June 13-Aug. 18: Grant Park Music Festival (Loop) | Map
June 14 (ongoing through Aug. 30): Summer Concert Series (Lincoln Square) | Map
June 14-17: Fiestas Patronales Puertorriquenas (Humboldt Park) | Map
June 15-16: The Scottish Festival & Highland Games (Itasca) | Map
June 15-16: Craft Brews at the Zoo (Lincoln Park) | Map
June 15-17: Taste of Randolph Street (West Town) | Map
June 15-17: Oakley Ave. Festa Pasta Vino (Lower West Side) | Map
June 16-17: Chicago Pride Fest (Lakeview) | Map
June 16-17: Gold Coast Art Fair at Grant Park (Loop) | Map
June 16-17: Old Canal Days Craft and Art Fair (Lockport) | Map
June 16-17: Custer Fair (Evanston) | Map
• June 14-17: More weekend events and things to do
June 18-Aug. 16: Millennium Park Summer Music Series | Map
June 21: Make Music Chicago | Various locations
June 22-23: World’s Largest Block Party (West Loop Gate) | Map
June 22-24: Country Lake Shake (Museum Campus)| Map
June 22-24: Logan Square Arts Festival | Map
June 22-24: Ruidofest (University Village) | Map
June 22-24: Strawberry Festival (Long Grove) | Map
June 22-24: Back Lot Bash | Various locations
June 23: Craft Beer Festival (Lisle) | Map
June 23-24: Mamby on the Beach (Oakland) | Map
June 23-24: Ravenswood on Tap | Map
June 23-24: The Art Center Highland Park Festival of Fine Arts | Map
June 23-24: Evanston Chamber Artisan SummerFest | Map
June 23-24: Chicago Food Truck Fest (South Loop) | Map
June 23-24: Chi-Town Hot Sauce Expo (Bridgeview) | Map
June 23-24: Chicago Japanese Matsuri (Near North Side) | Map
June 24: Chicago Pride Parade (Uptown, Lakeview, Lincoln Park) | Map
June 28-Aug. 25: Chicago Summer Dance | Various locations
June 29-July 1: Windy City Ribfest (Uptown) | Map
June 29-July 1: Eyes to the Skies (Lisle) | Map
June 29-July 4: Frontier Days Festival (Arlington Heights) | Map
June 30: Chicago Vegandale Food and Drink Fest (Loop) | Map
June 30-July 1: Chicago Botanic Garden Art Festival (Glencoe) | Map
July 4-7: Exchange Club of Naperville Ribfest | Map
July 6-8: African/Caribbean International Festival of Life (West Town)| Map
July 6-8: Millennium Art Festival (Loop) | Map
July 6-8: West Fest (Ukrainian Village)| Map
July 6-8: Irish American Heritage Festival (Mayfair) | Map
July 7: Chosen Few DJs Picnic & Music Festival (Woodlawn) | Map
July 7-8: Live on Lincoln (Lakeview) | Map
July 11-15: Taste of Chicago (Loop) | Map
July 13-15: Windy City Smokeout (Fulton River District) | Map
July 13-15: Square Roots Festival (Lincoln Square) | Map
July 14: Bastille Day Chicago (Ravenswood) | Map
July 14-15: Southport Art & Music Fest (Lakeview) | Map
July 14-15: Roscoe Village Burger Fest | Map
July 15: Dearborn Garden Walk (Gold Coast) | Map
July 15: Chinatown Summer Fair | Map
July 18-22: Kane County Fair (St. Charles) | Map
July 20-22: Pitchfork Music Festival (West Town) | Map
July 20-22: Colombian Fest (Hermosa) | Map
July 20-22: Taste of River North | Map
July 20-22: Artfest Michigan Avenue (Near North Side) | Map
July 20-22: Forest Park Music Fest | Map
July 20-22: Ben Fest (North Center) | Map
July 20-22: Tacos y Tamales Festival (Pilsen) | Map
July 21: Chicago Whiskey & Wine Beach Festival (Uptown) | Map
July 21-22: Sheffield Music Festival & Garden Walk (Lincoln Park) | Map
July 21-22: Chicago Craft Beer Festival (Lincoln Park) | Map
July 21-22: North Shore Festival of the Arts (Skokie) | Map
July 25-29: DuPage County Fair (Wheaton) | Map
July 25-29: Lake County Fair (Grayslake) | Map
July 26-29: Proud American Days (New Lenox) | Map
July 26-29: Fiesta del Sol (Pilsen) | Map
July 27-29: Wicker Park Fest | Map
July 28-29: Chicago Margarita Festival (Near North Side) | Map
