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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Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » Green City Market 8:00 am to 1:00 pm Green City MarketWeekly on SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » The Other Art Fair 11:00 am to 7:00 pm The Other Art FairSaturday, November 1, 2025 Enjoy the thrill of affordable, original art, immersive installations, performances and DJs at The Other Art Fair in the Ravenswood neighborhood, October 30- November 2, 2025. By literally reframing the art experience, The Other Art Fair ... 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 » | ||||||
The Other Art Fair 11:00 am to 6:00 pm The Other Art FairSunday, November 2, 2025 Enjoy the thrill of affordable, original art, immersive installations, performances and DJs at The Other Art Fair in the Ravenswood neighborhood, October 30- November 2, 2025. By literally reframing the art experience, The Other Art Fair ... Read More » | Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » | Free admission for Illinois residents 10:00 am to 9:00 pm Free admission for Illinois residentsWeekly on TuesdayFree Tuesdays at the Museum of Contemporary Art for Illinois residents. Where: Museum of Contemporary Art, 220 E. Chicago Ave., 312-397-4010 When: 10am to 9pm Tuesdays; 10am to 5pm Wednesdays-Sundays; Closed Mondays. Free Tuesdays for Illinois residents with ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Forte Happy Hour 4:00 pm to 7:00 pm Forte Happy HourWeekly on Tuesday Wednesday Thursday and FridayThe Symphony Center's new restaurant, Forte, is kicking off the year with happy hour specials that are sure to bring harmony to foodies searching for new culinary thrills. Located on Chicago's cultural mile, Forte at the ... Read More » | Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Forte Happy Hour 4:00 pm to 7:00 pm Forte Happy HourWeekly on Tuesday Wednesday Thursday and FridayThe Symphony Center's new restaurant, Forte, is kicking off the year with happy hour specials that are sure to bring harmony to foodies searching for new culinary thrills. Located on Chicago's cultural mile, Forte at the ... Read More » Free Live Jazz Shows 5:00 pm to 8:30 pm Free Live Jazz ShowsSunday, November 8, 2026 @ -Weekly on Wednesday Enjoy classic jazz tunes in the lobby of The Ritz-Carlton Chicago every Wednesday evening. Head to the Gold Coast and soak up the smooth style of vocalist Myles Hayes in the lobby's Torali Bar. Sip on ... Read More » | Chicago RIverwalk and History Tour 2:00 pm to 4:00 pm Chicago RIverwalk and History TourWeekly on Thursday Friday and SaturdayChicago's skyline is legendary, our city's soaring architecture distinguishes it from every city in the world and there's no more scenic way to view it than from the Chicago Riverwalk. The Architecture Boat Tour is one ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Forte Happy Hour 4:00 pm to 7:00 pm Forte Happy HourWeekly on Tuesday Wednesday Thursday and FridayThe Symphony Center's new restaurant, Forte, is kicking off the year with happy hour specials that are sure to bring harmony to foodies searching for new culinary thrills. Located on Chicago's cultural mile, Forte at the ... Read More » Vinyl Thursdays 7:00 pm to 12:00 am Vinyl ThursdaysWeekly on ThursdayThe end of the week just got more interesting with weekly Vinyl Thursdays and Bubbles & Beats Happy Hour at Hotel Zachary's Alma Lounge, located in the popular Wrigleyville neighborhood. Gear up for the weekend at ... Read More » | Chicago RIverwalk and History Tour 2:00 pm to 4:00 pm Chicago RIverwalk and History TourWeekly on Thursday Friday and SaturdayChicago's skyline is legendary, our city's soaring architecture distinguishes it from every city in the world and there's no more scenic way to view it than from the Chicago Riverwalk. The Architecture Boat Tour is one ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Forte Happy Hour 4:00 pm to 7:00 pm Forte Happy HourWeekly on Tuesday Wednesday Thursday and FridayThe Symphony Center's new restaurant, Forte, is kicking off the year with happy hour specials that are sure to bring harmony to foodies searching for new culinary thrills. Located on Chicago's cultural mile, Forte at the ... Read More » Bubbles & Beats Happy Hour 5:00 pm to 7:00 pm Bubbles & Beats Happy HourWeekly on FridayThe end of the week just got more interesting