Chicago Fall Fun - Fall Events and Activities

Posted: September 22, 2021

Chicago Fall Fun and Festivals for Kids and Families

Fall is here, and there are so many great Fall activities and events taking place (safely) in person again! All around Chicago, there are tons of great family-friendly events taking place including pumpkin patches, scarecrow walks, pumpkin fests, harvest festivals, Oktoberfests and more. We've rounded up some of this Fall's best family fall fun.

See our picks, and see the FULL LISTING OF FALL FUN EVENTS from our Fall Fun calendar page!

Events will be following safety guidelines, so be prepared to social distance and wear your mask! Check with individual locations for specific policies.

September 24-26
Long Grove Apple Fest
Downtown Long Grove, 308 Old McHenry Rd., Long Grove
Long Grove’s Apple Fest is known for the apple pies, donuts, caramel dipped to candied apples, apple wine, sangria, and more! In addition to all of the delightful apple specialties, you can even try some options right off the menu at our local hometown restaurants. Plus enjoy a stage full of great rhythm and sounds showcasing all your favorite styles of music, and curated artisans showcasing their wares and talents. All ages. Fri noon - 11pm, Sat 10am - 11pm, Sun 10am - 6pm. $5 Children 6 & Under are FREE.
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September 24-26
St. Al's Oktoberfest and Kinderfest
St. Alphonsus Church, 1429 W. Wellington, Chicago
Located in the South Lakeview neighborhood, St. Alphonsus was founded by German immigrants in 1882, and continues to recognize its German roots by celebrating an authentic Oktoberfest every September. Keeping with tradition, festival-goers can expect to experience homemade bratwurst, the "oom-pah" of German bands, the music of top area headliner bands, activities for kids (“Kinderfest”), and of course lots of great beer for the grownups. The festival will be held outdoors in a beer garden fashion under a tent. All ages. See web site for schedule. $5.
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September 24-26
Andersonville Homecoming
Andersonville, Clark and Catalpa, Chicago
Andersonville Homecoming is a three-night, two-day outdoor festival to the neighborhood featuring live entertainment, local artisans and merchants, food and drink vendors, free kids’ activities and more. All ages. Fri 5-10pm, Sat/Sun 11am-10pm. $10 suggested donation at the gate.
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September 25-26
Brookfield Zoo Oktoberfest
Brookfield Zoo, First Avenue and 31st Street, Brookfield
Zoogoers can toss on their lederhosen and enjoy live polka music at the Beer Garden from 11:00 a.m. – 5:00 p.m. on Brookfield Zoo’s East Mall to celebrate Oktoberfest presented by Leinenkugel’s. The event is free with general admission. Available for purchase will be Leinenkugel’s Oktoberfest beer and a seasonal menu with bratwurst, sausages, pretzels with beer cheese, and more. All ages. 11am - 5pm. Regular admission.
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October 1-2
Oktoberfest at Naper Settlement
Naper Settlement, 523 S. Webster St., Naperville
Celebrate fall inside the event's signature beer tent with live music, traditional German cuisine, live polka bands, rock music at night, themed contests, and a selection of local and traditional Oktoberfest beer varieties. During the day on Saturday, an expanded children's area will have activities for the whole family. All ages. Friday 5-10pm, Saturday noon - 10pm. Adults $15, ages 4-12 $10.
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October 2-3
Lincoln Square Ravenswood Apple Fest
Lincoln Avenue between Lawrence and Wilson, Chicago
Lincoln Square Ravenswood Chamber of Commerce's Annual Apple Fest is a long standing tradition in Lincoln Square, bringing community together to celebrate the beginning of autumn. This year's menu includes a variety of ciders and apple-inspired dishes, live music, family-friendly activities and plenty of vendors. All ages. 9am - 6pm. FREE.
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October 2
The Forge Fall Fest
The Forge: Lemont Quarries, 1001 Main Street, Lemont
Kick-off a month-long celebration of fall activities at The Forge Fall Fest with a day of specially-priced activities and an awesome lineup of musicians at The Mount including the Great Crusades & Soul Daddy. At Fall Fest, save on all exhilarating activities from 9am - 9pm, including the Two Towers Kids Activity Zone, ziplining and climbing on the Eight Towers Adventure, Mountain Biking at the Drop-in, Laser Tag, Paddlesports, our Digital Escape Rooms, and more. All ages. 9am - 9pm. See web site for activity details. Free entry, with fees for some activities.
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October 8-10
St. Charles Scarecrow Festival
Downtown St. Charles, Rte. 64 at Fox River, St. Charles
Handmade scarecrows will be showcased around town for visitors to view, vote for their favorites, and visit our many local businesses. There will be a Family Zone with live entertainment and family activities, a festive photo op area, specials and promotions throughout town, and the Autumn on the Fox Craft Show in Pottawatomie Park. A new addition to the event this year is the Family Zone which will have live entertainment and family activities throughout the weekend. All ages. Fri 12-6pm, Sat 10am - 6pm, Sun 10am - 5pm. FREE.
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October 9
Cantigny Fall Festival
Cantigny Park, 1S151 Winfield Road, Wheaton
The first Fall Festival since 2019 promises colorful autumn fun for all ages! We have a full day planned with these attractions and more: Featuring a giant juggling scarecrow, live music, a craft show, pumpkin decorating and crafts for kids, interactive strolling entertainment, a petting zoo, hay rides, Great Big Bubble Making, inflatables and more. See web site for the schedule of events. All ages. 10 am – 4 pm. Free with $5 paid parking.
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October 9-10
Fall Family Festival
Kohl Children's Museum of Greater Chicago, 2100 Patriot Boulevard, Glenview
The annual Fall Family Festival is back, with some old favorites and some new exciting activities. Get ready for a jam-packed afternoon of animal discovery and fall-themed fun to celebrate the changing of the seasons outdoors. Activities include kiddie train rides, a petting farm, old-fashioned cider press that kids can crank, exotic animals and insects, a ghost hunt, and access to all 16 indoor exhibits. Limited capacity. Advance reservations required. Costumes encouraged! All ages. 2:30- - 5:00pm. $25 / Members $15.
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