Festivals and Fairs
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Best Bets: Paul Reiser at The MAC and Chicago Sinfonietta opens seasonOct 15, 2025 10:28 am - Actor/comedian Paul Reiser headlines The MAC, the Chicago Sinfonietta showcases Indian music at Naperville and Chicago concerts, and Chicago’s MCA hosts a career perspective of artist/activist/musician Yoko Ono.
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Submit your jack-o’-lantern for Glen Ellyn’s Pumpkins on Main displayOct 14, 2025 11:41 pm - The Glen Ellyn Park District is hosting Pumpkins on Main, a festive display of jack-o'-lanterns at the Main Street Recreation Center from Oct. 27-31.
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Things to do Oct. 17-23: All Hallows Eve, Halloween events, Adam Sandler, iLuminate and moreOct 14, 2025 10:12 am - Magic, monsters and mythical entertainment come together at Naper Settlement’s All Hallows Eve this weekend. Plus, mark your calendar for comedy shows from Adam Sandler and Nate Bargatze, Halloween events, iLuminate at the Genesee and more.
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Scarecrow contest winners announced for the 40th St. Charles Scarecrow WeekendOct 13, 2025 1:09 pm - The 40th annual St. Charles Scarecrow Weekend featured live entertainment, family-friendly fall activities, and a scarecrow contest with over 120 entries.
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Art of the Land show and fundraiser returns to McHenry CountyOct 13, 2025 11:11 am - Attendees will experience art inspired by the local landscape, live music and more at the Art of the Land art show and fundraiser. Proceeds from the event support land preservation in McHenry County.
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Enjoy music, pumpkin carving and more when Harvest Hoot returns to Oakton campus Oct. 18Oct 13, 2025 10:56 am - The city of Des Plaines’ annual autumn festival, Harvest Hoot, returns to the Oakton College campus from noon to 4 p.m. Saturday, Oct. 18.
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Scarecrow building, pumpkin decorating draw families to Autumn Harvest festOct 11, 2025 3:36 pm - A scarecrow-building contest was among the highlights of the four-hourlong annual Autumn Harvest festival Saturday at North School Park in Arlington Heights.
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41st annual Pinball Expo to light up Renaissance Schaumburg Convention Center Oct. 15-18Oct 09, 2025 12:46 pm - Still growing year by year in size and breadth, the 41st annual Pinball Expo returns Wednesday through Saturday, Oct. 15-18, to the Renaissance Schaumburg Convention Center Hotel. “Pinball is universal in its interest and appeal,” says expo organizer Rob Berk.
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Relive the Civil War at annual encampment and battle in HainesvilleOct 08, 2025 2:51 pm - Hainesville’s annual Civil War Encampment and Battle re-enactment featuring military and civilian participants in period costume returns on Oct. 18-19.
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Gurnee Parks to hold 3rd annual Halloween Fall Fest Oct. 11Oct 08, 2025 11:16 am - Gurnee Park District, in partnership with the village of Gurnee, will hold its third annual Halloween Fall Fest from 1 to 4 p.m. Saturday, Oct. 11, at Hunt Club Park and inside Hunt Club Park Community Center.