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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Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » WInterland at Gallagher Way 11:00 am to 7:00 pm WInterland at Gallagher WayDailyDive into a quintessential Chicago holiday experience by skating around the iconic Wrigley Field as well as enjoying live music, holiday decor, classic holiday movies and more at Winterland at Gallagher Way, November 23-December 31, ... Read More » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 WonderfestFriday, December 5, 2025 Enjoy 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | |
Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » Sky Rink 10:00 am to 8:00 pm Sky RinkSunday, December 7, 2025 Ice 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » |
Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » Breakfast with Tomten 9:00 am to 11:00 am Breakfast with TomtenSunday, December 14, 2025 Celebrate the beautiful Swedish tradition of St. Lucia Day at the Swedish American Museum in the Andersonville neighborhood. The annual candlelit procession down Clark Street will take place on December 13, 2025. Starting at sunset around ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » |
Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | Macy's Holiday Celebrations Macy's Holiday CelebrationsDailyFor generations of Chicagoans, the essence of Christmas in Chicago is a stroll down State Street to view the holiday windows at Macey's (Marshall Field's) landmark department store, lunch at the Walnut Room surrounded by ... 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 » | 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 » 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 » 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 » 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 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 » |








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