with weekly Vinyl Thursdays and Bubbles & Beats Happy Hour at Hotel Zachary's Alma Lounge, located in the popular Wrigleyville neighborhood. Gear up for the weekend at ... Read More » | Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » Green City Market 8:00 am to 1:00 pm Green City MarketWeekly on SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » 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 » Revolution Brewing Tours 2:00 pm to 4:45 pm Revolution Brewing ToursWeekly on SaturdayRevolution Brewing started as a small craft brewery in Logan Square in 2010. The beer and ales quickly developed a following and today the company distributes all over Illinois as well as Indiana, Ohio, Michigan, ... Read More » |
Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » | Free admission for Illinois residents 10:00 am to 9:00 pm Free admission for Illinois residentsWeekly on TuesdayFree Tuesdays at the Museum of Contemporary Art for Illinois residents. Where: Museum of Contemporary Art, 220 E. Chicago Ave., 312-397-4010 When: 10am to 9pm Tuesdays; 10am to 5pm Wednesdays-Sundays; Closed Mondays. Free Tuesdays for Illinois residents with ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Forte Happy Hour 4:00 pm to 7:00 pm Forte Happy HourWeekly on Tuesday Wednesday Thursday and FridayThe Symphony Center's new restaurant, Forte, is kicking off the year with happy hour specials that are sure to bring harmony to foodies searching for new culinary thrills. Located on Chicago's cultural mile, Forte at the ... Read More » | Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » 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 » Adler at Night 4:00 pm to 10:00 pm Adler at NightWeekly on WednesdayTake your day to another dimension with a visit to Adler Planetarium on Wednesday nights. For Adler at Night, the planetarium is open late, from 4-10 pm so that visitors can experience the excitement of ... Read More » Forte Happy Hour 4:00 pm to 7:00 pm Forte Happy HourWeekly on Tuesday Wednesday Thursday and FridayThe Symphony Center's new restaurant, Forte, is kicking off the year with happy hour specials that are sure to bring harmony to foodies searching for new culinary thrills. Located on Chicago's cultural mile, Forte at the ... Read More » | Chicago RIverwalk and History Tour 2:00 pm to 4:00 pm Chicago RIverwalk and History TourWeekly on Thursday Friday and SaturdayChicago's skyline is legendary, our city's soaring architecture distinguishes it from every city in the world and there's no more scenic way to view it than from the Chicago Riverwalk. The Architecture Boat Tour is one ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Forte Happy Hour 4:00 pm to 7:00 pm Forte Happy HourWeekly on Tuesday Wednesday Thursday and FridayThe Symphony Center's new restaurant, Forte, is kicking off the year with happy hour specials that are sure to bring harmony to foodies searching for new culinary thrills. Located on Chicago's cultural mile, Forte at the ... Read More » Vinyl Thursdays 7:00 pm to 12:00 am Vinyl ThursdaysWeekly on ThursdayThe end of the week just got more interesting with weekly Vinyl Thursdays and Bubbles & Beats Happy Hour at Hotel Zachary's Alma Lounge, located in the popular Wrigleyville neighborhood. Gear up for the weekend at ... Read More » | Chicago RIverwalk and History Tour 2:00 pm to 4:00 pm Chicago RIverwalk and History TourWeekly on Thursday Friday and SaturdayChicago's skyline is legendary, our city's soaring architecture distinguishes it from every city in the world and there's no more scenic way to view it than from the Chicago Riverwalk. The Architecture Boat Tour is one ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Forte Happy Hour 4:00 pm to 7:00 pm Forte Happy HourWeekly on Tuesday Wednesday Thursday and FridayThe Symphony Center's new restaurant, Forte, is kicking off the year with happy hour specials that are sure to bring harmony to foodies searching for new culinary thrills. Located on Chicago's cultural mile, Forte at the ... Read More » Bubbles & Beats Happy Hour 5:00 pm to 7:00 pm Bubbles & Beats Happy HourWeekly on FridayThe end of the week just got more interesting with weekly Vinyl Thursdays and Bubbles & Beats Happy Hour at Hotel Zachary's Alma Lounge, located in the popular Wrigleyville neighborhood. Gear up for the weekend at ... Read More » | Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » Green City Market 8:00 am to 1:00 pm Green City MarketWeekly on SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » 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 » Revolution Brewing Tours 2:00 pm to 4:45 pm Revolution Brewing ToursWeekly on SaturdayRevolution Brewing started as a small craft brewery in Logan Square in 2010. The beer and ales quickly developed a following and today the company distributes all over Illinois as well as Indiana, Ohio, Michigan, ... Read More » | |
