Samuel Adams Jack's Pumpkin Pop-Up poster with orange lettering, jack-o'-lantern, and bats on white background

CHICAGO’S LARGEST

FALL FESTIVAL IS BACK!

Abstract horizontal bands in gray, black, red, and white with a dark oval shape on the right.

JACK’S PUMPKIN POP-UP

Goose Island | Downtown Chicago, IL

September 19th – November 2nd, 2026

All Ages Welcome

21+ to Drink | 18+ Axe Throwing

JOIN THE WAITLIST

Be the first to know when tickets drop, special offers launch, and all the fall fun begins!

MORE PUMPKINS. MORE FUN. MORE FALL MEMORIES.

Jack’s Pumpkin Pop-Up brings the best of autumn together in one massive Chicago fall destination.

Explore, play, snap photos, and create memories with activities for everyone.

10,000+ PUMPKINS

CORN MAZE

Woman in black leather jacket smiling at a Halloween party under colorful lights and a “Happy Halloween” arch

FOOD TRUCKS

PHOTO OPS

AXE THROWING

FORTUNE TELLERS

GEM MINING

10,000+ PUMPKINS

CORN MAZE

FOOD TRUCKS

Looking for family fall activities in Chicago, a fun date idea, or something new to do this autumn?
Jack’s Pumpkin Pop-Up delivers the perfect fall experience.

FOR 6 WEEKS ONLY!

JACK’S PUMPKIN POP-UP IS BACK THIS SEPTEMBER

Round up your crew, start making plans, and get ready for another unforgettable season at Jack's. From seasonal cocktails and great food to carnival games, Axe-Throwing, thousands of pumpkins, and Downtown Chicago's only corn maze, there's something for everyone.

JOIN THE WAITLIST

HOST YOUR OUTDOOR PARTY AT CHICAGO’S FAVORITE FALL DESTINATION

Ready to throw a party everyone will actually remember?

From exciting activities and festive photo opportunities to full bars and specialty cocktails, Jack’s creates an unforgettable outdoor event experience in the heart of Chicago.

PERFECT FOR:

Birthday Parties | Corporate Events |

Group Gatherings | Social Celebrations

FALL FUN FOR EVERYONE

Enjoy the full Jack’s experience with seasonal drinks, specialty cocktails, and plenty of space to relax between activities.

ALL AGES WELCOME

21+ TO DRINK | 18+ AXE THROWING

Bring your crew, grab a drink, and enjoy one of the most exciting Halloween Pop-Up Chicago experiences of the season.

FIND JACK’S PUMPKIN POP-UP

📍 Goose Island – Downtown Chicago, IL

1265 West Le Moyne
Chicago, IL 60642

EVENT DATES:

September 19th – November 2nd, 2026

Fall weekends, weekday adventures, and unforgettable memories are waiting.

JOIN THE WAITLIST

DON’T MISS CHICAGO’S BIGGEST FALL FESTIVAL!

Thousands of pumpkins. Endless memories. Six weeks of fall excitement.

Jack’s Pumpkin Pop-Up is coming back, and you don’t want to miss it.

Join the waitlist today and get ready for the ultimate Pumpkin Patch Near Chicago experience.

JOIN THE WAITLIST
Orange “Jack’s Pumpkin” logo with a jack-o’-lantern face and “World of Fun” tagline

FREQUENTLY ASKED QUESTIONS

  • When is Jack’s Pumpkin Pop-Up open?

    Jack’s Pumpkin Pop-Up runs from September 19th through November 2nd, 2026, for six weeks of fall fun in Downtown Chicago.

  • Where is Jack’s Pumpkin Pop-Up located?

    📍 Goose Island – Downtown Chicago, IL

    1265 West Le Moyne

    Chicago, IL 60642

  • Is Jack’s Pumpkin Pop-Up family-friendly?

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

  • Can adults enjoy drinks at Jack’s?

    Yes! Jack's is all ages, but guests 21+ can enjoy full bars and specialty cocktails throughout the festival.

    During the day, the vibe is family-forward and perfect for kids of all ages.

    As evening sets in, things shift into a more festive, adult-friendly atmosphere after 7pm.

    Parents are always welcome to stay and enjoy the evening scene too — it's all at your discretion.

    Either way, there's something fun for everyone at every hour.

  • Is axe throwing available?

    Yes! Axe throwing is available for guests 18 and older. It's one of Jack's most popular activities — check the site for pricing and any add-on details.

  • Do I need tickets?

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