Pumpkin Palooza has festivities for the whole family at the DuPage Children's Museum. Photo courtesy of the museum
Pumpkin Palooza has festivities for the whole family at the DuPage Children's Museum. Photo courtesy of the museum

Best Things To Do in Chicago in October 2021 with Kids: Halloween, Fall Fests, and Outdoor Fun

Halloween is always exciting, and October in Chicago is delivering a whole lot of treats: We have apples and pumpkins to pick; there are scarecrow related activities in Lisle, Downers Grove, and St. Charles, and kids can check out a variety of Jack-o-Lanterns in Lincoln Park Geneva or Glencoe. The weather is even still right for a boat ride or a local hike.

Of course, we’ve got you covered for Halloween events in Chicago, too. If you'd rather trick-or treat at businesses than at houses or apartments, visit Lincoln Square, Ravenswood, Bucktown or Wicker Park, or trick-or-treat with the animals at Brookfield's Boo at the Zoo. And if you're more comfortable staying in for the holiday, we have some fun Halloween games to recommend.

There's so much going on this month, though, you're definitely going to want to pop on a seasonal face mask and head out to indulge in a little October fun!

Places featured in this article:


Hanover Street

Throughout the Chicago Metropolitan Area

Centennial Recreational Center

Cody's Farm and Orchard

Siegel's Cottonwood Farm

Heap's Giant Pumpkin Farm

Apple Barn Orchard and Winery
Night of 1,000 Jack-o'- Lanterns
Chicago Botanical Gardens - 6:30 PM Pick
Jack's Pumpkin Pop-Up
Jack's Pumpkin Pop-Up - various times Pick
Open House Chicago
Throughout the Chicago Metropolitan Area - 8:00 AM
Cosley Zoo Pumpkin Fest
Cosley Zoo - 9:00 AM
Neighborhood Guides
Activity Guides