Fall in Chicagoland is one of the best times of the year for families. As the temperatures cool down and the leaves begin to change, it’s the perfect season for outdoor adventures, local festivals, apple picking, pumpkin patches, and cozy weekend outings.
Whether you’re looking for the best fall events for kids, scenic spots to enjoy the changing colors, or fun weekend plans close to home, we’ve got you covered. This guide brings together all of Kidlist’s fall resources in one place—organized to help you easily discover family-friendly activities, local farms, nature destinations, and seasonal events across Chicago and the suburbs.
We’ll keep updating the guide throughout the season, so be sure to check back for the latest events, openings, and things to do. Happy fall!
Our Fall Guide is sponsored by Keller’s Farmstand and Feld Entertainment.
Fall Family Fun at Keller’s Farmstand Oswego
Keller’s Farmstand Oswego is the perfect place for fall family fun! Take a stroll through our 50-acre apple orchard to pick the perfect apples – 30+ varieties throughout the season!
Our Saturday & Sunday Fall Festivities include activities for all ages: 12-acre Mad Doctor-themed corn maze, 3-acre Minotaur-themed corn maze, 2-acre Sun & Moon-themed grass maze, Big Barn playhouse with multiple slides, adult & child pedal vehicles, giant checkers game, Chalk House, Barnyard Ball, tire stack for climbing, antique tractors for photo ops, farm animals, wagon rides, face painting and more!
Grab a wheelbarrow to pick your own pumpkins in the 12-acre pumpkin patch or choose prepicked.
Concession stands sell refreshments including apple cider donuts, cider slushies, hot & iced coffee/cider, kettle corn, fudge, and other delectable treats.
Stop by and slow down. Relax, recharge, and rediscover how downtime feels. We can’t wait to welcome you to our family farm!
The Greatest Show On Earth® is Coming to Allstate Arena
Ringling Bros. and Barnum & Bailey® Presents The Greatest Show On Earth® is back and reimagined for a new generation, bringing a fast-paced, high-energy circus experience to Rosemont, playing Allstate Arena from November 6-8, 2026.
You remember your first circus. Now it’s their turn. Ringling is a childhood moment filled with awe, laughter, and unforgettable family time, the kind of experience every kid deserves. For a limited time, families can enjoy all the circus fun with $20 kids tickets, making it easier than ever to create those first circus memories together.
And don't forget, Parking is FREE with ticket purchase.
Local Family-Friendly Fall Activities in 2026
More Things to Do This Fall
1 Comment. Leave new
Thank you for compiling these family fun activities! They are so helpful!