Jack Frost Fulton Market 4:00 pm to 10:00 pm Jack Frost Fulton MarketDailyStroll under 100,000 holiday lights and dive into seasonal fun, including holiday pop-up shops, ice skating and bumper cars at the Jack Frost Holiday Pop-Up at Fulton Market, opening on November 15, 2025. Journey into the ultimate ... 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 Frost Fulton Market 4:00 pm to 10:00 pm Jack Frost Fulton MarketDailyStroll under 100,000 holiday lights and dive into seasonal fun, including holiday pop-up shops, ice skating and bumper cars at the Jack Frost Holiday Pop-Up at Fulton Market, opening on November 15, 2025. Journey into the ultimate ... Read More » | Free admission for Illinois residents 10:00 am to 9:00 pm Free admission for Illinois residentsWeekly on TuesdayFree Tuesdays at the Museum of Contemporary Art for Illinois residents. Where: Museum of Contemporary Art, 220 E. Chicago Ave., 312-397-4010 When: 10am to 9pm Tuesdays; 10am to 5pm Wednesdays-Sundays; Closed Mondays. Free Tuesdays for Illinois residents with ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Jack Frost Fulton Market 4:00 pm to 10:00 pm Jack Frost Fulton MarketDailyStroll under 100,000 holiday lights and dive into seasonal fun, including holiday pop-up shops, ice skating and bumper cars at the Jack Frost Holiday Pop-Up at Fulton Market, opening on November 15, 2025. Journey into the ultimate ... Read More » Forte Happy Hour 4:00 pm to 7:00 pm Forte Happy HourWeekly on Tuesday Wednesday Thursday and FridayThe Symphony Center's new restaurant, Forte, is kicking off the year with happy hour specials that are sure to bring harmony to foodies searching for new culinary thrills. Located on Chicago's cultural mile, Forte at the ... Read More » | 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 » Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Jack Frost Fulton Market 4:00 pm to 10:00 pm Jack Frost Fulton MarketDailyStroll under 100,000 holiday lights and dive into seasonal fun, including holiday pop-up shops, ice skating and bumper cars at the Jack Frost Holiday Pop-Up at Fulton Market, opening on November 15, 2025. Journey into the ultimate ... 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 RIverwalk and History Tour 2:00 pm to 4:00 pm Chicago RIverwalk and History TourWeekly on Thursday Friday and SaturdayChicago's skyline is legendary, our city's soaring architecture distinguishes it from every city in the world and there's no more scenic way to view it than from the Chicago Riverwalk. The Architecture Boat Tour is one ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Jack Frost Fulton Market 4:00 pm to 10:00 pm Jack Frost Fulton MarketDailyStroll under 100,000 holiday lights and dive into seasonal fun, including holiday pop-up shops, ice skating and bumper cars at the Jack Frost Holiday Pop-Up at Fulton Market, opening on November 15, 2025. Journey into the ultimate ... 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 RIverwalk and History Tour 2:00 pm to 4:00 pm Chicago RIverwalk and History TourWeekly on Thursday Friday and SaturdayChicago's skyline is legendary, our city's soaring architecture distinguishes it from every city in the world and there's no more scenic way to view it than from the Chicago Riverwalk. The Architecture Boat Tour is one ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Jack Frost Fulton Market 4:00 pm to 10:00 pm Jack Frost Fulton MarketDailyStroll under 100,000 holiday lights and dive into seasonal fun, including holiday pop-up shops, ice skating and bumper cars at the Jack Frost Holiday Pop-Up at Fulton Market, opening on November 15, 2025. Journey into the ultimate ... 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 » Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » Green City Market 8:00 am to 1:00 pm Green City MarketWeekly on SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » 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 » |
