BANDERA A BANDERA | Chinchorreo Sidewalk Sale & Lighting of the Flag Sat, 28 Nov at 03:00 pm Humboldt Park, 2800 W Division St, Chicago, IL, USA FREE CHRISTMAS-LIGHTS
Randolph Christmas Market - A Windy City Market Experience Sat, 05 Dec at 12:00 pm Experience 113 (Former House of Vans) USD 0 TO 9 FITNESS
🎄Chicago's BYOB Party Bus Holiday Light Tours 'Tis The Season 🎅🏻 Sat, 28 Nov at 04:00 pm Headquarters Beercade - River North HOLIDAY
The Du Holiday Jam Sat, 05 Dec at 10:00 am The DuSable Black History Museum and Education Center FREE HOLIDAY
Winterland Tree Lighting Ceremony Fri, 04 Dec at 06:00 pm 3637 N Clark St, Chicago, IL, Chicago, IL, United States, Illinois 60613 CHRISTMAS-LIGHTS
Fa La La Fabulous Holiday Market - Chicago Sat, 14 Nov at 11:00 am 3656 N Halsted St, Chicago, IL, United States, Illinois 60613 HOLIDAY
Theater on the Lake Presents: Burning Red's 4th Annual Christmas Birth-TAY Sat, 12 Dec at 07:00 pm Theater on the Lake USD 33 FITNESS
Holiday Gift Market at the Salt Shed Sun, 06 Dec at 11:00 am The Salt Shed Indoors (Shed) FREE MISCELLANEOUS
Wicker Park Bucktown's Winter Wonderland & Tree Lighting Sat, 05 Dec at 12:00 pm Metzger Court CHRISTMAS
Chicago Shopping Trip Magnificent Mile & Christkindlmarket at Daley Plaza Sun, 06 Dec at 07:00 am Magnificent Mile SHOPPING
Vintage on the Avenue Fri, 04 Dec at 10:00 am 520 North Michigan Avenue, Chicago, IL, United States, Illinois 60611 FREE ART
The Balzekas Museum Guild Holiday Craft Fair Sat, 21 Nov at 11:00 am Balzekas Museum Of Lithuanian Culture, South Pulaski Road, Chicago, IL, USA FREE FITNESS
Union Station Holiday Dance Party! Wed, 09 Dec at 07:00 pm The Great Hall. Chicago Union Station ENTERTAINMENT
Randolph Street Holiday Market! Sat, 14 Nov at 10:00 am 1340 W Washington Blvd, Chicago, IL 60607-1980, United States
Saborcito Soul Day Social & Holiday Market *December Social Sun, 06 Dec at 02:00 pm Gamer's Hall USD 7 TO 23 HOLIDAY
🎄South Loop Christmas Tree & Wreath Sale🎄 Supporting National Teachers Academy Fri, 27 Nov at 02:00 pm 55 W Cermak Rd, Chicago, IL, United States, Illinois 60616 NONPROFIT
Fair Trade Holiday Market Sun, 15 Nov at 08:00 am 625 W Adams St, Chicago, IL 60661-3603, United States BUSINESS
21st Annual Chicago Christmas Shopping Bus Trip 2026 Sat, 12 Dec at 09:00 am Michigan Avenue, Downtown Chicago SHOPPING
Women in Business Holiday Luncheon and Sip & Shop Fri, 04 Dec at 12:00 pm La Villa Restaurant Lounge and Banquets, North Pulaski Road, Chicago, IL, USA USD 47 FITNESS
Julmarknad Fri, 04 Dec at 04:00 pm 5211 N Clark St, Chicago, IL, United States, Illinois 60640 HOLIDAY