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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Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » | 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 » Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » Forte Happy Hour 4:00 pm to 7:00 pm Forte Happy HourWeekly on Tuesday Wednesday Thursday and FridayThe Symphony Center's new restaurant, Forte, is kicking off the year with happy hour specials that are sure to bring harmony to foodies searching for new culinary thrills. Located on Chicago's cultural mile, Forte at the ... Read More » | Summerdance SummerdanceWeekly on Wednesday Thursday Friday and SaturdayOne of the city’s most beloved dance traditions, Chicago Summerdance, returns to the Spirit of Music Garden in Grant Park as well as neighborhood parks for open-air dancing, live music and dance lessons all summer ... 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 » Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » | Summerdance SummerdanceWeekly on Wednesday Thursday Friday and SaturdayOne of the city’s most beloved dance traditions, Chicago Summerdance, returns to the Spirit of Music Garden in Grant Park as well as neighborhood parks for open-air dancing, live music and dance lessons all summer ... Read More » Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » | Summerdance SummerdanceWeekly on Wednesday Thursday Friday and SaturdayOne of the city’s most beloved dance traditions, Chicago Summerdance, returns to the Spirit of Music Garden in Grant Park as well as neighborhood parks for open-air dancing, live music and dance lessons all summer ... Read More » Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » | Summerdance SummerdanceWeekly on Wednesday Thursday Friday and SaturdayOne of the city’s most beloved dance traditions, Chicago Summerdance, returns to the Spirit of Music Garden in Grant Park as well as neighborhood parks for open-air dancing, live music and dance lessons all summer ... 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 » Printers Row Lit Fest 10:00 am to 6:00 pm Printers Row Lit FestSaturday, September 6, 2025 The Midwest's largest literary festival returns to Chicago's historic Printer's Row neighborhood in the South Loop with the Printer's Row Lit Fest on September 6 and 7, 2025. Stretching out over five blocks, the Printers Row ... 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 » Printers Row Lit Fest 10:00 am to 6:00 pm Printers Row Lit FestThe Midwest's largest literary festival returns to Chicago's historic Printer's Row neighborhood in the South Loop with the Printer's Row Lit Fest on September 6 and 7, 2025. Stretching out over five blocks, the Printers Row ... Read More » Sundays on State 11:00 am to 6:00 pm Sundays on StateSunday, September 7, 2025 State Street, that great street, will be closed to traffic and open for an interactive, fun-filled block party in the heart of the Loop. Sundays on State is scheduled this summer for September 7 and ... Read More » German American Fest 12:00 pm to 10:00 pm German American FestSunday, September 7, 2025 Celebrate German heritage in all its forms, including dance, music, and food at the annual German-American Oktoberfest on September 5--7,2025, in the Lincoln Square neighborhood. The opening ceremony kicks off at 8 pm on September ... Read More » | Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » Full Moon Jam 7:30 pm to 10:00 pm Full Moon JamMonday, September 8, 2025 The full moon is celebrated in many ways in different cultures but in Chicago, fire dancers and percussion are the highlights of the annual summer Full Moon Jam. Glowing along the shores of Lake Michigan, ... 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 » Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » Forte Happy Hour 4:00 pm to 7:00 pm Forte Happy HourWeekly on Tuesday Wednesday Thursday and FridayThe Symphony Center's new restaurant, Forte, is kicking off the year with happy hour specials that are sure to bring harmony to foodies searching for new culinary thrills. Located on Chicago's cultural mile, Forte at the ... 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 » Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » 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 » | Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » 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 » | Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » Lincoln Park Blues and Gangster Tour 2:00 pm to 4:00 pm Lincoln Park Blues and Gangster TourWeekly on Sunday Friday and SaturdayChicago boasts a reputation for a lot of great things--architecture, food and a stunning skyline. The city's claim as the home of the blues is another great accolade but Chicago is also recognized for its ... 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 » Ravenswood ArtWalk 11:00 am to 6:00 pm Ravenswood ArtWalkSaturday, September 13, 2025 The Ravenswood Corridor community celebrates 21 years of the annual Ravenswood ArtWalk on September 13-14, 2025. The area's artists, manufacturers and brewers will welcome visitors during the ArtWalk for the first time in two years, ... Read More » Lakeview East Fest of the Arts 11:00 am to 7:00 pm Lakeview East Fest of the ArtsSaturday, September 13, 2025 The 20th annual Lakeview East Festival of the Arts showcases an exciting range of visual arts and live music on two stages in the Lakeview neighborhood on September 13-14, 2025. Explore a line-up of 150 juried ... 