• Chicago Critics Film Festival – 5/5-11. Acclaimed films plus appearances by directors and stars. Music Box Theatre, Chicago. chicagocriticsfilmfestival.com
  • Wine on the Fox Fest – 5/6-7. Entertainment, food and premier wine tasting. Hudson Crossing Park, Oswego. gooswego.org.
  • Tulip Time Festival – 5/6-14. Hundreds of tulips, entertainment, events and activities. Holland, MI tuliptime.com
  • North Shore Jazz and Music Festival – 5/7. Carnival games, cake walk, food trucks. MYAC Center. Highwood. Mya.org
  • Buffalo Creek Brewing Maifest – 5/12-13. Spring’s answer to Oktoberfest. Buffalocreekbrewing.com
  • Aurora Greenfest – 5/13. 10AM-4PM. Learn about being green and living sustainably. Aurora. Auroragreenfest.com
  • Spring Fun Fest – 5/13. Outdoor family activities, bounce houses, petting zoo and live entertainment. Rosemont. Parkwaybankpark.com
  • Chocolate Festival – 5/19-21. Chocolate vendors, live music, children’s activities and roaming performers. Downtown Long Grove. longgrove.org
  • Aurora Greek Fest – 5/19-21. Greek food and culture celebration. St. Athanosios Greek Orthodox Church. Auroragreekfest.com

Blooming Fest | May 20 – 9AM-3PM. Downtown garden festival, includes West Chicago Garden Club’s Annual Plant Sale along with over 50 gardens, craft vendors, KidZone, live music, food vendors and more! Downtown West Chicago. www.westchicago.org/Blooming-fest

  • What’s Blooming on Harrison – 5/20. Art fair, children’s carnival, music, food, beer garden and more. Oak Park. Oakparkdistrict.com
  • Abbey Farms Summer and Honey Festival – 5/20 10AM-3PM. Celebrate honey and bees and all they do for us. Vendor fair, special food items for the day and limited park attractions. Aurora. abbeyfarms.org
  • Skokie Festival of Cultures – 5/20-21.  Cultural booths, folk music, dance, arts and crafts. Oakton Park, Skokie.  skokieculturefest.org
  • Northbrook Art in the Park – 5/20-21. 85 artists in many mediums, music, food, youth art activities. Northbrook. Amdurproductions.com
  • Renegade Craft Spring Fair – 5/20-21. Shop 225+ artists. Andersonville. Renegadecraft.com
  • Food Truck Festival – 5/26. 4-9PM. Live music and entertainment. Lake County Fairgrounds. Grayslake. Lcfairgrounds.com
  • Belmont-Sheffield Music Fest – 5/27-28. Local tribute bands, family entertainment, arts and crafts vendors. Sheffield Ave., Chicago. chicagoevents.com
  • Prairie Arts Festival – 5/27-28. Fine art show, entertainment and kids’ activities. Robert O. Atcher Municipal Center, Schaumburg. villageofschaumburg.com


  • Rose Festival – 6/1-4. Rose parade, rides, concessions, and games. Roselle. Roselle.il.us
  • Maifest – 6/1-4. German food, music and maypole dance. Lincoln Square, Chicago. mayfestchicago.com
  • Cream of Wheaton Festival – 6/1-4. Arts and crafts fair, carnival, Cosley Zoo and food vendors. Wheaton. Wheatonparkdistrict.com
  • New Orleans North – 6/2. New Orleans comes to downtown Joliet, music, local artists, food and performers. Joliet. Facebook.com/neworleansnorth
  • 57th Street Art Fair – 6/3-2. 57th Street, Hyde Park. 57thstreetartfair.org
  • Lincoln Park Greek Fest – 6/2-4. Authentic Greek cuisine, dance performances, artisans, kids’ activities and more. Chicago. Chicagoevents.com
  • Ottawa 2 Rivers Wine Festival – 6/3-5. Tasting from local wineries and artisan market. Pickusottawail.com
  • Lincoln Park Wine Fest – 6/3-5. More than 80 varietals, food/wine pairings, artists and dancing. Jonquil Park, Chicago. chicagoevents.com.
  • Rosemont Uncorked Wine Festival – 6/3-3. 18 wineries, live music and more. Rosemontuncorked.com
  • Chicago Gospel Music Festival – 6/3. Jay Pritzker Pavilion, Millennium Park. Cityofchicago.org
  • Cavalcade of Planes – 6/3-4. Warbirds on display and flying, food vendors, airplane and helicopter rides. Bolingbrook. Cavalcadeofplanes.com
  • Hinsdale Fine Arts Festival – 6/3-4. 130 juried artists, food and kids’ activities. Downtown Hinsdale. hinsdalechamber.com
  • Strawberry Jazz Festival – 6/5. 11AM-4PM. Art, Handmade Crafts, Live Entertainment, Food Trucks, Kid Zone. Bradley. CommunityArtsCouncil.org
  • Franklin Park Fest – 6/8-11. Daily carnival, live music, food vendors and more. Franklin Park. Villageoffranklinpark.com
  • Old Canal Days – 6/8-11. Arts, crafts, carnival, entertainment, food, beer and wine tent. Downtown Lockport. oldcanaldays.com
  • Mundelein Craft Beer Festival – 6/10. Featuring over 40 craft beer vendors, music, food and more. Mundelein. Mundelein.org
  • Warrenville Multicultural Festival – 6/10. Community get together with performing arts, and food trucks. 12-6PM. Warrenville. warrenvilleparks.org/event/warrenville-multicultural-festival
  • Global Arts Festival – 6/10-11. Multicultural music, art, crafts, dance and kids’ activities. Jim Jenson Pavillion, Bartlett. artsinbartlett.org
  • Family Pride Festival – 6/10. Pet parade, kids show, drag shoe, food trucks and artisan booths. Washington Park. Ottawa. Pickusottawail.com
  • Old Town Art Fair – 6/10-11. Artists, urban garden walk, music and kids’ activities. Old Town Triangle Historic District, Chicago. oldtownartfair.org
  • Grayslake Arts Festival and Wine Tasting – 6/10. Whitney Street, Municipal Parking Lot. Grayslake. Grayslakevillagecenter.com
  • Wells Street Art Festival – 6/10-11.  Six-block art fair with music and kids’ play area. Old Town, Chicago. wellsstreetartfest.us
  • Riverside Arts Weekend – 6/10-11. Juried artists, fashion show, live entertainment, kids’ activities. Guthrie Park, Riverside. Riversideartsweekend.wordpress.com
  • Aurora Pride Festival and Parade – 6/11. Updates coming soon. Aurora. Aurorapride.org
  • Lion’s Club Carnival – 6/14. Downtown Ottawa. No advance wristbands or tickets sales this year. 4-10PM. Ottawa. Pickusottawail.com

