Looking for free events and discounts on events in Chicago? You're in the right place. Search our free & cheap Chicago events calendar for things to do and ways to have fun in the windy city. Look at upcoming events in list view, choose a specific date, or click on the month-view to see everything happening this month at a glance.
Don't forget to also check out our guide to what's free and cheap in Chicago this week, as well as some of our popular sections like Free Museum Days in Chicago, Half-Price Tickets to Chicago Entertainment, Things to Do with Kids in Chicago, and Chicago Restaurant Deals.
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Destinos Latino Theater Fest Destinos Latino Theater FestWednesday, October 1, 2025 Celebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » Andersonville Farmers Market 3:00 pm to 7:00 pm Andersonville Farmers MarketWeekly on WednesdayWander through one of the city's most colorful markets at Andersonville Farmers Market, running from May 14 to October 22, 2025. Featuring more than 50 vendors, everything sold at the Andersonville Farmers Market is grown ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » Chicago Cultural Center Tours 1:15 pm to 12:00 am Chicago Cultural Center ToursWeekly on Thursday and FridayExplore the neoclassical beauty of the historic Chicago Cultural Center during free tours every Thursday and Friday. Discover the fascinating history and landmark status of one of Chicago's most beloved architectural treasures. Nicknamed the "People's Palace," ... Read More » Chicago RIverwalk and History Tour 2:00 pm to 4:00 pm Chicago RIverwalk and History TourWeekly on Thursday Friday and SaturdayChicago's skyline is legendary, our city's soaring architecture distinguishes it from every city in the world and there's no more scenic way to view it than from the Chicago Riverwalk. The Architecture Boat Tour is one ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » Lincoln Square Ravenswood Apple Fest 9:00 am to 6:00 pm Lincoln Square Ravenswood Apple FestFriday, October 3, 2025 Enjoy Fall fun with apple-inspired food, drinks and artisan goods at the Lincoln Square Ravenswood Apple Fest, October 3-5, 2025. Celebrate the new season with a bounty of edible goodness. Midwest farms will be serving up ... Read More » Fall Fest 10:00 am to 5:00 pm Fall FestWeekly on Sunday Friday and SaturdayCelebrate the joys of autumn in the fun-filled setting of Lincoln Park Zoo during the ninth annual Lincoln Park Zoo Fall Fest, September 26-October 26, 2025. Step into the vibrant world of pumpkins, harvest mazes and ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » Green City Market 8:00 am to 1:00 pm Green City MarketWeekly on SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » | |||
Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » Glenwood Sunday Market 9:00 am to 2:00 pm Glenwood Sunday MarketWeekly on SundayHead to Rogers Park for one of the city's most vibrant and socially aware farmers' markets, Glenwood Sunday Farmers Market. The market runs on Sundays, from June 1 to October 26, 2025, from 9 am ... Read More » Lincoln Square Ravenswood Apple Fest 9:00 am to 6:00 pm Lincoln Square Ravenswood Apple FestEnjoy Fall fun with apple-inspired food, drinks and artisan goods at the Lincoln Square Ravenswood Apple Fest, October 3-5, 2025. Celebrate the new season with a bounty of edible goodness. Midwest farms will be serving up ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Jack's Pumpkin Pop Up 4:00 pm to 11:00 pm Jack's Pumpkin Pop UpDailyWander through pumpkin patches and corn mazes while you enjoy the season at Chicago's largest fall festival, Jack's Pumpkin Pop Up, located near Goose Island, from September 18 to November 2, 2025. The large number of ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » Free admission for Illinois residents 10:00 am to 9:00 pm Free admission for Illinois residentsWeekly on TuesdayFree Tuesdays at the Museum of Contemporary Art for Illinois residents. Where: Museum of Contemporary Art, 220 E. Chicago Ave., 312-397-4010 When: 10am to 9pm Tuesdays; 10am to 5pm Wednesdays-Sundays; Closed Mondays. Free Tuesdays for Illinois residents with ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » | First Lady Cruise First Lady CruiseWednesday, October 8, 2025 One of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » | Chicago Fashion Week Chicago Fashion WeekThursday, October 9, 2025 The cultural and stylistic diversity of the Windy City will take the stage with the return of Chicago Fashion Week, from October 9-19, 2025. Runway shows, activations, exhibits and events will highlight Chicago's design and fashion ... Read More » Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » Chicago Fashion Week Chicago Fashion WeekThe cultural and stylistic diversity of the Windy City will take the stage with the return of Chicago Fashion Week, from October 9-19, 2025. Runway shows, activations, exhibits and events will highlight Chicago's design and fashion ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » Chicago Fashion Week Chicago Fashion WeekThe cultural and stylistic diversity of the Windy City will take the stage with the return of Chicago Fashion Week, from October 9-19, 2025. Runway shows, activations, exhibits and events will highlight Chicago's design and fashion ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » |
Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » Chicago Fashion Week Chicago Fashion WeekThe cultural and stylistic diversity of the Windy City will take the stage with the return of Chicago Fashion Week, from October 9-19, 2025. Runway shows, activations, exhibits and events will highlight Chicago's design and fashion ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » Chicago Fashion Week Chicago Fashion WeekThe cultural and stylistic diversity of the Windy City will take the stage with the return of Chicago Fashion Week, from October 9-19, 2025. Runway shows, activations, exhibits and events will highlight Chicago's design and fashion ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » Chicago Fashion Week Chicago Fashion WeekThe cultural and stylistic diversity of the Windy City will take the stage with the return of Chicago Fashion Week, from October 9-19, 2025. Runway shows, activations, exhibits and events will highlight Chicago's design and fashion ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » Chicago Fashion Week Chicago Fashion WeekThe cultural and stylistic diversity of the Windy City will take the stage with the return of Chicago Fashion Week, from October 9-19, 2025. Runway shows, activations, exhibits and events will highlight Chicago's design and fashion ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » Chicago Fashion Week Chicago Fashion WeekThe cultural and stylistic diversity of the Windy City will take the stage with the return of Chicago Fashion Week, from October 9-19, 2025. Runway shows, activations, exhibits and events will highlight Chicago's design and fashion ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » Chicago Fashion Week Chicago Fashion WeekThe cultural and stylistic diversity of the Windy City will take the stage with the return of Chicago Fashion Week, from October 9-19, 2025. Runway shows, activations, exhibits and events will highlight Chicago's design and fashion ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » North Park Village Nature Center 8:00 am to 10:00 am North Park Village Nature CenterEnjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » Chicago Fashion Week Chicago Fashion WeekThe cultural and stylistic diversity of the Windy City will take the stage with the return of Chicago Fashion Week, from October 9-19, 2025. Runway shows, activations, exhibits and events will highlight Chicago's design and fashion ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » |
Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » Chicago Fashion Week Chicago Fashion WeekThe cultural and stylistic diversity of the Windy City will take the stage with the return of Chicago Fashion Week, from October 9-19, 2025. Runway shows, activations, exhibits and events will highlight Chicago's design and fashion ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Glenwood Sunday Market 9:00 am to 2:00 pm Glenwood Sunday MarketWeekly on SundayHead to Rogers Park for one of the city's most vibrant and socially aware farmers' markets, Glenwood Sunday Farmers Market. The market runs on Sundays, from June 1 to October 26, 2025, from 9 am ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Jack's Pumpkin Pop Up 4:00 pm to 11:00 pm Jack's Pumpkin Pop UpDailyWander through pumpkin patches and corn mazes while you enjoy the season at Chicago's largest fall festival, Jack's Pumpkin Pop Up, located near Goose Island, from September 18 to November 2, 2025. The large number of ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Free admission for Illinois residents 10:00 am to 9:00 pm Free admission for Illinois residentsWeekly on TuesdayFree Tuesdays at the Museum of Contemporary Art for Illinois residents. Where: Museum of Contemporary Art, 220 E. Chicago Ave., 312-397-4010 When: 10am to 9pm Tuesdays; 10am to 5pm Wednesdays-Sundays; Closed Mondays. Free Tuesdays for Illinois residents with ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » Andersonville Farmers Market 3:00 pm to 7:00 pm Andersonville Farmers MarketWeekly on WednesdayWander through one of the city's most colorful markets at Andersonville Farmers Market, running from May 14 to October 22, 2025. Featuring more than 50 vendors, everything sold at the Andersonville Farmers Market is grown ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Chicago Cultural Center Tours 1:15 pm to 12:00 am Chicago Cultural Center ToursWeekly on Thursday and FridayExplore the neoclassical beauty of the historic Chicago Cultural Center during free tours every Thursday and Friday. Discover the