Don’t let summer slip away without hitting up at least one festival. Plan your August in Chicago and gear up for fun with Gray Line Chicago’s guide to neighborhood street fests, outdoor concerts, art shows and cultural celebrations across the Windy City and the surrounding suburbs.
Going with a group? We’ve got your transportation covered too! Book a ride through our sister site Aries Charter Transportation. Our full service fleet can transport groups of 2 to 500+.
Aug. 1-4: Lollapalooza (Loop) | Map
Aug. 1-4: Little Italy Fest-West (Addison) | Map
Aug. 1-Sept. 12: Lot Jams (Albany Park) | Map
Aug. 2-4: Festa Italiana (Naperville) | Map
Aug. 2-4: Jeff Fest (Jefferson Park) | Map
Aug. 2-4: Destination Asia Festival (Lisle) | Map
Aug. 3: Wheaton Brew Fest | Map
Aug. 3: Chicago Southside Maker Faire (West Lawn) | Map
Aug. 3-4: Edge Fest (Edgewater) | Map
Aug. 3-4: Chicago Brewing District’s Dancing in the Streets (West Town) | Map
Aug. 3-4: Art at the Glen (Glenview) | Map
Aug. 3-4: World of Faeries Festival (South Elgin) | Map
Aug. 3-4: Jarvis Square Music + Arts Festival (Rogers Park) | Map
Aug. 4: Taste of the Towns (Lake Zurich) | Map
Aug. 6: Art Dans La Rue (Oak Park) | Map
Through Aug. 6: Concerts in the Plaza (Libertyville) | Map
Aug. 9-11: Chicago Hot Dog Fest (Lincoln Park) | Map
Aug. 9-11: Ginza Holiday Festival (Old Town) | Map
Aug. 9-11: Retro on Roscoe (Roscoe Village) | Map
Aug. 9-11: Festival Cubano (Belmont Cragin) | Map
Through Aug. 10: Summer Nights Concerts (Brookfield) | Map
Aug. 10: Farm & Barn Fest (Mokena) | Map
Aug. 10: Bud Billiken Parade (Bronzeville) | Map
Aug. 10: Noche Caribena (Near North Side) | Map
Aug. 10: Joliet Blues Festival | Map
Aug. 10-11: Northalsted Market Days (Lakeview) | Map
Aug. 10-11: Lincolnshire Art Festival | Map
Aug. 10-11: My House Music Festival (Pilsen) | Map
Aug. 10-11: Kite Festival (Glencoe) | Map
Aug. 10-11: Thirsty Ears Festival (Ravenswood) | Map
Aug. 10-11: Veggie Fest (Lisle) | Map
Aug. 14: Garlic Fest (Highwood) | Map
Through Aug. 15: Millennium Park Summer Music Series | Map
Aug. 15: Clark After Dark (Near North Side) | Map
Aug. 15-18: Little Italy Festa Taylor St. | Map
Aug. 16-18: Edison Park Fest | Map
Aug. 16-18: Glenwood Avenue Arts Fest (Rogers Park) | Map
Aug. 16-18: Evanston Art & Big Fork Festival | Map
Aug. 16-18: Armenian Fest 2019 (Glenview) | Map
Through Aug. 17: Grant Park Music Festival (Loop) | Map
Aug. 17: Oak Park Micro Brew Review | Map
Aug. 17: Homewood’s Giant Block Party | Map
Aug. 17: Westside Music Festival (Douglas Park) | Map
Aug. 17: The Big North (Lincoln Square) | Map
Aug. 17-18: Chicago Air and Water Show (Near North Side) | Map
Aug. 17-18: Sangria Festival (Humboldt Park) | Map
Aug. 17-18: Pilsen Fest | Map
Aug. 17-18: Malott Japanese Garden Summer Festival (Glencoe) | Map
Aug. 17-18: Vintage Days (Long Grove) | Map
Aug. 21-25: Will County Fair (Peotone) | Map
Through Aug. 23: Water Colors (Near North Side) | Map
Aug. 23-24: Mamby on the Beach (This event has been canceled)
Aug. 23-25: Logan Square Social | Map
Aug. 23-25: Corn Fest (DeKalb) | Map
Aug. 23-25: Skokie’s Backlot Bash | Map
Aug. 23-25: Taste of Greektown | Map
Aug. 23-Sept. 1: Chicago Jazz Festival (Loop) | Map
Aug. 24: Villapalooza (Little Village) | Map
Aug. 24: Edgebrook Block Party | Map
Aug. 24: Lagunitas Beer Circus Chicago (Douglas Park) | Map
Aug. 24: Chicago SummerDance Celebration (Loop) | Map
Aug. 24-25: Ukranian Days Festival (West Town) | Map
Aug. 24-25: Bucktown Art Fest | Map
Aug. 24-25: Oak Park Ave.-Lake Arts & Crafts Show (Oak Park) | Map
Aug. 24-25: Glen Ellyn Festival of the Arts | Map
Aug. 24-25: Port Clinton Art Festival (Highland Park) | Map
Aug. 25: Walk in the Park (Arlington Heights) | Map
Aug. 25: Taste of Armenia (Evanston) | Map
Aug. 25-31: Chicago Onscreen Schedule | Various locations
Through Aug. 28: Arbor Evenings (Lisle) | Map
Through-Aug. 29: Summer Concert Series (Lincoln Square) | Map
Through Aug. 29: Thursday Night Out (Oak Park) | Map
Through Aug. 29: Rockin’ in the Park (Rosemont) | Map
Aug. 30-Sept. 1: Nashwood (Highwood) | Map
Aug. 30-Sept. 1: Great American Lobster Fest (Near North Side) | Map
Aug. 30-Sept. 1: North Coast Music Festival (South Loop) | Map
Aug. 30-Sept. 1: Lebanese Festival (Lombard) | Map
Aug. 30-Sept. 2: Naperville Jaycees’ Last Fling | Map
Aug. 30-Sept. 2: Taste of Polonia (Jefferson Park) | Map
Aug. 30-Sept. 2: African Festival of the Arts (Washington Park) | Map
Aug. 31: 2019 Miller Lite Chicago Bears Block Party (Logan Square) | Map
Through Aug. 31: Wave Wall Wax (Near North Side) | Map
Aug. 31-Sept. 2: Frankfort Fall Fest | Map
Aug. 31-Sept. 2: Schaumburg Septemberfest | Map
Aug. 31-Sept. 2: Irish Days (Long Grove) | Map
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