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 » Maxwell Street Market 10:00 am to 3:00 pm Maxwell Street MarketSunday, September 14, 2025 There's no Chicago market more iconic than Maxwell Street Market. This year, the market runs on select Sundays, May 18 through October 5, 2025, 10 am -3 pm. Open since 1912, this bustling marketplace is ... Read More » Ravenswood ArtWalk 11:00 am to 6:00 pm Ravenswood ArtWalkThe Ravenswood Corridor community celebrates 21 years of the annual Ravenswood ArtWalk on September 13-14, 2025. The area's artists, manufacturers and brewers will welcome visitors during the ArtWalk for the first time in two years, ... Read More » Lakeview East Fest of the Arts 11:00 am to 7:00 pm Lakeview East Fest of the ArtsThe 20th annual Lakeview East Festival of the Arts showcases an exciting range of visual arts and live music on two stages in the Lakeview neighborhood on September 13-14, 2025. Explore a line-up of 150 juried ... Read More » | Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » | 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 » Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » Forte Happy Hour 4:00 pm to 7:00 pm Forte Happy HourWeekly on Tuesday Wednesday Thursday and FridayThe Symphony Center's new restaurant, Forte, is kicking off the year with happy hour specials that are sure to bring harmony to foodies searching for new culinary thrills. Located on Chicago's cultural mile, Forte at the ... 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 » Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » 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 » | Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » 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 » | Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » Lincoln Park Blues and Gangster Tour 2:00 pm to 4:00 pm Lincoln Park Blues and Gangster TourWeekly on Sunday Friday and SaturdayChicago boasts a reputation for a lot of great things--architecture, food and a stunning skyline. The city's claim as the home of the blues is another great accolade but Chicago is also recognized for its ... 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 » Englewood Jazz Fest 12:00 pm to 6:00 pm Englewood Jazz FestSaturday, September 20, 2025 The 26th annual Englewood Jazz Festival presents an exciting line-up of established and emerging Chicago musicians for three days in the Englewood community on September 18-20, 2025. Live the Spirit Residency at Hamilton Cultural Center educates ... Read More » West Loop Music & Art Fest 12:00 pm to 10:00 pm West Loop Music & Art FestSaturday, September 20, 2025 Stroll into the trendy West Loop neighborhood for five blocks of eye-catching art for the fifth annual West Loop Music & Art Fest on September 20-21, 2025. The free event supplies a full weekend of ... 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 » Andersonville Vintage Market 10:00 am to 4:00 pm Andersonville Vintage MarketSunday, September 21, 2025 The Chicago shopping event of the summer returns; the fifth annual Andersonville Vintage Market will supply treasures from every era on select Sundays on July 20, August 17. September 21 and October 19, 2025. Discover one-of-a-kind ... Read More » Hyde Park Handmade 11:00 am to 3:00 pm Hyde Park HandmadeSunday, September 21, 2025 For ten years, the free Hyde Park Handmade Artisan Bazaar has supplied a monthly pop-up of hand-crafted goodies beloved by loyal customers. Don't miss the fun at the summer markets on July 20 and August ... Read More » Chicago Live! 12:00 pm to 6:00 pm Chicago Live!Sunday, September 21, 2025 Witness the excitement of Chicago's extensive performing arts scene during the fifth annual Chicago Live! festival on September 20-21, 2025. Navy Pier will host free, non-stop performances featuring Chicago dance, theater, music and more during ... Read More » | Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » | 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 » Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » | 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 » Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » 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 » | Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » 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 » | Fall Fest 10:00 am to 5:00 pm Fall FestFriday, September 26, 2025 Celebrate 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 » Under The Picasso Noontimes 12:00 pm to 1:00 pm Under The Picasso NoontimesWeekly on Monday Tuesday Wednesday Thursday and FridayOne of the joys of summer in Chicago is experiencing the eclectic cultural events at Daley Plaza. Under the shade of the Picasso sculpture, artists and performers from around the world sing, dance and present ... 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 » | 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 » Randolph Street Market 10:00 am to 5:00 pm Randolph Street MarketSaturday, September 27, 2025 In honor of the fall season, Chicago's signature open-air market, the Randolph Street Market, is hosting its fall market with vintage treasures, live bands, food and fun on September 27-28, 2025, in the West Loop. Celebrating ... 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 » |
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 » 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 » Randolph Street Market 10:00 am to 5:00 pm Randolph Street MarketIn honor of the fall season, Chicago's signature open-air market, the Randolph Street Market, is hosting its fall market with vintage treasures, live bands, food and fun on September 27-28, 2025, in the West Loop. Celebrating ... Read More » St. Alphonsus Oktoberfest 12:00 pm to 7:00 pm St. Alphonsus OktoberfestSunday, September 28, 2025 It's that time of year when Chicagoans welcome the autumn season with polka, lederhosen and lots and lots of beer. St. Alphonsus Church celebrates its 21st annual Oktoberfest Chicago in the west Lakeview neighborhood 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 » 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 » World Music Festival Chicago 7:00 pm to 9:00 pm World Music Festival ChicagoThe 25th annual World Music Festival Chicago is a city-wide, multi-venue festival presenting over 30 artists and ensembles from 22 countries around the globe, presented for free over 10 days from September 26 to October 5, ... 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 » 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 » Forte Happy Hour 4:00 pm to 7:00 pm Forte Happy HourWeekly on Tuesday Wednesday Thursday and FridayThe Symphony Center's new restaurant, Forte, is kicking off the year with happy hour specials that are sure to bring harmony to foodies searching for new culinary thrills. Located on Chicago's cultural mile, Forte at the ... Read More » |