It’s fall festival season in Chicago, and there’s one more seasonal event coming up this month that you won’t want to miss!
The 64th annual Sycamore Pumpkin Festival kicks off this week in nearby Sycamore, Illinois, just an hour and a half outside Chicago.
The second-largest event of its kind in the state, the celebration promises five full days of fall festivities from October 22-26.
Guests can expect tons of local food and drink options, live entertainment, and fall-themed fun for the whole family. Here’s a look at what’s on the 2025 schedule.
What to expect
- Decorated pumpkin display
- Carnival rides and games
- Pumpkin parade
- Pie eating contest
- Craft show
- Giant cake cutting ceremony
- Trick or treating
- Magic show
- Live music and performers
- Face painting
- Pancake breakfast
- 10K Pumpkin Run
Here’s the best part: admission is free of charge!
So if you’re looking for the perfect way to spend the last weekend of October in Chicago, look no further than a day trip to the Sycamore Pumpkin Festival.
Learn more information and view the day-by-day events schedule here.