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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Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Chistmas Around the World 9:30 am to 5:30 pm Chistmas Around the WorldDailyOne of Chicago's most iconic holiday traditions is viewing the holiday trees from around the world at the Christmas Around The World exhibit at the Griffin Museum of Science & Industry. This year's display includes Holidays ... Read More » Lincoln Park Conservatory Winter Flower Show 10:00 am to 3:00 pm Lincoln Park Conservatory Winter Flower ShowWeekly on Sunday Wednesday Thursday Friday and SaturdayLincoln Park Conservatory's beloved Winter Flower Show will explore the enchanting beauty of fireplaces and poinsettias with this year's show, "Fireside," which runs from November 26, 2025, to January 4, 2026. Cozy up at the enormous ... Read More » Garlfiel Park Conservatory Holiday Flower Show 10:00 am to 5:00 pm Garlfiel Park Conservatory Holiday Flower ShowWeekly on Sunday Wednesday Thursday Friday and SaturdayThe Chicago holiday season is never complete without the natural beauty of the Garfield Park Winter Flower Show. This year's theme is Merry & Bright, celebrating the festive colors and foliage of the season through ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Chistmas Around the World 9:30 am to 5:30 pm Chistmas Around the WorldDailyOne of Chicago's most iconic holiday traditions is viewing the holiday trees from around the world at the Christmas Around The World exhibit at the Griffin Museum of Science & Industry. This year's display includes Holidays ... Read More » Lincoln Park Conservatory Winter Flower Show 10:00 am to 3:00 pm Lincoln Park Conservatory Winter Flower ShowWeekly on Sunday Wednesday Thursday Friday and SaturdayLincoln Park Conservatory's beloved Winter Flower Show will explore the enchanting beauty of fireplaces and poinsettias with this year's show, "Fireside," which runs from November 26, 2025, to January 4, 2026. Cozy up at the enormous ... Read More » Garlfiel Park Conservatory Holiday Flower Show 10:00 am to 5:00 pm Garlfiel Park Conservatory Holiday Flower ShowWeekly on Sunday Wednesday Thursday Friday and SaturdayThe Chicago holiday season is never complete without the natural beauty of the Garfield Park Winter Flower Show. This year's theme is Merry & Bright, celebrating the festive colors and foliage of the season through ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Chistmas Around the World 9:30 am to 5:30 pm Chistmas Around the WorldDailyOne of Chicago's most iconic holiday traditions is viewing the holiday trees from around the world at the Christmas Around The World exhibit at the Griffin Museum of Science & Industry. This year's display includes Holidays ... Read More » Lincoln Park Conservatory Winter Flower Show 10:00 am to 3:00 pm Lincoln Park Conservatory Winter Flower ShowWeekly on Sunday Wednesday Thursday Friday and SaturdayLincoln Park Conservatory's beloved Winter Flower Show will explore the enchanting beauty of fireplaces and poinsettias with this year's show, "Fireside," which runs from November 26, 2025, to January 4, 2026. Cozy up at the enormous ... Read More » Garlfiel Park Conservatory Holiday Flower Show 10:00 am to 5:00 pm Garlfiel Park Conservatory Holiday Flower ShowWeekly on Sunday Wednesday Thursday Friday and SaturdayThe Chicago holiday season is never complete without the natural beauty of the Garfield Park Winter Flower Show. This year's theme is Merry & Bright, celebrating the festive colors and foliage of the season through ... Read More » | ||||
Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Chistmas Around the World 9:30 am to 5:30 pm Chistmas Around the WorldDailyOne of Chicago's most iconic holiday traditions is viewing the holiday trees from around the world at the Christmas Around The World exhibit at the Griffin Museum of Science & Industry. This year's display includes Holidays ... Read More » Lincoln Park Conservatory Winter Flower Show 10:00 am to 3:00 pm Lincoln Park Conservatory Winter Flower ShowWeekly on Sunday Wednesday Thursday Friday and SaturdayLincoln Park Conservatory's beloved Winter Flower Show will explore the enchanting beauty of fireplaces and poinsettias with this year's show, "Fireside," which runs from November 26, 2025, to January 4, 2026. Cozy up at the enormous ... Read More » Garlfiel Park Conservatory Holiday Flower Show 10:00 am to 5:00 pm Garlfiel Park Conservatory Holiday Flower ShowWeekly on Sunday Wednesday Thursday Friday and SaturdayThe Chicago holiday season is never complete without the natural beauty of the Garfield Park Winter Flower Show. This year's theme is Merry & Bright, celebrating the festive colors and foliage of the season through ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Chistmas Around the World 9:30 am to 5:30 pm Chistmas Around the WorldDailyOne of Chicago's most iconic holiday traditions is viewing the holiday trees from around the world at the Christmas Around The World exhibit at the Griffin Museum of Science & Industry. This year's display includes Holidays ... Read More » Winter Wonderfest 10:00 am to 10:00 pm Winter WonderfestEnjoy all that's jolly and bright during the festive season at the beloved Winter Wonderfest at Navy Pier. Slide, skate, ride and soak up holiday fun at this indoor fest from December 5, 2025, to ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Winter Wonderfest 10:00 am to 10:00 pm Winter WonderfestEnjoy all that's jolly and bright during the festive season at the beloved Winter Wonderfest at Navy Pier. Slide, skate, ride and soak up holiday fun at this indoor fest from December 5, 2025, to ... 