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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First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 FestMonday, September 14, 2026 Celebrate Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the ... Read More » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 FestMonday, September 14, 2026 Celebrate Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the ... Read More » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 tenth annual Lincoln Park Zoo Fall Fest, September 25-November 1, 2026. Step into the vibrant world of pumpkins, harvest mazes and ... Read More » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 FestMonday, September 14, 2026 Celebrate Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the ... Read More » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... Read More » City News Cafe Free Concert Series City News Cafe Free Concert SeriesWeekly on Sunday and SaturdayEnjoy the increasingly rare experience of browsing through magazines, newspapers and books, without a digital device in sight. The analog adventures continue with live musical concerts during the City News Cafe concert series on weekends ... Read More » | ||||
First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 FestMonday, September 14, 2026 Celebrate Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the ... Read More » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... Read More » City News Cafe Free Concert Series City News Cafe Free Concert SeriesWeekly on Sunday and SaturdayEnjoy the increasingly rare experience of browsing through magazines, newspapers and books, without a digital device in sight. The analog adventures continue with live musical concerts during the City News Cafe concert series on weekends ... Read More » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 FestMonday, September 14, 2026 Celebrate Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the ... Read More » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 All Day First Lady CruiseWednesday, September 9, 2026 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 FestMonday, September 14, 2026 Celebrate Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the ... Read More » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 FestMonday, September 14, 2026 Celebrate Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the ... Read More » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 All Day First Lady CruiseWednesday, September 9, 2026 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 FestMonday, September 14, 2026 Celebrate Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the ... Read More » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 FestMonday, September 14, 2026 Celebrate Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the ... Read More » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 tenth annual Lincoln Park Zoo Fall Fest, September 25-November 1, 2026. Step into the vibrant world of pumpkins, harvest mazes and ... Read More » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 FestMonday, September 14, 2026 Celebrate Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the ... Read More » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... Read More » City News Cafe Free Concert Series City News Cafe Free Concert SeriesWeekly on Sunday and SaturdayEnjoy the increasingly rare experience of browsing through magazines, newspapers and books, without a digital device in sight. The analog adventures continue with live musical concerts during the City News Cafe concert series on weekends ... Read More » |
First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 FestMonday, September 14, 2026 Celebrate Hispanic Heritage Month along with Latino theater and dramatic creativity at the ninth annual Destinos: Chicago International Latino Theater Festival for three weeks from September 14 to October 11, 2026, at theaters across the ... Read More » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... Read More » City News Cafe Free Concert Series City News Cafe Free Concert SeriesWeekly on Sunday and SaturdayEnjoy the increasingly rare experience of browsing through magazines, newspapers and books, without a digital device in sight. The analog adventures continue with live musical concerts during the City News Cafe concert series on weekends ... Read More » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 19 to November 1, 2026. The large number of ... Read More » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 19 to November 1, 2026. The large number of ... Read More » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 tenth annual Lincoln Park Zoo Fall Fest, September 25-November 1, 2026. 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 » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... Read More » City News Cafe Free Concert Series City News Cafe Free Concert SeriesWeekly on Sunday and SaturdayEnjoy the increasingly rare experience of browsing through magazines, newspapers and books, without a digital device in sight. The analog adventures continue with live musical concerts during the City News Cafe concert series on weekends ... 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 tenth annual Lincoln Park Zoo Fall Fest, September 25-November 1, 2026. Step into the vibrant world of pumpkins, harvest mazes and ... Read More » |
First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... Read More » City News Cafe Free Concert Series City News Cafe Free Concert SeriesWeekly on Sunday and SaturdayEnjoy the increasingly rare experience of browsing through magazines, newspapers and books, without a digital device in sight. The analog adventures continue with live musical concerts during the City News Cafe concert series on weekends ... 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 tenth annual Lincoln Park Zoo Fall Fest, September 25-November 1, 2026. Step into the vibrant world of pumpkins, harvest mazes and ... Read More » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 19 to November 1, 2026. The large number of ... Read More » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 19 to November 1, 2026. The large number of ... Read More » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 tenth annual Lincoln Park Zoo Fall Fest, September 25-November 1, 2026. 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 » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... Read More » City News Cafe Free Concert Series City News Cafe Free Concert SeriesWeekly on Sunday and SaturdayEnjoy the increasingly rare experience of browsing through magazines, newspapers and books, without a digital device in sight. The analog adventures continue with live musical concerts during the City News Cafe concert series on weekends ... 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 tenth annual Lincoln Park Zoo Fall Fest, September 25-November 1, 2026. Step into the vibrant world of pumpkins, harvest mazes and ... Read More » |
First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... Read More » City News Cafe Free Concert Series City News Cafe Free Concert SeriesWeekly on Sunday and SaturdayEnjoy the increasingly rare experience of browsing through magazines, newspapers and books, without a digital device in sight. The analog adventures continue with live musical concerts during the City News Cafe concert series on weekends ... 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 tenth annual Lincoln Park Zoo Fall Fest, September 25-November 1, 2026. Step into the vibrant world of pumpkins, harvest mazes and ... Read More » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 19 to November 1, 2026. The large number of ... Read More » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 19 to November 1, 2026. The large number of ... Read More » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... 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 tenth annual Lincoln Park Zoo Fall Fest, September 25-November 1, 2026. 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 » | First Lady Cruise All Day First Lady CruiseWednesday, September 9, 2026 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 » Greektown Public Art Exhibit Greektown Public Art ExhibitTuesday, June 9, 2026 Chicago's historic Greektown neighborhood will introduce a new public art exhibit, "We The People," on June 9, 2026, along Halsted Street between Madison and Van Buren Streets. Celebrating the 250th anniversary of the Declaration of Independence, ... Read More » City News Cafe Free Concert Series City News Cafe Free Concert SeriesWeekly on Sunday and SaturdayEnjoy the increasingly rare experience of browsing through magazines, newspapers and books, without a digital device in sight. The analog adventures continue with live musical concerts during the City News Cafe concert series on weekends ... 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 tenth annual Lincoln Park Zoo Fall Fest, September 25-November 1, 2026. Step into the vibrant world of pumpkins, harvest mazes and ... Read More » |








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