If you're someone who starts getting excited about fall the second the first pumpkin shows up in a store, we've got some very good news: Jack’s Pumpkin Pop-Up is coming back to Chicago!

The popular fall festival returns to Goose Island on Saturday, September 19, kicking off six weeks of pumpkins, corn mazes, seasonal drinks, games, photo opportunities, and plenty of autumn fun. Jack’s will be open through November 1, 2026, giving us plenty of time to get into the fall spirit.

A Giant Fall Festival Right in the City

Located at 1265 West Le Moyne Street, Jack’s Pumpkin Pop-Up brings a little bit of pumpkin-patch energy right into Chicago. The festival features thousands of pumpkins, including pumpkins you can take home, along with one of the city's largest downtown corn mazes. And this isn't just your average walk through a few rows of corn. Make your way through the maze, and you'll eventually find a hidden bar waiting at the end. There are also plenty of spots designed specifically for those fall photos we've all been waiting for. Jack's fills the grounds with festive decorations and Instagram-worthy photo opportunities, so you can grab the perfect picture surrounded by pumpkins, autumn colors, and all the cozy fall vibes.

Megan-A-Mess
Megan-A-Mess

 

There Is Way More Than Pumpkins

Of course, pumpkins are only part of the fun. Visitors can challenge their friends to carnival games, try their hand at gem mining, visit fortune tellers and, for guests 18 and older, take a turn at axe throwing. Closed-toe shoes are required for axe throwing. And if all that exploring works up an appetite, Jack's has plenty of seasonal treats and festival food, including its popular apple cider donuts. Select weekend nights will also feature rotating food trucks. For the adults, there is a full bar serving seasonal alcoholic and non-alcoholic drinks, including specialty fall cocktails. Alcohol is available to guests 21 and older with valid ID.

Welcome Fall!

There's something about September that makes us want cooler temperatures, cozy sweaters, pumpkin-flavored everything, and a calendar full of fall activities.

Jack's Pumpkin Pop-Up runs September 19 through November 1 at 1265 West Le Moyne Street in Chicago's Goose Island neighborhood.

Tickets are available through Jack's Pumpkin Pop-Up, with timed entry windows.

Four Chains That Don't Use Real Pumpkin in Their Pumpkin Spice Lattes

We've entered pumpkin spice season, which makes summer-lovers cringe . . . while fall-lovers are trying to pretend they don't have the A.C. on, while they get out their pinecone- and pumpkin-themed decorations.
 
 
Here's a question for pumpkin spice latte aficionados: Do you care if your PSL contains ACTUAL pumpkin . . . or are you fine with whatever ingredients are in that delicious, mysterious pumpkin spice syrup?
 
 
TheTakout.com has a list of FOUR chains that DON'T use real pumpkin in their PSLs. They are:

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