This listed was originated from Chicagonow.com with edits of our own added largely in the area of art, music, fashion, lifestyle or networking. If you know us we don’t care for the super trendy as the world pours into Chicago for the summer. However we do try to provide you with the overground & underground experience the city offers from a creative entrepreneurs perspective. If you have an event of the above nature you’d like added PLEASE EMAIL US. If you see it linked check out one of our past galleries. Keep Checking Back for updates, thanks Chicago!

May 2014

  • Cinco de Mayo Festival, May 2-4, 26th Street & Kostner (Little Village)
  • CIMM Fest mAY 1-4, Columbia College & More
  • Revolution Craft Show May 4th, Salvage One (West Town)
  • Chicago Kids and Kites Festival, May 3, Montrose Harbor in Lincoln Park
  • Beer under Glass, May 15, Garfield Park Conservatory
  • Chicago Craft Beer Week for May 15 – 25, various locations
  • Mayfest and Polish Fest, May 3-4, Copernicus Center, 5216 W. Lawrence Ave.
  • Beyond Your Locale – Touring Your Work Nationally and Internationally May 13th
    Creative Crossings at the Hideout is happening on May 14th from 6:00-8:00pm.

  • Chicago’s Memorial Day Parade, May 24, State St. from Lake St. to Van Buren
  • Bike the Drive, May 25, Lake Shore Drive
  • Mayfest, May 16-18, Lakeview, Ashland and Barry
  • Chicago’s New Orleans Festival (NEW) May 31 – June 1, Chicago Northside along Lake Michigan
  • Festival del Taco, (NEW), May 30 – June 1, Little Village, 2600 S. Kostner (at 26th St.)
  • American Beer Classic, May 10, Soldier Field.
  • Chicago Memorial Day Parade. May 24, noon, State Street from Lake to Van Buren
  • Randolph Street Market Festival, May 24, 25, 1350 block W. Randolph and 1340 W. Washington Street between Ada and Ogden
  • Maifest, May 29-June 1, the German festival known as Maifest Chicago serves beer, brats, sauerkraut, and music in Lincoln Square at Lincoln Ave. and Leland Ave.
  • Do Division, Division Street festival, May 30 – June 1, 2014
  • Chicago Veggie Pride Parade, May 31, noon, Grant Park
  • New Orleans festival, (NEW) May 31-June 1, West Lakeview at Lincoln Ave. and Addison

June 2014

  • Maifest, May 29-June 1, Lincoln Square at Lincoln Ave. and Leland Ave.
  • Festival del Taco, (NEW), May 30 – June 1, Little Village, 2600 S. Kostner (at 26th St.)
  • Do Division Street festival, May 30 – June 1, West Town
  • New Orleans festival, (NEW) May 31-June 1, West Lakeview at Lincoln Ave. and Addison
  • Chicago Food Truck Fest, June 7, outside U.S. Cellular Field
  • Bacon Chase (NEW) June 7, Montrose Beach
  • Ravinia Festival, June 5 through September 14, Highland Park
  • Ribfest Chicago, June 6-8, Lincoln/Irving Park/Damen
  • Andersonville Midsommarfest, June 6-8, Andersonville
  • Belmont-Sheffield Music Festival, June 7-8, Lakeview, Sheffield/Belmont
  • 57th Street Art Fair: June 7-8, Hyde Park
  • Printers Row Lit Fest, June 7, 8, Printers Row neighborhood, Dearborn and Polk Streets
  • Grant Park Music Festival, June 11 – August 16
  • Spring Awakening, June 13-15, Soldier Field
  • Old Town Art Fair, June 14, 15, Old Town
  • Wells Street Art Festival, June 14, 15, Wells Street, between North Avenue and Division Street
  • Fiestas Puertorriqueñas and Puerto Rican Parade, June 12-15, Humboldt Park, Division Street
  • Taste of Randolph Street, June 13-15
  • Chicago Blues Fest, June 13-15, Grant Park, Millennium Park
  • 6 Corners BBQ Fest, June 14-15, 4000 N. Milwaukee Ave. (at Irving Park Rd./Cicero Ave. to Belle Plaine)
  • Long Grove Strawberry Festival, June 20-22, downtown Long Grove
  • L.A.T.E. Ride, June 21, overnight ride starts at Buckingham Fountain (500 S Columbus Dr)
  • Gold Coast Art Festival, June 21, 22, Grant Park’s Butler Field at the corner of Monroe and Lake Shore Drive
  • Pride Fest, June 21, 22, Halsted and Waveland
  • Wicker Park’s Green Music Fest, June 21, 22, Damen between North and Schiller
  • Milwaukee Summerfest, June 25-29 and July 1-6, Summerfest Grounds along Lake Michigan, Milwaukee, WI.
  • World’s Largest Block Party, June 27,28, Old St. Patrick’s Church, 700 W. Adams
  • Gospel Music Festival, June 27-29,  Ellis Park in Bronzeville
  • Chinatown Dragon Boat Races, June 28, Ping Tom Memorial Park, 300 E 18th Street
  • Chicago Summerfest (formerly Chicago Country Fest), June 28, 29, Clark Street and Armitage
  • Randolph Street Market Festival, June 28, 29, 1350 block W. Randolph and 1340 W. Washington Street between Ada and Ogden
  • Pride Parade, June 29, North Broadway, Boystown
  • Backlot Bash BackLot Bash 26 June 2014 – Monday June 30

