Arts & Entertainment
2026 Chicago Festival Guide
Get ready for fun with this guide to neighborhood street fests, art shows, outdoor concerts, cultural celebrations and summer events of all sizes across Chicago and the suburbs. To submit an event for consideration, email [email protected].
Celebración de los Árboles. (Courtesy of Morton Arboretum)
Jump to: October
Sept. 19-Oct. 30: Sonny Acres Farm Fall Festival (West Chicago) | Map
Sept. 19-Nov. 1: Jack’s Pumpkin Pop-Up (West Town) | Map
Sept. 25-Oct. 4: World Music Festival Chicago | Various locations
Apple Fest. (Courtesy of the Lincoln Square Ravenswood Chamber of Commerce)
Jump to: September
Oct. 1-4: The Great Highwood Pumpkin Fest & Skeletons on Display | Map
Oct. 1-4: Mokena Family Fall Fest | Map
Oct. 2-3: Oktoberfest (Naperville) | Map
Oct. 2-4: West Town Art Walk (West Town) | Various locations
Oct. 2-4: Lincoln Square Ravenswood Apple Fest | Map
Oct. 3: Family Fall Fest (Elmhurst) | Map
Oct. 3: Cider and Ale Festival (Lisle) | Map
Oct. 3: Fall Fest at Lombard Common | Map
Oct. 3-4: Woodstock Art Fair on the Square | Map
Oct. 3-25: Boo! at the Zoo (Brookfield) | Map
Oct. 4: Maxwell Street Market (Near West Side) | Map
Oct. 7-25: Night of 1,000 Jack-o’-Lanterns (Glencoe) | Map
Oct. 8: Hinsdale Wine Walk | Map
Oct. 9-11: Lincoln Park Wine Fest | Map
Oct. 9-11: St. Charles Scarecrow Fest | Map
Oct. 9-11: Glass Pumpkin Patch (Lisle) | Map
Oct. 10: Stews & Brews (Highland Park) | Map
Oct. 10: Food Truck Festival (West Pullman) | Map
Oct. 10-11: Oktoberfestiversary (North Center) | Map
Oct. 17: Nightmare on Chicago Street (Elgin) | Map
Oct. 17: Spooky Zoo (Lincoln Park) | Map
Oct. 17: Loop Arts Fest | Map
Oct. 23-24: Zoo Brew: Howls and Growls (Lincoln Park) | Map
Oct. 23-24: Howlin’ at the Moon (Naperville) | Map
Oct. 24: Harvest on Harrison (Oak Park) | Map
Oct. 24: Arts in the Dark Halloween Parade (Loop) | Map
Oct. 24: BatFest (Batavia) | Map
Oct. 24-25: Family Spooktacular (Naperville) | Map
Oct. 25: Lincoln Scared (Lincoln Square) | Map
Oct. 25: Boo Bash (Tinley Park) | Map
Oct. 25: Meet Me on Milwaukee (Wicker Park) | Map
Oct. 31: Haunted Halsted Halloween Parade (Northalsted) | Map
Oct. 31: Wheaton Illinois Haunted Flea Market | Map
