Jack’s Pumpkin Pop-Up is back in downtown Chicago for fall 2025 and this year, the folks behind the event promise “bigger, better and with more pumpkins than you can imagine!”

The popular pop-up runs from Sept. 18 to Nov. 2, at Goose Island, 1265 West Le Moyne Street. The venue is totally outdoors, with weekday evenings and long weekend hours in September, shifting to earlier afternoon openings as fall deepens.

Jack’s pulls in the seasonal crowds with more than 10,000 pumpkins, a massive corn maze (the only one of its size in the downtown area), full bars and seasonal cocktails, carnival games, gem mining sluices, axe-throwing, food trucks, fortune tellers and dozens of Instagram-worthy photo installations.

What’s New or Expanded in 2025

Timed-entry tickets with early access options

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