Welcome the holiday season with shopping, food, music and vibes at Sauced Night Market, on December 12-13, 2025, at the Chicago Athletic Association downtown. This free roving market supplies over three dozen vendors selling hand-crafted artisan goods and food. The holiday festivities … [Read more...] about Free Sauced Night Market
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Ride the CTA Holiday Train
One of the things that makes the holidays in Chicago extra special is the CTA Holiday Train. For 34 years, a festive train carrying Santa and his reindeer runs through all of the CTA lines, carrying joy and food baskets to Chicago community organizations. The train runs through … [Read more...] about Ride the CTA Holiday Train
Hyde Park Handmade Artisan Bazaar
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 21, October 19, November 23 and December 21. This eclectic indoor … [Read more...] about Hyde Park Handmade Artisan Bazaar
Holidaze at Lincoln Park Zoo
Stroll around Lincoln Park Zoo under the glow of millions of lights while enjoying a live DJ during the annual Adults Night Out event, Holidaze, on December 11, 2025. Feel jolly as you dive into the spirit of the season with live ice carvings, pop-up bars and food carts, free rides on the … [Read more...] about Holidaze at Lincoln Park Zoo
Garfield Park Conservatory Winter Flower Show
The 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 January 6, 2025. Stroll through the displays of boldly colored … [Read more...] about Garfield Park Conservatory Winter Flower Show
St. Lucia Festival of Lights
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 4:45 pm, specially selected St. Lucia girls" wearing … [Read more...] about St. Lucia Festival of Lights
Andersonville Holiday Trolley
Get ready for the holidays with Swedish goods and hand-crafted gifts while riding the annual Andersonville Holiday Trolley on December 13-14, 2025. Roam through the Andersonville business district with a free holiday trolley that runs all weekend. Sip on steaming cups of … [Read more...] about Andersonville Holiday Trolley
Chicago Holidays at Macy’s
For 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 the ceiling-scraping tree, topped off with a visit with Santa. Macy's … [Read more...] about Chicago Holidays at Macy’s
Lincoln Park Conservatory Holiday Flower Show
Lincoln 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 brick fireplace centerpiece and check out the thrilling … [Read more...] about Lincoln Park Conservatory Holiday Flower Show
Christmas Around the World and Holidays of Light
One 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 of Light, a celebration of global holidays that honor light … [Read more...] about Christmas Around the World and Holidays of Light
Millennium Park Holiday Sing-Alongs
Celebrate the season with festive live concerts every Friday with the Millennium Park Holiday Sing-Along starting on December 5, 12 and 19, 2025. Join a diverse group of choirs and ensembles as they light up the park with music. The holiday Sing-Along kicks off on Fridays from 6-7 pm, right … [Read more...] about Millennium Park Holiday Sing-Alongs
Free Adler Planetarium at Night
Take 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 the sky and the cosmos at night. Illinois residents can explore the … [Read more...] about Free Adler Planetarium at Night
