Flex Tandem Skydive | Skydive Windy City Chicago

Quick Details

Duration: 2 hours or less

Number of Packages: 3

Availability: Weekdays only

Save Money When you Choose Flex-Time Tandem Skydiving Closest to Chicago

When you choose the flex-time option, you pick the day you want to jump (book 24hrs in advance minimum) and we’ll contact you the night before your skydive to let you know which timeslot you’ve been assigned. Flex-time jumpers allow us to operate more efficiently, and we pass the savings on to you! Come take a leap of faith at the closest skydive center to Chicago, just a one-hour drive from downtown, easily accessible via the South Shore Line.

Price Matching

We’re happy to match prices for any skydive sold in our market (within 70 miles of Chicago and/or 70 miles of Michigan City, IN). Have questions? Just email us at [email protected] for clarification.

Deposits/Payments

We suggest you make a deposit only (instead of the pay-in-full option) since the prices listed during the booking will not include discounts you may receive at check-in. All discounts (flex-time, group, student, birthday, public servant) are applied when you arrive and pay your remaining balance before skydiving.

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 MAY NOT SKYDIVE IN BOOTS, HARD-SOLED SHOES, SANDALS, OR BAREFOOT.

Wear comfortable clothes for your day. You may jump in shorts (mid-thigh or longer suggested) and a t-shirt if you wish. We provide everything else you need, including goggles (and a full-body jumpsuit and gloves/hat if necessary). At jump altitudes, temperatures are usually a bit cooler than on the ground, so if you chill easily, dress a bit 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

Flex-Time Weekday Skydive (you pick the day, we notify you of time the night before): $30 off per person. You may also add one of the following (we 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 (proof required). Student: $10 off (student ID required). Public Servant: $10 off (proof required). The group discounts can be combined with any of these discounts.
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: 2019 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.