Things to do this weekend in and around Chicago

Friendly fun in Chicago for 10/09/2026–10/11/2026. Check out these highlights!

Scroll down for full list of weekend activities.

Morning Glories at the Garfield Conservatory - Chicago. This event takes place from 10 am to 12:30 pm at the Garfield Park Conservatory.
Friday Night Playroom at Milwaukee Yard - Oak Creek. The indoor playroom runs from 6:00 pm to 9:00 pm at Milwaukee Yard Indoor Sports Complex.
Fall Fun at Jerry Smith Farm! - Kenosha. The farm event takes place at Jerry Smith Pumpkin Farm, with times listed on the website.
Pumpkin Daze Fall Festival at Abbey Farms - Aurora. The festival runs from 10 am to 6 pm at Abbey Farms.
Dinos at the Brookfield Zoo! - Brookfield. Families can visit the dinosaur event during regular zoo hours, which vary seasonally.

FREE fall and holiday mini photo sessions with Shoott! - Chicago - Chicago. Shoott offers free 30-minute outdoor photo sessions, with edited image galleries available within days.
Fall Fest at Lincoln Park Zoo - Chicago. The celebration includes pumpkins, s’mores, rides, entertainers, musical entertainment, pumpkin carvers, and fall-themed zoo enrichment.
Fall Fest at Konow’s - Homer Glen. The fall festival usually runs from 10 am to 8 pm, with exceptions listed on the website.
Honey Hill Orchard 2026 Season! - Waterman. Visitors can pick apples, explore the apple barn, enjoy a children’s play area, and take weekend wagon rides when weather permits.
Medieval Monsters at the Chicago Children's Museum - Chicago. Children can create medieval-style paintings or contribute to a collaborative mural during hourly workshop sessions.

Fall Fest at Bengtson’s Farm - Homer Glen. The festival features rides, animals, pig races, live music, playgrounds, a petting zoo, and a giant corn box.
Pumpkin Fest at Cosley Zoo 2025 - Wheaton. The zoo event runs from 9 am to 5 pm at Cosley Zoo.
Castle Exhibit at the Chicago Children's Museum - Chicago. The exhibition is available at the Chicago Children’s Museum, with times varying by day.
BOO! at the Zoo at the Brookfield Zoo! - Brookfield. The Halloween celebration includes trick-or-treating, decorations, and family-friendly activities during weekend zoo hours.

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