Fall is right around the corner, and so is the opening of Chicago’s favorite seasonal tradition—Jack’s Pumpkin Pop-Up is back next month.
The popular annual festival is popping up again in the Goose Island neighborhood for a 6-week run, promising tons of fall festivities, fun photo ops, and good times.
Here’s everything in store for the 2026 edition.
First look at Jack’s Pumpkin Pop-Up 2026
Jack’s Pumpkin Pop-Up opens for the season at 1265 W Le Moyne Street on Saturday, September 19, and runs through Sunday, November 1st.
The 2026 edition will feature Chicago’s largest corn maze, carnival games, fortune telling, axe throwing, festive photo ops, and other activations.
Guests will also enjoy food truck options and seasonal cocktails across 3 full service bars.
Jack’s Pumpkin Pop-up is the all-ages Chicago fall festival you won’t want to miss!
Tickets

Tickets are dropping soon, with an official release date still pending.
Interested parties can get updates as soon as tickets go on sale by signing up for the waitlist here.
Know before you go

- When: September 19th – November 1st, 2026
- Where: 1265 West Le Moyne Street – Goose Island, Chicago
- More information