Last Fling 5K Run/Walk 2026

Labor Day weekend in Naperville means one thing: the return of the beloved Last Fling festival. This year, kick off the festivities with the Last Fling 5K Run/Walk 2026, a family-friendly morning event that lets residents and visitors lace up and celebrate the end of summer together.

Organized by the Naperville Jaycees and set right in the heart of downtown, the 5K offers a perfect blend of fitness, community spirit, and local charm—ideal whether you’re a serious runner, a casual walker, or just looking for a fun way to start your Sunday.

Why You Can't Miss Last Fling 5K Run/Walk 2026

The Last Fling 5K Run/Walk has become a highlight of the annual Naperville Jaycees festival, drawing participants who want to combine exercise with the vibrant energy of downtown. Held on the festival grounds near Jackson Avenue and Webster Street, it’s a great way to experience the city’s walkable core before the bigger crowds arrive later in the day.

What to Expect on the Course

Runners and walkers will wind through scenic streets of downtown Naperville, soaking in views of the DuPage Riverwalk and nearby landmarks like Naper Settlement and Century Walk public art. The course stays flat and accessible, making it welcoming for all ages and fitness levels.

• Chip timing and awards for top finishers
• Costume category for extra fun
• Family-friendly atmosphere with stroller and pet options in past years

Free Things to Do in Naperville This Weekend

The 5K itself fits perfectly into a weekend packed with no-cost activities. After your run, stick around the free Last Fling grounds for live music stages, a business expo, family-fun areas, and the famous Labor Day parade—all steps from Centennial Beach and the Riverwalk.

Plan Your Visit

The race starts at 8:00 AM and wraps by 11:00 AM on Sunday, September 6, 2026, giving you plenty of time to explore afterward. Arrive early to secure parking near downtown or use nearby lots along the Riverwalk. Bring water, wear comfortable shoes, and check lastfling.org for any updates on registration.

• Downtown Naperville offers ample street and lot parking
• Combine with a stroll along the Riverwalk or a visit to Naper Settlement
• Family tip: strollers welcome; post-race snacks available nearby

Whether you’re chasing a personal best or simply enjoying a community morning out, the Last Fling 5K Run/Walk 2026 is a quintessential Naperville experience. Register early at lastfling.org and make it part of your Labor Day weekend plans.

Event Details At-A-Glance

• When: Sunday, September 6, 2026, 8:00 AM–11:00 AM
• Where: Downtown Naperville
• Address: Jackson Ave and Webster St, Naperville, IL 60540, United States
• Organizer: Naperville Jaycees
• Phone: 630-961-4143
• Tickets / info: Get details

Dates, times, and pricing can change. Confirm the latest details on the official event page before making plans.

Looking for more? Explore other things to do in Naperville or browse the full Naperville events calendar.