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The Last Fling has great special events for everyone of all ages to participate! 


Apple Pie Bake-Off
Bring your home-baked apple pie to our panel of judges! All entries will be evaluated based on appearance, crust and most flavorful filling.
(On site registration 30 minutes prior to start)

Bed Races
Are the bed bugs after you? Let's hope so, because it's time for the Last Fling Bed Races! Teams include families, businesses, non-profit groups, and clubs. A variety of decked-out beds will take to the street while competing for the fastest times. The five-person teams dress in wild and crazy costumes to compete in this wacky task. No sleeping allowed! Hundreds of bed-racing enthusiasts gather to cheer on their favorite beds and you can too.
(Online pre-registration required.)

Big Wheel Race (Sponsored by Players Indoor Sports)
This is a Big Wheel Race for children ages 3-6 years old. Please be sure to bring your own Big Wheel! Age groups will be announced at the event.
(On site registration 30 mins. prior, day of event)

Diaper Derby (Sponsored by Café N Play)
Babies, start your engines! This is a crawl race for babies under 12 months (No walkers please).
(No registration required. Show up day-of with your crawling baby)

Four-Legged Follies
Time to make your performing pooch the star - bring him/her on down to compete for treats & toys! Competitions include: Distance Fetching, High Jump, Costume Contest (Dog or Dog & Human in Costumes), Best Individual Trick and Overall Crowd Appeal.
(On site registration day of event 30 minutes prior to start)

Horseshoe Toss Contest
(This contest open to all individuals over 16 years of age. Limited to first 16 teams of two people.
(On site registration 30 mins. prior, day of event)

Ice Cream Eating Contest (Sponsored by Colonial Café & Ice Cream)
Contestants in different age groups will have 2 minutes to eat as much Colonial Ice Cream as they can in a race against other contestants. Prizes in each age group and all are winners!
(Registration begins 30 minutes prior and space is limited)

Kids Slam Dunk Contest
Using a portable basketball hoop, boys and girls ages 3-8 will slam rubber basketballs into the net to score.
(No registration required)

KidsMatter Skaters Picnic
Skaters of all ages and their families are invited to the 10th annual Skaters' Picnic at Centennial Beach Skate Park in downtown Naperville on Saturday, August 30, from 11:00 a.m. until 2:00 p.m. during the Jaycees' Last Fling Celebration. This FREE event, hosted by KidsMatter, The Naperville Police Department, and the Naperville Park Police, will provide skaters with a free lunch, a free raffle ticket for some amazing prizes, and a free t-shirt to the first 100 skaters. Character Skateboards will bring professional skaters to perform skate demonstrations and a live DJ will be on hand courtesy of Ben Wiersum Sound Technology. Other highlights of the event include a doughnut eating contest refereed by Mayor Pradel, a Bakers Square pie eating competition and, skateboard games! For more information, please visit

Pie Eating Contest (Sponsored by Baker's Square)
Let's get ready to rumble! The ever-popular Pie Eating Contest returns! How fast can you eat a whole pie? Event is open to children up to adults (age divisions will be announced at the event). So, come on out and taste the delicious pies!
(On site registration 15 mins. prior, day of event)

Rib Cook-Off
Don't miss the 22nd Annual finger-licking-good Rib Cook-Off, open only to amateur rib barbequers. Participants will be judged in a variety of categories including Best Sauce and Best Ambiance. Limited to the first 20 "Rib Cookers." Participants need to provide their own equipment and ribs (Limited sign-ups, first-come, first-serve).
(Online pre-registration required)

Sand Volleyball Tournament - Co-Ed Blind Draw
How a blind draw works: Register individually. Co-ed team's of 4, created by randomly selecting participants. Skill levels range from backyard/recreational to very skilled, which gives equal chance for everyone to finish in first place. Sign in at 8:00 a.m., Pool Play Begins at 9:00 a.m., Playoffs begin around Noon. Great time in the sun having fun, meeting new people and playing volleyball.
(Pre-Registration Online)

Senior BINGO
(Dust off your bingo card for one of our most popular events! WIN CASH PRIZES! No entry fee required, must be 55 years or older.
(On site registration 30 mins. prior, day of event)

Singing at the Fling!
Singers of all ages are invited to participate in the Singing at the Fling competition at the Naperville Jaycees Last Fling 2015! Open call auditions will be held on Saturday, August 22 at Madden Theatre located downstairs in Wentz Concert Hall and Fine Arts Center in Naperville, IL. Auditions are open to solo singers age 7+; adults are welcome to audition. Duos/Groups will compete in a separate category. No pre-registration is required; singers may come to auditions from 9am-12pm and 1pm-3:30pm. Finals are on the Entertainment Stage at 12pm on Sunday, September 6. For more information, click here.

Spaghetti Eating Contest (Sponsored by Braconi's Italian Restaurant)
This contest is a race to the finish with a plate full of spaghetti! Children to adults can compete. (Age divisions will be announced at the event).
(On site registration 15 mins. prior, day of event)

Super Soccer Shoot-Out
Get ready for World Cup Soccer Naperville style! Join us for our 6th Annual Soccer Shoot-Out where you can test your skills and accuracy with designated targets. Ages 6-12. Everyone will go home with some kind of prize, while supplies last.
(On site registration 30 mins. prior, day of event)

Ashley Whippet World Championship Qualifier
(Sponsored by Discovering The World and Hero Disc USA)

Hero Disc USA brings you this qualifying competition. Prior to the World Championships later in September.

UFO World Cup Disc Dog Series
Frisbee Dog Competition.

Water Balloon Dodge
Join us for Dodgeball but with water balloons! This is a family-friendly event - so come as a team or we'll place you on a team. Sign up with your kids or encourage your kids to compete against another team of kids. There can be 2-6 members to each team.
(While water balloons last. On site registration, day of event at 30 minutes prior to start)

Wine Tasting
Discover a variety of wines and savory food with family and friends in a pleasant atmosphere. The admission fee includes a souvenir Last Fling wine glass (while quantities last). This popular event is first-come, first-serve.
(Must be at least 21 years of age to participate. Admission fee: $15)

For more information, please contact us at:


Special Event Registration
Event Name
Contestant Name (Up to 6)
Parent Name (If Applicable)
Age(s) (If Applicable)
Human Validation
Enter Text Below:

Last Fling Sponsors
Belgio's Catering
Glancer Magazine
J Rudny
Naperville Magazine
Max Madsen Mitsubishi



Naperville Jaycees