PrairieFest | June 15 – 18 – Children’s activities, concerts, carnival rides, pony rides, business expo, and food vendors. Free admission and parking. As seen on Food Network. Oswego. www.prairiefest.com


  • Libertyville Days Festival – 6/15-18. Carnival rides, arts, crafts, music and parade. Downtown Libertyville. visitlakecounty.org
  • Woodridge Jubilee – 6/16-6/19. Carnival rides, food, entertainment, bingo. Woodridge. Woodridgeparks.org
  • Blues on Fox Festival – 6/16-17. Fresh lineup of blues legends and rising talents at Thomas J. Weisner RiverEdge in downtown Aurora. Riveredgeaurora.com
  • Scottish Festival and Highland Games – 6/16-17. Traditional Scottish games, exhibits, music and food. Hamilton Lakes, Itasca. scottishfestivalchicago.org
  • Minooka Summerfest – 6/16-17. Family friendly activities. Minooka. Minookalionsclub.com
  • Taste of Des Plaines – 6/16-17. Live entertainment, inflatable games, kids’ activities, beer tents and food vendors. Des Plaines. Desplaines.org
  • Art Fest Artists of the Wall – 6/17-18. 10AM-5PM. Painting spaces available for purchase. Stay to enjoy Loyola Park. Rogers Park. Rpba.org
  • Solstice Hop & Vine Fest – 6/17. Entertainment, food, wine and beer. Ages 21+. The Sports Center, Schaumburg. schaumburgparkfoundation.org
  • Folk Fest – 6/10. Music, games, food vendors. Cantigny. Wheaton. Rside.org/event
  • Winnetka Music Festival – 6/16-17. Live music, food trucks, beer and wine. Winnetka. Winnetkamusicfestival.com
  • Chicago Pride Fest – 6/17–18. Legendary two-day street festival all about LGBTQ+ life, culture and community. Chicago. chicagoevents.com
  • Homewood-Flossmoor Juneteenth Festival – 6/17. Community choir, vendors and parade. Flossmoor. Youmatter2.org
  • Swedish Days Festival – 6/21-25. Entertainment, carnival rides, kids’ activities. Geneva. genevachamber.com

Rotary GroveFest | June 22nd – 25th – Downtown Downers Grove. Live Music, Unlimited Rides, Food/Biz Expo. Beer Garden / Entertainment Area / Car Show. Instagram: DGRotary. www.RotaryGroveFest.com

  • Wauconda Fest – 6/22-25. Carnival rides, wine tasting, car show. Main St., Wauconda. waucondaparks.org
  • Homer Community Festival – 6/22-25. Carnival, live music, parade and fireworks. Heritage Park, Homer Glen. homerfest.com
  • Strawberry Fest – 6/23-25. Unique, strawberry-centric food, pie eating contents, carnival rides and entertainment. Downtown Long Grove. longgrove.org
  • Taste of Joliet – 6/23-25. Food vendors, carnival rides, kids’ zone and entertainment. Joliet Memorial Stadium. Tasteofjoliet.com
  • Pride in the Park – 6/23-24. National and local music acts celebrating the LGBT community. Grant Park, Chicago. chicagoevents.com
  • Richardson Farm Craft Beer Festival – 6/24. Live music, food trucks, yard games. 21+. Spring Grove. Richardsonadventurefarm.com
  • Taste of Grayslake Family Picnic & Fireworks – 6/24. 3-10PM. Family fun, live music, kids’ rides and activities, local food vendors and firework display! glpd.com/events
  • Family Pride – 6/25. 12-10PM. Block party in the Jarvis Alfresco outdoor area. Rogers Park. Rpba.org
  • The Dole’s Lakeside Festival – 6/29-7/2. Live music, food, carnival rides, games, kids’ activities. Dole Mansion. Thedole.org

Arlington Heights Frontier Days Festival | June 30 – July 4 – FREE ADMISSION, FREE Music Entertainment, Carnival Rides, 4th of July Parade, Food, Beer, Wine, Bingo, Family Activities,
 Pony Rides, 3v3 Soccer, Stampede Run 5K/10K, & more! Recreation Park, Arlington Heights.  www.frontierdays.org

  • Palatine Hometown Fest – 6/30-7/4. Live bands, food vendors, carnival, craft fair. Palatine. Palatinejaycees.org
  • Naperville Salute – 6/30-7/3. Live music, food, beer and family fun. Naperville. Napervillesalute.org

Comments are closed.

FREE! Get WEEKEND+  Join the thousands of Chicago families that get it and...GO!