may mix-and-match any of these packages and still qualify for the group discount

You may add one of the following (we’ll apply the best discount you qualify for): Birthday: $20 off if jumping on actual birthday, $10 off if within 7 days of birthday. Military: $20 off if active or retired, $10 off if veteran. Student: $10 off. Public Servant (Police, Fire, Educator): $10 off. Group discounts can be combined with any of these discounts. Groups of 2-3 will get $10 off Bronze and $20 off Silver or Gold, 4-7 get $20 off Bronze and $30 off Silver or Gold, and groups 8-15 get $30 off Bronze and $40 off Silver or Gold. If your group is over 15, contact us for a quote. Groups do not need to choose the same package (i.e. a group of 3 can be 1 Bronze, 1 Silver, and 1 Gold and still get the group discount).

Price Matching

We match prices for any skydive sold in our market (within 70 miles of Chicago and/or 70 miles of Michigan City, IN. If you have questions, just email us at [email protected] for clarification.

Add pictures or videos (choose at check-in) to bronze or voucher skydive for $68. Add videos and pictures to bronze or voucher skydive for $98 ($88ea if 2+ in group get both). Optional video editing: $10. Optional USB drive: $15 (standard is email link within 24 hours).

All Jumpers have to complete the digital waiver and respond to verification email at least 24 hours before their reservation time. Those who do not complete the waiver 24 hours in advance will be charged an extra $10 during check-in and may have to complete their waiver onsite. A link for the online waiver will be sent upon completion of your booking, or you can follow this link: 2020 Tandem Skydiving Waiver If you have completed a waiver this calendar year, you do not need to do it again (i.e. once you completed one 2019 waiver, you are good for all of 2019). We have the lowest package prices in Chicago, have the lowest deposits, and our deposits are refundable with minimum 24 hours cancellation or if weather prevents your skydive. We pride ourselves on efficient, friendly customer service, and keeping your on-site time as low as possible.

All jumpers (regardless of weight) must be under the maximum weight for their height according to our height/weight chart. If you are under the maximum weight for your height according to our chart, and you weigh over 210lbs, there will be an extra charge (over 210-239lbs= $30, 240-270lbs=$50, 270-300lbs=$80. We can skydive safely with many people up to 300 pounds, but it is much more difficult for the instructor and creates more wear and possible damage to the skydiving equipment. If you weigh over 300lbs (on our scale, in your clothing), we cannot skydive with you under any circumstances.

The Chicago area provides a number of choices for skydiving, and no matter where you go, the skydive is going to be amazing. The difference is location/proximity to you. We have the best location for views of Chicagoland and are closest to the city of Chicago. We jump two miles from Lake Michigan and are only an hour drive from the Loop. On your flight up and skydive, you can see from St. Joseph, Michigan all the way to Gurnee, IL (the whole south end of Lake Michigan), including the beautiful Chicago skyline. There is not a more beautiful place to skydive in the entire Midwest! Wherever you choose to skydive, we know you will have a great time, but if you want the best experience, Skydive Windy City Chicago should be your choice! Altitudes are approximate and may be affected by meteorological conditions or air-traffic control limitations.

We may offer limited time-frame discount skydiving vouchers through a third-party such as Groupon. You are free to purchase these vouchers when available, but note the fine print. They are limited in time-frame and package type. If you purchase a voucher you must book online following instructions provided after purchase. No extra discounts apply to voucher skydives (no birthday, group, weekday, etc…). You may add video and/or pictures at the prices noted above. We match any prices including our own, so if you wish for fewer problems and limitations, purchase directly through our website.

Skydive Windy City Chicago will match published prices of other skydiving centers in our market area (within 70 miles of downtown Chicago). Skydive Windy City Chicago also matches Groupon prices for offers from us and other centers in our market, just make the booking online as normal and let us know when you arrive with evidence of the price that we can verify.

Related Skydives

  • Duration
    2 Hours or Less
  • Availability
    Weekdays Only

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.

  • Duration
    1 Hour
  • Availability
    Weekends Only

Go skydiving like a VIP! You choose the day you want to jump and you can come in anytime you would like. VIP Tandem Jumpers will be checked in, trained, and put on the next flight!