July 28-29: Taste of Lincoln Avenue (Lincoln Park) | Map
July 28-29: Glencoe Festival of Art | Map
July 28: South Loop Beer & Cider Fest | Map
July 29: Bloody Mary Fest (Highwood) | Map
AUGUST
Aug. 2-5: Lollapalooza (Loop) | Map
Aug. 2-5: Little Italy Fest-West (Addison) | Map
Aug. 3-5: Jeff Fest (Jefferson Park) | Map
Aug. 3-5: Destination Asia Festival (Lisle) | Map
Aug. 4: Rogers Pork Barbecue, Arts & Music Festival | Map
Aug. 4-5: Edge Fest (Edgewater) | Map
Aug. 4-5: Art at the Glen (Glenview) | Map
Aug. 4-5: Chicago Brewing District’s Dancing in the Streets (West Town) | Map
Aug. 10-12: Chicago Hot Dog Fest (Lincoln Park) | Map
Aug. 10-12: Ginza Holiday Festival (Lincoln Park) | Map
Aug. 10-12: Retro on Roscoe (Roscoe Village) | Map
Aug. 10-12: Festival Cubano (Belmont Cragin) | Map
Aug. 11: Bud Billiken Parade (Bronzeville) | Map
Aug. 11-12: Northalsted Market Days (Lakeview) | Map
Aug. 11-12: Lincolnshire Art Festival | Map
Aug. 11-12: Near North Food Truck Social | Map
Aug. 11-12: Thirsty Ears Festival (Ravenswood) | Map
Aug. 11-12: My House Music Festival (Pilsen) | Map
Aug. 12: Slow & Low Chicago Lowrider Festival (Pilsen) | Map
Aug. 16: Clark After Dark (Near North Side) | Map
Aug. 17-19: Edison Park Fest | Map
Aug. 17-19: Glenwood Avenue Arts Fest (Rogers Park) | Map
Aug. 17-19: Evanston Art & Big Fork Festival | Map
Aug. 18-19: Chicago Air and Water Show (Near North Side) | Map
Aug. 18-19: Ukranian Days Festival (West Town) | Map
Aug. 18: Windy City West Indian Carnival (Hyde Park) | Map
Aug. 18: Oak Park Micro Brew Review | Map
Aug. 18-19: Sangria Festival (West Town) | Map
Aug. 18-19: Pilsen Fest | Map
Aug. 18-19: Vintage Days (Long Grove) | Map
Aug. 19: South Shore Summer Fest | Map
Aug. 22-26: Will County Fair (Peotone) | Map
Aug. 24-26: Taste of Greektown | Map
Aug. 24-26: Logan Square Food Truck Social | Map
Aug. 25-26: Port Clinton Art Festival (Highland Park) | Map
Aug. 25-26: Bucktown Art Fest | Map
Aug. 30-Sept. 2: Chicago Jazz Festival (Loop) | Map
Aug. 31-Sept. 2: NorthCoast Music Festival (West Town) | Map
Aug. 31-Sept. 2: Great American Lobster Fest (Near North Side) | Map
Aug. 31-Sept. 3: African Festival of the Arts (Washington Park) | Map
Aug. 31-Sept. 3: Taste of Polonia (Jefferson Park) | Map
SEPTEMBER
Sept. 1-2: Fine Art Festival at Oakbrook Center | Map
Sept. 1-2: Deer Park Art Show | Map
Sept. 1-2: Cider & Sliders Festival (Lakeview) | Map
Sept. 1-3: Frankfort Fall Fest | Map
Sept. 1-3: Irish Days (Long Grove) | Map
Sept. 7: Windy City Wine Festival (Loop) | Map
Sept. 7-9: Throwback Music Fest (Norwood Park) | Map
Sept. 7-9: Festival de La Villita (Little Village) | Map
Sept. 7-9: German American Oktoberfest (Lincoln Square) | Map
Sept. 8-9: Renegade Craft Fair (Wicker Park) | Map
Sept. 7-23: World Music Festival | Various Locations
Sept. 8-9: Chicago Bourbon & Barbecue Festival (Roscoe Village) | Map
Sept. 8-9: Lakeview East Festival of the Arts | Map
Sept. 9: The Birdhouse Festival | Map
Sept. 13-15: Chicago Turkish Festival (Loop) | Map
Sept. 14-16: Riot Fest (Douglas Park) | Map
Sept. 14-16: Fulton Market Harvest Fest (West Town) | Map
Sept. 15: Independence Park Beer Fest (Irving Park) | Map
Sept. 15-16: Sam Adams Lakeview Taco Fest | Map
Sept. 15-16: Ravenswood Artwalk | Map
Sept. 15-16: Printers’ Row Art Fest | Map
Sept. 21-23: Apple Fest (Long Grove) | Map
Sept. 22: Creative Youth Festival (Loop) | Map
Sept. 28-30: Oktoberfest Chicago (Lakeview) | Map
Sept. 28-30: Chicago Gourmet (Loop) | Map
Sept. 29-30: Hyde Park Jazz Festival | Map
Sept. 29-30: Edgewater Arts Festival | Map
Sept. 29-30: The Highwood Starving Artists Show | Map