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 » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... 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 » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... 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 Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Sky Rink 10:00 am to 8:00 pm Sky RinkWeekly on Sunday Friday and SaturdayIce skating is a beloved Chicago winter tradition with rinks all over the city but one of the most scenic skating experiences is at The Peninsula Chicago's Sky Rink, perched above the Magnificent Mile with ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Sky Rink 10:00 am to 8:00 pm Sky RinkWeekly on Sunday Friday and SaturdayIce skating is a beloved Chicago winter tradition with rinks all over the city but one of the most scenic skating experiences is at The Peninsula Chicago's Sky Rink, perched above the Magnificent Mile with ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » |
Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Sky Rink 10:00 am to 8:00 pm Sky RinkWeekly on Sunday Friday and SaturdayIce skating is a beloved Chicago winter tradition with rinks all over the city but one of the most scenic skating experiences is at The Peninsula Chicago's Sky Rink, perched above the Magnificent Mile with ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... 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 » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... 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 » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... 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 » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... 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 Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Sky Rink 10:00 am to 8:00 pm Sky RinkWeekly on Sunday Friday and SaturdayIce skating is a beloved Chicago winter tradition with rinks all over the city but one of the most scenic skating experiences is at The Peninsula Chicago's Sky Rink, perched above the Magnificent Mile with ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Sky Rink 10:00 am to 8:00 pm Sky RinkWeekly on Sunday Friday and SaturdayIce skating is a beloved Chicago winter tradition with rinks all over the city but one of the most scenic skating experiences is at The Peninsula Chicago's Sky Rink, perched above the Magnificent Mile with ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » |
Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Sky Rink 10:00 am to 8:00 pm Sky RinkWeekly on Sunday Friday and SaturdayIce skating is a beloved Chicago winter tradition with rinks all over the city but one of the most scenic skating experiences is at The Peninsula Chicago's Sky Rink, perched above the Magnificent Mile with ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » | Free Martin Luther King Day Chicago events All Day Free Martin Luther King Day Chicago eventsMonday, January 19, 2026 Martin Luther King Jr. Day offers opportunities to celebrate the legacy of Dr. King by supporting racial justice causes, giving back to the community, and attending events that reflect his fight for equality and civil ... Read More » Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... 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 » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Chicago International Puppet Theater Festival 11:00 am to 9:30 pm Chicago International Puppet Theater FestivalWednesday, January 21, 2026 Dive into the fanciful world of puppetry at the Chicago International Puppet Theater Festival, which presents master puppeteers from around the world in an array of performances throughout the city. The fest hosts over 100 ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Chicago International Puppet Theater Festival 11:00 am to 9:30 pm Chicago International Puppet Theater FestivalDailyDive into the fanciful world of puppetry at the Chicago International Puppet Theater Festival, which presents master puppeteers from around the world in an array of performances throughout the city. The fest hosts over 100 ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Sky Rink 10:00 am to 8:00 pm Sky RinkWeekly on Sunday Friday and SaturdayIce skating is a beloved Chicago winter tradition with rinks all over the city but one of the most scenic skating experiences is at The Peninsula Chicago's Sky Rink, perched above the Magnificent Mile with ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Chicago International Puppet Theater Festival 11:00 am to 9:30 pm Chicago International Puppet Theater FestivalDailyDive into the fanciful world of puppetry at the Chicago International Puppet Theater Festival, which presents master puppeteers from around the world in an array of performances throughout the city. The fest hosts over 100 ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Sky Rink 10:00 am to 8:00 pm Sky RinkWeekly on Sunday Friday and SaturdayIce skating is a beloved Chicago winter tradition with rinks all over the city but one of the most scenic skating experiences is at The Peninsula Chicago's Sky Rink, perched above the Magnificent Mile with ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Chicago International Puppet Theater Festival 11:00 am to 9:30 pm Chicago International Puppet Theater FestivalDailyDive into the fanciful world of puppetry at the Chicago International Puppet Theater Festival, which presents master puppeteers from around the world in an array of performances throughout the city. The fest hosts over 100 ... Read More » |
Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Sky Rink 10:00 am to 8:00 pm Sky RinkWeekly on Sunday Friday and SaturdayIce skating is a beloved Chicago winter tradition with rinks all over the city but one of the most scenic skating experiences is at The Peninsula Chicago's Sky Rink, perched above the Magnificent Mile with ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Chicago International Puppet Theater Festival 11:00 am to 9:30 pm Chicago International Puppet Theater FestivalDailyDive into the fanciful world of puppetry at the Chicago International Puppet Theater Festival, which presents master puppeteers from around the world in an array of performances throughout the city. The fest hosts over 100 ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Rudolph's Rooftop 11:00 am to 12:00 am Rudolph's RooftopEnjoy holiday festivities with the dramatic backdrop of the Chicago skyline at Rudolph's Rooftop at the LondonHouse Chicago. Take in twinkling lights, nostalgic decor,heated igloos, holiday cocktails and spectacular views of the Chicago River through ... Read More » Chicago International Puppet Theater Festival 11:00 am to 9:30 pm Chicago International Puppet Theater FestivalDailyDive into the fanciful world of puppetry at the Chicago International Puppet Theater Festival, which presents master puppeteers from around the world in an array of performances throughout the city. The fest hosts over 100 ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... 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 » Chicago International Puppet Theater Festival 11:00 am to 9:30 pm Chicago International Puppet Theater FestivalDailyDive into the fanciful world of puppetry at the Chicago International Puppet Theater Festival, which presents master puppeteers from around the world in an array of performances throughout the city. The fest hosts over 100 ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Chicago International Puppet Theater Festival 11:00 am to 9:30 pm Chicago International Puppet Theater FestivalDailyDive into the fanciful world of puppetry at the Chicago International Puppet Theater Festival, which presents master puppeteers from around the world in an array of performances throughout the city. The fest hosts over 100 ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... 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 » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Chicago International Puppet Theater Festival 11:00 am to 9:30 pm Chicago International Puppet Theater FestivalDailyDive into the fanciful world of puppetry at the Chicago International Puppet Theater Festival, which presents master puppeteers from around the world in an array of performances throughout the city. The fest hosts over 100 ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... 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 Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Sky Rink 10:00 am to 8:00 pm Sky RinkWeekly on Sunday Friday and SaturdayIce skating is a beloved Chicago winter tradition with rinks all over the city but one of the most scenic skating experiences is at The Peninsula Chicago's Sky Rink, perched above the Magnificent Mile with ... Read More » Chicago International Puppet Theater Festival 11:00 am to 9:30 pm Chicago International Puppet Theater FestivalDailyDive into the fanciful world of puppetry at the Chicago International Puppet Theater Festival, which presents master puppeteers from around the world in an array of performances throughout the city. The fest hosts over 100 ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » | Chicago Architecture Biennial Chicago Architecture BiennialThe city's most anticipated architecture event, the Chicago Architecture Biennial, unfolds this year with the theme, "SHIFT: Architecture in Times of Radical Change," featuring exhibits, panel discussions, films, performances, activations and events across the city ... Read More » Sky Rink 10:00 am to 8:00 pm Sky RinkWeekly on Sunday Friday and SaturdayIce skating is a beloved Chicago winter tradition with rinks all over the city but one of the most scenic skating experiences is at The Peninsula Chicago's Sky Rink, perched above the Magnificent Mile with ... Read More » Chicago International Puppet Theater Festival 11:00 am to 9:30 pm Chicago International Puppet Theater FestivalDailyDive into the fanciful world of puppetry at the Chicago International Puppet Theater Festival, which presents master puppeteers from around the world in an array of performances throughout the city. The fest hosts over 100 ... Read More » Maggie Daley Park Ice Skating Ribbon 11:00 am to 10:00 pm Maggie Daley Park Ice Skating RibbonDailyWhirl around the twirling ice skating ribbon at Maggie Daley Park for the ultimate winter season experience. The Maggie Daley Park Ice Skating Ribbon is open every day from November 14, 2025, through March 8, ... Read More » |








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