Jack’s Pumpkin Pop-Up runs from September 10th through November 2nd, 2026, for six weeks of fall fun in Downtown Chicago.

Plans change? No worries! Our tickets are non-refundable but with our flexible tickets, you can easily switch your visit to another day/time of equal value. Your perfect fall day is always in reach! 

Absolutely! Guests of all ages are welcome. Kids, families, and adults can all enjoy the activities.

Jack’s is all ages — but we’ve found that two groups especially love it here:

Babies & Little Ones: Jack’s makes the perfect backdrop for your first fall photo shoots. If you’re in the city and want cozy pumpkin patch pics without trekking to the suburbs, you’ll find endless photo ops (and plenty of pumpkins) right here.

Preteens & Teens: For older kids, Jack’s feels like their own fall festival playground. Loud music, twinkling lights, carnival games, racing pigs, and hundreds of Instagram-worthy photo ops — it’s a place where they can hang with friends, snap selfies, and dive into the full autumn vibe.

For families looking for a traditional pumpkin farm experience — hayrides, petting zoos, jumpy houses, and train rides — we always recommend checking out one of Chicagoland’s incredible suburban pumpkin farms. They do that beautifully.

Jack’s is something different: a city-based fall pop-up packed with photo-worthy scenes, playful carnival energy, and a fun atmosphere that carries into the night. Before 7pm it’s family-forward, after 7pm the vibe turns more festive and BOO-zy — but it’s always at parent discretion.

Yes! We have port-a-potties at the event.

Tickets will be available soon. Join the waitlist to get updates and early access.