Welcome to October in the Chicagoland area, where the air turns crisp and the vibrant colors of fall come alive! This month is packed with exciting activities and festivals that celebrate the season, from pumpkin patches to spooky Halloween events. Whether you're looking for family-friendly outings or unique local experiences, our comprehensive calendar has you covered. Dive in and discover all the fun waiting for you this October! What activities are you most excited about?
Oct. 4-5: Oktoberfest (Naperville) | Map
Oct. 4-6: Lincoln Park Wine Fest | Map
Oct. 4-6: The Great Highwood Pumpkin Fest & Skeletons on Display | Map
Oct. 4-6: West Town Art Walk (West Town) | Various locations
Oct. 4-6: Andersonville Arts Weekend | Map
Oct. 5: Family Fall Fest (Elmhurst) | Map
Oct. 5: Cider and Ale Festival (Lisle) | Map
Oct. 5: Fall Fest at Lombard Common | Map
Oct. 5: Villa Park Brewfest | Map
Oct. 5-6: Lincoln Square Ravenswood Apple Fest | Map
Oct. 5-20: Boo! at the Zoo (Brookfield) | Map
Oct. 6: Andersonville Fall Wine Walk | Map
Oct. 10: Hinsdale Wine Walk | Map
Oct. 11-13: St. Charles Scarecrow Fest | Map
Oct. 11-13: Glass Pumpkin Patch (Lisle) | Map
Oct. 11-13: Halloween Hollow (Mokena) | Map
Oct. 12: Slow & Low Chicago Lowrider Festival (Near North Side) | Map
Oct. 12-13: Harvest Pow Wow (Wheaton) | Map
Oct. 12-13: Oktoberfestiversary | Map
Oct. 16-27: Night of 1,000 Jack-o-‘Lanterns (Glencoe) | Map
Oct. 18-19: All Hallows Eve (Naperville) | Map
Oct. 19: Zoo After Dark: Boos & Brews (Brookfield) | Map
Oct. 19: Scarecrow Fest & Walk (Highland Park) | Map
Oct. 19: Nightmare on Chicago Street (Elgin) | Map
Oct. 24: Adults Night Out: Howl-o-ween (Lincoln Park) | Map
Oct. 26: BatFest (Batavia) | Map
Oct. 26: Wheaton Illinois Haunted Flea Market | Map
Oct. 27: Lincoln Scared (Lincoln Square) | Map
Oct. 27: Maxwell Street Market (Near West Side) | Map
