Illustration of a fall festival scene (Jack's Pumpkin Pop-Up)
Family-Friendly Fall Activities

Jack's Pumpkin Pop-Up

Jack's Pumpkin Pop-Up transforms Goose Island into Chicago's ultimate fall destination. This massive event features thousands of pumpkins, the city's largest corn maze, and a variety of engaging activities like axe throwing, gem mining, and carnival games. Enjoy seasonal food and drinks, perfect for families and adults alike.

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What to Expect

Chicago's largest downtown corn maze and thousands of pumpkins.

Event Details

Duration

Seven weekends

Ages

All Ages Welcome

Neighborhood

Goose Island

Timed Entry

Yes

Organizer

Jack's Pumpkin Pop-Up

Food & Drink

Full bar, specialty cocktails, seasonal drinks, and food trucks available on select weekend nights.

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Local Insight & Ratings

Scare Factor

👻 👻 👻 👻 👻 (1/5)

Family Friendly

👶 👶 👶 👶 👶 (5/5)

Best For

Families, friends, couples

Vibe

Festive, lively, autumnal

Energy Level

Moderate

Budget

$$

Photo Friendly

High

Weather Sensitivity

Low

Know Before You Go

  • Tickets: $$ – Get tickets
  • Parking: Jack's Pumpkin Pop-Up does not have designated parking lots or associated valet services. Parking in the downtown Chicago area can be challenging, especially during peak hours. Ride-sharing is highly encouraged.
  • Accessibility: The event grounds are covered in straw and hay on unpaved and uneven farm ground. Wheelchairs, strollers, and wagons can be brought on premises, but the ground can be bumpy and may require assistance. Leadership is available to answer questions and provide help.
  • Pets: Only trained service animals are permitted.

Tips & Advice

  • Consider using ride-sharing services to navigate to the event, as on-site parking is not available and downtown Chicago parking can be difficult.
  • Arrive within your ticket's entry window (30 minutes before or after the scheduled time) to ensure smooth admission, and be prepared for security screening upon entry.
  • While the event is all-ages, the atmosphere shifts after 7 PM to be more adult-friendly; plan your visit accordingly based on your group's preferences.
  • All transactions are cashless; ensure you have a credit card or Apple Pay ready for any purchases on-site.
  • If you have allergies to hay or straw, be aware that the entire event space is covered in these materials, and all sales are final.

Special Events & Promotions

  • Tickets available soon, join waitlist for updates.
  • 21+ to drink, 18+ for axe throwing.
  • Cashless event, only credit cards or Apple Pay accepted.

Quick Actions

Frequently Asked Questions

When is Jack's Pumpkin Pop-Up open?

Jack's Pumpkin Pop-Up runs from September 19th through November 1st, 2026, for seven weekends of fall fun in Downtown Chicago.

Where is Jack's Pumpkin Pop-Up located?

The event is located at 1265 West Le Moyne Street, Chicago, IL 60642, on Goose Island in Downtown Chicago.

Is Jack's Pumpkin Pop-Up family-friendly?

Yes, Jack's is welcoming to guests of all ages. The vibe is family-forward before 7 PM and becomes more festive and adult-friendly after 7 PM, though all ages are welcome at parent discretion.

What activities are available?

Activities include a large corn maze, carnival games, axe throwing (18+), gem mining, and numerous photo opportunities among thousands of pumpkins.

Do I need tickets to attend?

Yes, all guests aged 5 and up require a ticket or package for entry. Children aged 4 and under are free with a paid adult ticket.

Tags

pumpkin patchcorn mazefamily friendlyhalloween festivalfall festivalcarnivalfood trucksaxe throwingcommunity eventphoto ops

More Halloween Events Near Chicago

Always check the official website for the most current information.

We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly.

Contributors & Updates

Last Updated: Sep 3, 2026
Original Submitter: Sep 17, 2025 The Halloween Events Near Me editorial team