Chicago Farmers Markets (Citywide markets including Daley Plaza)—
May through October; Division Street Farmers Market opens Saturday, May 16, and Daley Plaza Farmers Market opens Thursday, May 21. ChicagoFarmersMarkets.us
Maxwell Street Market (1330 S. Halsted) —
Monthly, Sundays, May – October. MaxwellStreetMarket.us
Memorial Day Wreath Laying Ceremony & Parade —
Saturday, May 23, Chicago.gov/DCASE
Millennium Park Summer Workouts (Great Lawn) —
Saturdays, May 16 – September 5. MillenniumPark.org
Chicago Blues Festival (Ramova Theatre and Millennium Park) —
Thursday through Sunday, June 4 – 7. MillenniumPark.org | ChicagoBluesFestival.us
Millennium Park Summer Music Series (Jay Pritzker Pavilion) —
Nine concerts, most Mondays & Thursdays, June 15 – August 6. MillenniumPark.org
Millennium Park Summer Film Series (Jay Pritzker Pavilion) —
Tuesdays, July 1 – August 19. MillenniumPark.org
Taste of Chicago (Grant Park) —
Wednesday through Sunday, July 8–12. TasteofChicago.us
Chicago Gospel Music Festival (Jay Pritzker Pavilion) —
Friday and Saturday, July 24 – 25. ChicagoGospelMusicFestival.us
Chicago SummerDance (Citywide, including Night Out in the Parks pop-up events and Spirit of Music Garden) — July and August. ChicagoSummerDance.org
Chicago Air and Water Show (North Avenue Beach) —
Saturday and Sunday, August 15 – 16 (rehearsal Friday, August 14). ChicagoAirandWaterShow.us
Chicago House Music Festival & Conference (Chicago Cultural Center and Millennium Park) —
Thursday through Sunday, August 27 – 30. ChicagoHouseMusicFestival.org
Chicago Jazz Festival (Citywide, including Chicago Cultural Center and Millennium Park) —
Thursday through Sunday, September 3 – 6. MillenniumPark.org | ChicagoJazzFestival.us
World Music Festival Chicago (Citywide) —
Friday through Sunday, September 25 – October 4. WorldMusicFestivalChicago.org
Chicago Made Music Showcase Finale (Chicago Cultural Center) —
Saturday, October 24. ChicagoMade.us
City Holiday Events (Millennium Park) —
City of Chicago Tree Lighting Ceremony (Friday, November 20); Holiday Market (Friday–Sunday, November 20 – 22); and Holiday Sing Along (Fridays, December 4, 11, 18). Chicago.gov/Holiday
New Year’s Eve Celebration — Thursday, December 31. Chicago.gov/NYE
All dates and event details are subject to change. For updates and full programming information throughout the season, visit Chicago.gov/DCASE and the individual festival websites linked above.
Plus, more exciting announcements are on the way, including upcoming Chicago Cultural Center programming, citywide art installations, Millennium Park workout series and film screenings, and other signature cultural experiences that will further expand the City of Chicago’s 2026 event season.