July 2014

  • International Festival of Life: July 3-6, Union Park
  • Chosen Few Picnic, July 3-6,  in Jackson Park, 63rd and Hayes Drive
  • Fourth of July Fireworks, July 4, Navy Pier, 9:30 p.m.
  • Wavefront Music Festival, July 4-6, Montrose Beach
  • Summer on Southport, July 12, 13, Southport and Waveland
  • Windy City RibFest: July 4-6, Uptown, Lawrence and Broadway
  • Taste of Lakeview, July 5, 6, Lincoln at Belmont
  • Rock Around the Block, July 5, 6, Belmont and Lincoln Avenue
  • Taste of Chicago, July 9-13, Grant Park
  • Windy City Smokeout, July 11-13, River North, Hubbard and Rush Streets
  • Michigan Avenue Art Festival, July 11-13, Pioneer Court
  • Square Roots Music Festival, July 11-13, Lincoln Square
  • Irish American Heritage Festival: July 11-13, Irish American Heritage Center, 4626 N. Knox
  • West Fest: July 12,13, West Town, Chicago Ave. from Damen to Wood
  • Roscoe Village Burger Fest, July 12,13, Belmont and Damen
  • Pitchfork Music Festival: July 18-20, Union Park
  • BenFest 2014, (St. Benedict’s ) July 18-20
  • Chinatown Summer Fair, July 20, Wentworth Ave from Cermak Road to 24th Place
  • Taste of River North: July 18-20, River North, Kingsbury and Erie Street
  • Celebrate Clark Street Festival, Saturday, July 19, 20, between Morse and Estes Avenue
  • Sheffield Garden Walk & Festival: July 19,-20, Lincoln Park, Sheffield and Webster
  • North Dearborn Street Garden Walk, July 20, starts Latin School, 45 W. North
  • Wicker Park Fest, July 26 – 27, Milwaukee and North
  • Taste of Lincoln Avenue, July 26 – 27, N. Lincoln Avenue between Fullerton & Wrightwood
  • Randolph Street Market Festival, July 26, 27, 1350 block W. Randolph and 1340 W. Washington Street between Ada and Ogden
  • Wicker Park Fest, July 26-27, Milwaukee Avenue Between North Avenue and Paulina Street
  • Taste of Lincoln Avenue: July 26, 27, Lincoln Park, Fullerton and Wrightwood
  • Fiesta del Sol: July 31-August 3, Pilsen on Cermak between Morgan and Ashland

August 2014

  • Fiesta del Sol: July 31-August 3, Pilsen on Cermak between Morgan and Ashland
  • Lollapalooza, August 1-3, Grant Park
  • Edge Fest: August 2, 3, Edgewater, 5900 N. Broadway at Thorndale Ave.
  • Wrigleyville Summerfest, August 2, 3, School Street and Seminary Avenue
  • Taste of Latin America, August 2 – 3, 3600 to 3828 W Armitage
  • Ginza Holiday, August 8-10, Midwest Buddhist Temple, Old Town
  • Northalsted Market Days, August 9, 10, Halsted Street and Belmont Avenue
  • Retro on Roscoe, August 9, 10, Damen Avenue and Roscoe Street
  • Festa Italiana, August 14-August 17, Little Italy, Taylor St.
  • Glenwood Avenue Arts Fest: August 15-17, Rogers Park
  • Chicago Westside Music Festival – August 16,  Garfield Park
  • Chicago Air & Water Show, August 16, 17 (rehearsal August 15) North Avenue Beach
  • Albany Park World Fest (New) August 16 – 17, Lawrence & Kimball
  • Chicago Dancing Festival, August 20 – 23, various locations
  • Clark After Dark, August 21, Clark and Hubbard Streets
  • The Boulevard, August 22-24, Logan Boulevard and Milwaukee Avenue
  • The Magnificent Mile Shopping Festival, August 21-September 1, North Michigan Avenue
  • Chicago Fashion Fest, Saturday, August 23-24, Division St. from Wolcott to Paulina
  • Taste of Greektown, August 23 – 24, 400 S. Halsted St. at Van Buren
  • Chicago New Orleans Fest (NEW) August 23 – 24, Sheffield and Wellington
  • Bucktown Arts Festival, August 23 – 24, Bucktown
  • Chicago Fringe Festival, August 28 – September 7, Jefferson Park
  • Chicago Jazz Festival, August 28 – 31, Grant Park
  • African Festival of the Arts, August 29 – September 1
  • North Coast Music Festival, August 29 – 31, Union Park
  • Taste of Polonia, August 29 to September 1, Copernicus Center, 5216 W. Lawrence Ave.
  • Remix Chicago: Chicago’s Recycled Art Fair, August 30 – 31,  Milwaukee Avenue between Fullerton and California Avenues
  • Randolph Street Market Festival, August 30 – 31, 1350 block W. Randolph and 1340 W. Washington Street between Ada and Ogden

September 2014

  • Taste of Polonia, August 29 to September 1, Copernicus Center, 5216 W. Lawrence Ave.
  • German American Fest, September 5-7, Lincoln and Leland Avenues
  • Roscoe Village Oyster Fest, September 6, Damen Avenue & Roscoe St.
  • Fulton Fest, September 12,13, Fulton Avenue between Damen and Hoyne
  • Festival de la Villita, September 12-14, 26th Street and Kostner Avenue
  • Riot Fest, September 12-14, Humboldt Park, 1440 N. Sacramento Avenue
  • Crush in Old Town (previously Wells Street Fall Festival), September 13 – 14, Wells and North
  • Andersonville City Made Fest, September 20, 21, Clark and Argyle
  • Oktoberfest Chicago, September 26-28, Southport and Lincoln Avenue (a complete list  of Oktoberfest happenings will appear in a separate post in early September).
  • Chicago Gourmet, September 26 – 28, Harris Theatre and Millennium Park
  • Hyde Park Jazz Festival, September 27 – 28, Hyde Park, various locations
  • Randolph Street Market Festival, September 27, 28, 1350 block W. Randolph and 1340 W. Washington Street between Ada and Ogden

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