The Best View in the Midwest!

See the Chicago skyline

     Bronze Skydive    

Bare Bones Budget Skydive

~ 9,000'

No Pictures or Video


$165 each 2 jumpers

$165 each 4 jumpers

      Silver Skydive     

Mid-Level Skydive

~ 10,000'

Pictures Included


$219 ea. 2+ jumpers

$209 ea. 4+ jumpers

      Gold Skydive       

The Total Package

~ 11,000'

Pictures and Video Included


$249 ea. 2+ jumpers

$239 ea. 4+ jumpers

Book your Skydive Today!

Chicago's Most Scenic Skydive

Pricing notes and discounts

Bronze 2 Jumper Skydiving Deal This is a highly-discounted price, the best price in Chicago for 2 jumpers! You will both be on the same flight, and if you have a group it has to be even numbers (2, 4, 6, etc...) or the odd jumper pays the single jumper price. No other discounts apply to the Bronze skydive.

Online Waiver All Customers have to complete the online waiver (and respond to verification email) 24 hours before their reservation time or be charged an extra $10 per person (for everyone completing a paper waiver onsite). A link for the online waiver will be sent upon completion of your booking, or you can follow this link. If you have completed a waiver this calendar year, you do not need to do it again (i.e. once you completed one 2106 waiver, you are good for all of 2016). We have the lowest package prices in Chicagoland and this allows us to provide efficient customer service, and keeps your on-site time as low as possible.

Birthday-Military-Student: If you jump within 14 days of your birthday, are active duty or retired military (must present valid Military ID card), or are a student (must present a valid student ID), you can save an extra $10 off the Silver, or Gold level Skydive. Unlike other skydiving centers, everyone in the group gets the same price as the birthday boy/girl, student, or military ID holder!

Over 220 pounds: If you are between 221 and 250 pounds and are still deemed fit to skydive (you are less than 32 on the BMI Chart), you will be charged an extra $30.00 for your skydive. We can skydive safely with many people between 221 and 250 pounds, but it is much more work for the instructor and creates more wear & tear on the skydiving equipment. If you are over 250 pounds, we do not have equipment suitable for your size/weight.

Why Skydive Here? The Chicago area provides a number of choices for skydiving, and no matter where you go, the skydive is roughly the same (amazing). What is different about each Skydiving Center is their location and proximity to you. We have the best location for views of Chicagoland, and are closest to the city of Chicago (especially if you are south of 290). We jump 2 miles from Lake Michigan in Michigan City, Indiana, are only an hour 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 hope you have a great time, but if you want the most out of it, Skydive Windy City Chicago should be your choice! Unlike other skydiving centers that are far from downtown Chicago, we have altitude limitations due to the airline arrivals at Midway and O'Hare. We provide the bronze skydive at approximately 9,000', the silver skydive at approximately 10,000', and the gold skydive at approximately 11,000'.

Loyalty Tandem Skydive: If you jumped with us before, bring your logbook as proof and you will skydive with 40-50 seconds of freefall, but no pictures or video, for $194 as a single jumper, $174 each if there are 2 or more jumpers. You will also receive more training to build upon your first experience. As always, the view is unmatched anywhere in the Midwest, but of course you know this because you have seen it before! If you completed a waiver in the same season, you do not need to do another one.

Social Discount Vouchers From time-to-time, we may offer discount skydiving vouchers, sold through sites such as Groupon or Living Social. You are free to purchase these vouchers when available, but note the fine print. They are often limited for when you can use them and what they include. Almost always for the equivalent of a Bronze skydive, voucher holders can add pictures and video for $85 per person when they arrive, but they are still limited by the voucher terms and conditions. Booking Skydives through our site directly is usually cheaper and offers more flexibility for scheduling, as other discounts (such as group or birthday/military/student) may and usually apply Customers booking direct only pay a $50 deposit per person and owe the balance when they arrive, so you can keep more of your hard-earned money in your pocket until the day of your skydive. We just want our customers to get the best price, and have a great experience!

Book your Skydive Today!

Chicago Area Skydiving

Skydive Windy City Chicago

We are Chicago's closest and most convenient skydive center. We offer services for tandem and licensed jumpers.
We also have a view of Lake Michigan and the Chicago skyline that cannot be matched by any other sky dive center!

Tandem Skydiving

Experience the Thrill!

Tandem Parachuting is the most popular way to experience the thrill of skydiving. No experience is necessary and Tandem is statistically 4 times safer than solo skydiving. We have the fastest service times and best packages in the midwest. Book your skydive online and save money & time.

Video & Pictures

Capture your Jump!

We offer a variety of Video and/or Pictures options for your experience. You may choose Video, Pictures, or both for very reasonable prices. If you absolutely must have the best, you can choose our Ultimate Video Package (must be scheduled/reserved 5 days in advance).

Solo Training

Solo Training Program!

If you enjoyed your Tandem as much as most, you may wish to take it a step further. Our Solo Training Program (STP) is a comprehensive program of instruction that helps you earn your United States Parachute Association (USPA) "A" Skydiving license.

Experienced Skydivers

Jump with a view!

Unlike many small dropzones, we encourage experienced (licensed) skydivers. We reserve every third load on weekends for experienced skydivers and STP (Solo Training Program) students. See the Chicago Skyline and 3 states of Lake Michigan Shoreline during your skydives.

Chicago's Best Skydive

ordinary to ex·traor·di·nar·y

Whether a first time tandem jumper or a licensed skydiver, we provide the best customer experience and fastest service in the skydiving industry. We have averaged less than 3 hours for our customers since we opened in March 2011.

Skydive Windy City operates 5 days a week in Michigan City, Indiana. We are less than 1 hour from the loop, and only about 30 minutes from Valparaiso, Merrillville, South Bend, and Southwestern Michigan.

Our fantastic location is just two miles away from Lake Michigan. We are the closest skydive center to Chicago. We can see 3 states of Lake Michigan shoreline (Illinois, Indiana, and Michigan), and the Chicago Skyline.

Proven Results

unmatched safety

Most scenic sky dive 100%
Chicago's best service 100%
Top safety record 100%
Best sky diving team 100%
Chicago's closest sky dive 100%

One Small Team

With Great BIG Talent!

Our team is small and customer-focused. Safety is always first, closely followed by speed and quality of service!


Always happy to see you


Percent Effort Given


We love what we do


Fastest Service

Chicago's Best Sky Diving

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The Most Amazing Views of Lake Michigan and the Chicago skyline!