South Chicago Family-Friendly Fall Activities 2026

Folklore storytelling, 1920s silent films, and custom spooky poetry on-site.

Riverwalk festival featuring boat hayrides on the Chicago River and pumpkin patch.

Family fall festival with pony rides, hayrides, and costume contests.

Halloween games and activities along the Wolfe Wildlife walking path.

Family event featuring pumpkin painting and live music.

Community trunk or treat gathering featuring candy and a costume contest.

Chicago Halloween and horror market featuring local vendors, tattoos, and oddities.

Includes a pumpkin, carving supplies, paint, and your first drink.

Kids and adults cook festive savory bites and sweet treats together.

Trick-or-treating for children in Pre-K through eighth grade.

Bring your own pumpkin to decorate using library-supplied materials.

Free family games, crafts, and silly fun with Wacky Drac.

Hands-on pumpkin decorating session designed for kids and families.

Seasonal story hour hosted at the library's Children's Services department.

Children's scarecrow craft session at the Kennedy Branch library.

Halloween story session and craft activity held at the library branch.

Festive autumn fun fair for children with games, inflatables, and hayrides.

Fall festival featuring hayrides, a petting zoo, inflatables, and Scarecrow Lane.

Unlimited indoor attractions and free parkwide trick-or-treating in costume.

Create a scarecrow display or vote along Dellwood Park's path.

Festive Halloween party with costume contest and carnival games

Family-friendly Trunk or Treat event with free admission.

After-hours Halloween event at the Lincoln Park Conservatory.

Indoor trick-or-treating across seven levels of shops

Indoor trick-or-treating with balloon artists.

Visitors can trick-or-treat across more than twenty-five neighborhood locations in Northalsted.

Glow stick dance party with costume encouragement

Meet the Sanderson Sisters characters