June 1-4: Maifest Chicago, Lincoln Square at Lincoln Ave. and Leland Ave.
June 2-3: 32nd Chicago Gospel Music Festival, Millennium Park
June 2-4: Lincoln Park Greek Fest, St. George Greek Orthodox Church
June 2-4: Harvard Milk Days, Harvard, IL.
June 2-4: Taste of Little Village: Flavors of Mexico, 26th & Sacramento (Little Village), 12-10pm
June 2-4: Do Division, Division St. between Damen Ave and Wood St.
June 3: LaGrange Pet Parade, Cossitt Ave. & LaGrange Rd., line up at 8:30am
June 3-4: Wingout Chicago, St. Michael’s parking lot in Old Town, 2-6pm
June 3-4: Hyde Park Brew Fest, 53rd and Harper, 1-7pm
June 3-4: 57th Street Art Fair, Hyde Park
June 3-September 2: Millennium Park Summer Workouts, Millennium Park, Wednesdays and Saturdays
June 3-September 17: Ravinia Festival, Highland Park (northern suburbs), schedule here
June 9-11: Andersonville Midsommarfest, June 9 to 11, Andersonville on Clark
June 9-11: Ribfest Chicago, June 9 to11, Lincoln Ave. north of Irving Park Rd.
June 9-11: Chicago Blues Festival, Millennium Park
June 9-11: Spring Awakening Music Festival, Addams/Medill Park
June 10: Naked bike ride, join their Facebook group for more info, 6-8 pm
June 10-11: Wicker Park’s Green Music Fest, Damen between North and Schiller
June 10-11: Printers Row Lit Fest, S. Dearborn and Polk
June 10-11: Pilsen Food Truck Social, 18th Street at Allport
June 10-11: Wells Street Art Festival, Wells St. between North Ave. & Division
June 10-11: 6 Corners BBQ Fest, Portage Park, 4000 N. Milwaukee Ave. (at Irving Park Rd./Cicero Ave. to Belle Plaine)
June 10-12: America’s Cup World Series, Navy Pier
June 12-August 17: Millennium Park Summer Music Series, Millennium Park, Select Mondays & Thursdays, 6:30 pm.
June 12-August 28: Movies in the Parks, over 250 movies in various Chicago locations
June 14-August 19: Grant Park Music Festival, Pritzker Pavilion, Wednesdays, Fridays, 6:30pm; Saturdays, 7:30 pm
June 16-18: Oakley Festa Pasta Vino, 24th street & Oakley
June 16-18: Taste of Randolph, Randolph and Peoria St., West Loop
June 16-17: Craft Brews at the Zoo (formerly Brew to Be Wild), Lincoln Park Zoo, 6-10:30pm
June 17: June Fiestas Puertorriqueñas and Puerto Rican Parade, Division Street from Western Avenue to Sacramento Avenue, Humboldt Park
June 17-18: Custer Fair, Main St. & Chicago Ave., Evanston
June 17-18: Chicago Pride Fest, North Halsted, Boystown
June 17-18: Gold Coast Art Fair, Butler Field on E Monroe Street
June 18: Father’s Day BBQ, Brookfield Zoo, Brookfield, IL.
June 20-25: Swedish Days, Downtown Geneva, IL.
June 21: Make Music Chicago, various locations
June 23-24: Chicago Ale Fest, Butler Field, Grant Park
June 23-25: Greek festival on Gold Coast, Annunciation Greek Orthodox Cathedral
June 23-25: Country LakeShake Music Festival, Northerly Island, Huntington Bank Pavilion
June 23-25: Elkhart Jazz Festival, downtown Elkhart, IN.
June 23-September 10: Chicago SummerDance, Grant Park, Spirit of Music Garden, Friday and Saturday 6-9:30 pm, Sunday 4-7 pm
June 24: B96 Pepsi Summerbash, Allstate Arena
June 24-25: Chicago Food Truck Fest, 2400 S. Dearborn Street
June 24-25: Fountain Square Art Festival, Saturday/Sunday, Evanston (Sherman and Church Streets)
June 24-25: Highland Park Festival of Fine Arts, downtown Highland Park
June 24-25: Ravenswood on Tap Beer Festival, 1801 W. Foster, in front of Empirical Brewery
June 24-25: Randolph Street Market Festival, 1340 W. Washington
June 24-25: Mamby on the Beach, Oakwood Beach, Bronzeville/Oakland
June 25: Pride Parade, North Broadway, Boystown
June 25: Color in Motion 5K, Montrose Beach
June 28-July 2: Eyes to the Skies Festival, Lisle Community Park, Lisle, IL
June 28-July 2, July 4-9: 50th annual Milwaukee Summerfest, Henry Maier Festival Park, Milwaukee, WI.
June 29-July 4: Oak Fest, 159th & Central Avenue, Oak Forest, IL.
June 30-July 2: Windy City RibFest, Uptown, Broadway & Lawrence
June 30-July 4: Frontier Days Festival, Recreation Park, Arlington Heights
June 30-July 3: Naperville RibFest, Knoch Park, Naperville
June 30-July 3: FitzGerald’s American Music Festival, FitzGerald’s, Berwyn, IL.
June 30-July 2: Chicago Botanic Garden Art Festival, Chicago Botanic Garden, Lake-Cook Rd., Glencoe, IL.
June 23-24: Worlds Largest Block party at St. Pat’s
June 24: Dragon boat races, Ping Tom Memorial Park, 300 W 19th Street
Wednesdays & Saturdays: Navy Pier Summer Fireworks