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 » Hyde Park Handmade 11:00 am to 3:00 pm Hyde Park HandmadeSunday, November 23, 2025 For ten years, the free Hyde Park Handmade Artisan Bazaar has supplied a monthly pop-up of hand-crafted goodies beloved by loyal customers. Don't miss the fun at the 2025 fall and winter dates on September ... Read More » Jack Frost Fulton Market 4:00 pm to 10:00 pm Jack Frost Fulton MarketDailyStroll under 100,000 holiday lights and dive into seasonal fun, including holiday pop-up shops, ice skating and bumper cars at the Jack Frost Holiday Pop-Up at Fulton Market, opening on November 15, 2025. Journey into the ultimate ... 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 » 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 Frost Fulton Market 4:00 pm to 10:00 pm Jack Frost Fulton MarketDailyStroll under 100,000 holiday lights and dive into seasonal fun, including holiday pop-up shops, ice skating and bumper cars at the Jack Frost Holiday Pop-Up at Fulton Market, opening on November 15, 2025. Journey into the ultimate ... 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 » Free admission for Illinois residents 10:00 am to 9:00 pm Free admission for Illinois residentsWeekly on TuesdayFree Tuesdays at the Museum of Contemporary Art for Illinois residents. Where: Museum of Contemporary Art, 220 E. Chicago Ave., 312-397-4010 When: 10am to 9pm Tuesdays; 10am to 5pm Wednesdays-Sundays; Closed Mondays. Free Tuesdays for Illinois residents with ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » Jack Frost Fulton Market 4:00 pm to 10:00 pm Jack Frost Fulton MarketDailyStroll under 100,000 holiday lights and dive into seasonal fun, including holiday pop-up shops, ice skating and bumper cars at the Jack Frost Holiday Pop-Up at Fulton Market, opening on November 15, 2025. Journey into the ultimate ... 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 » Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » 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 » 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 » | 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 » 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 RIverwalk and History Tour 2:00 pm to 4:00 pm Chicago RIverwalk and History TourWeekly on Thursday Friday and SaturdayChicago's skyline is legendary, our city's soaring architecture distinguishes it from every city in the world and there's no more scenic way to view it than from the Chicago Riverwalk. The Architecture Boat Tour is one ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » | 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 » 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 RIverwalk and History Tour 2:00 pm to 4:00 pm Chicago RIverwalk and History TourWeekly on Thursday Friday and SaturdayChicago's skyline is legendary, our city's soaring architecture distinguishes it from every city in the world and there's no more scenic way to view it than from the Chicago Riverwalk. The Architecture Boat Tour is one ... Read More » Happy Hour 3:00 pm to 6:00 pm Happy HourWeekly on Monday Tuesday Wednesday Thursday and FridayUnwind and celebrate the end of the work day with food and drink deals at Canal Street Eatery Monday through Friday, 3- 6 p.m. in the bustling West Loop neighborhood. Sip on $8 cocktails like Aperol ... Read More » | 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 » Green City Market 7:00 am to 1:00 pm Green City MarketWeekly on Wednesday and SaturdaySpring arrives with hearty abundance for the pre-season opening of the iconic Green City Market at the Lincoln Park location. Chicago's first and largest sustainable farmers market supplies an eclectic selection of fruits, vegetables, baked ... Read More » 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 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 » |
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 » 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 » 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 » Jack Frost Fulton Market 4:00 pm to 10:00 pm Jack Frost Fulton MarketDailyStroll under 100,000 holiday lights and dive into seasonal fun, including holiday pop-up shops, ice skating and bumper cars at the Jack Frost Holiday Pop-Up at Fulton Market, opening on November 15, 2025. Journey into the ultimate ... Read More » |








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