fascinating history and landmark status of one of Chicago's most beloved architectural treasures. Nicknamed the "People's Palace," ... Read More » Chicago RIverwalk and History Tour 2:00 pm to 4:00 pm Chicago RIverwalk and History TourWeekly on Thursday Friday and SaturdayChicago's skyline is legendary, our city's soaring architecture distinguishes it from every city in the world and there's no more scenic way to view it than from the Chicago Riverwalk. The Architecture Boat Tour is one ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Fall Fest 10:00 am to 5:00 pm Fall FestWeekly on Sunday Friday and SaturdayCelebrate the joys of autumn in the fun-filled setting of Lincoln Park Zoo during the ninth annual Lincoln Park Zoo Fall Fest, September 26-October 26, 2025. Step into the vibrant world of pumpkins, harvest mazes and ... Read More » Chicago Cultural Center Tours 1:15 pm to 12:00 am Chicago Cultural Center ToursWeekly on Thursday and FridayExplore the neoclassical beauty of the historic Chicago Cultural Center during free tours every Thursday and Friday. Discover the fascinating history and landmark status of one of Chicago's most beloved architectural treasures. Nicknamed the "People's Palace," ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » Green City Market 8:00 am to 1:00 pm Green City MarketWeekly on SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » |
Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Glenwood Sunday Market 9:00 am to 2:00 pm Glenwood Sunday MarketWeekly on SundayHead to Rogers Park for one of the city's most vibrant and socially aware farmers' markets, Glenwood Sunday Farmers Market. The market runs on Sundays, from June 1 to October 26, 2025, from 9 am ... Read More » Meet Me on Milwaukee 10:00 am to 5:00 pm Meet Me on MilwaukeeSunday, October 26, 2025 Roaming through car-free streets is one of the joys of Chicago street fests and just because the summer is over doesn't mean you can't still experience this favorite pastime. Head to the Wicker Park neighborhood ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Jack's Pumpkin Pop Up 4:00 pm to 11:00 pm Jack's Pumpkin Pop UpDailyWander through pumpkin patches and corn mazes while you enjoy the season at Chicago's largest fall festival, Jack's Pumpkin Pop Up, located near Goose Island, from September 18 to November 2, 2025. The large number of ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Free admission for Illinois residents 10:00 am to 9:00 pm Free admission for Illinois residentsWeekly on TuesdayFree Tuesdays at the Museum of Contemporary Art for Illinois residents. Where: Museum of Contemporary Art, 220 E. Chicago Ave., 312-397-4010 When: 10am to 9pm Tuesdays; 10am to 5pm Wednesdays-Sundays; Closed Mondays. Free Tuesdays for Illinois residents with ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Chicago Cultural Center Tours 1:15 pm to 12:00 am Chicago Cultural Center ToursWeekly on Thursday and FridayExplore the neoclassical beauty of the historic Chicago Cultural Center during free tours every Thursday and Friday. Discover the fascinating history and landmark status of one of Chicago's most beloved architectural treasures. Nicknamed the "People's Palace," ... Read More » Chicago RIverwalk and History Tour 2:00 pm to 4:00 pm Chicago RIverwalk and History TourWeekly on Thursday Friday and SaturdayChicago's skyline is legendary, our city's soaring architecture distinguishes it from every city in the world and there's no more scenic way to view it than from the Chicago Riverwalk. The Architecture Boat Tour is one ... Read More » | Destinos Latino Theater Fest Destinos Latino Theater FestCelebrate Latino theater and dramatic creativity at the eighth annual Destinos: Chicago International Latino Theater Festival for an entire month, from October 1 to November 2, 2025. , at theaters across the city. The Chicago Latino ... Read More » First Lady Cruise First Lady CruiseOne of Chicago's most iconic experiences is sailing on the scenic Chicago Architecture Center (CAC) River Cruise aboard First Lady and absorbing the city's stunning skyline while learning about its design history. The fun continues ... Read More » Chicago Cultural Center Tours 1:15 pm to 12:00 am Chicago Cultural Center ToursWeekly on Thursday and FridayExplore the neoclassical beauty of the historic Chicago Cultural Center during free tours every Thursday and Friday. Discover the fascinating history and landmark status of one of Chicago's most beloved architectural treasures. Nicknamed the "People's Palace," ... Read More » Chicago RIverwalk and History Tour 2:00 pm to 4:00 pm Chicago RIverwalk and History TourWeekly on Thursday Friday and SaturdayChicago's skyline is legendary, our city's soaring architecture distinguishes it from every city in the world and there's no more scenic way to view it than from the Chicago Riverwalk. The Architecture Boat Tour is one ... Read More » |








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