Celebrate Chicago's significant role in Black filmmaking and visit the 31st annual Black Harvest Film Festival showcase of Black film across the Diaspora from November 7-16, 2025, at the Gene Siskel Film Center. View an exciting range of films, from shorts, features, documentaries, dramas and … [Read more...] about Black Harvest Film Fest
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Chicago’s Christkindlmarket
You don't need to travel to visit a charming European Christmas market because Chicago hosts the most authentic European holiday market outside of Europe. Christkindlmarket brings the sights, scents and sounds of a German holiday market to Chicago, opening on November 21, … [Read more...] about Chicago’s Christkindlmarket
Chicago Magnificent Mile Lights Festival
Chicago's iconic Michigan Avenue will shine even brighter during the 31st annual Magnificent Mile Lights Festival on November 22, 2025. This beloved holiday tradition combines a parade, lights, music, tree lighting and family activities for joy-filled holiday fun. The event kicks off at … [Read more...] about Chicago Magnificent Mile Lights Festival
Millennium Park Holiday Tree Lighting
The beloved Chicago holiday tradition of lighting the Christmas tree that towers over Millennium Park will kick off on November 21, 2025. This live event will fill Millennium Park with music, fireworks and thousands of twinkling lights. A 53-foot-tall Colorado blue spruce was selected for … [Read more...] about Millennium Park Holiday Tree Lighting
Maggie Daley Park Skating Ribbon
Whirl 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, 2026. Roll around the whimsical ice skating ribbon for a more exciting ride than … [Read more...] about Maggie Daley Park Skating Ribbon
Free Chicago Hauntings Night Tour Walk
Listen to creepy stories, walk around spooky downtown landmarks and discover Chicago's eerie past with the free Hauntings Chicago Night Tour with Chicago Walking Tours on October 31, 2025. Follow the trail of the most haunted spots in Chicago with this guided two-hour tour. Learn … [Read more...] about Free Chicago Hauntings Night Tour Walk
Free Meet Me on Milwaukee
Roaming through car-free streets is one of the joys of Chicago street fests and just because the summer is over doesn't mean you can't still experience this favorite pastime. Head to the Wicker Park neighborhood for the Meet Me on Milwaukee event, where the busy intersection of Milwaukee at … [Read more...] about Free Meet Me on Milwaukee
Adults Night Out Howl-o-ween at Lincoln Park Zoo
Get ready for spooky animal shenanigans at Adults Night Out Howl-o-ween at Lincoln Park Zoo. Visitors 18 and over can stroll the zoo after dark, sip cocktails and have a fang-tastic time on October 24, 2025. Pop-up bars, corn hole, Jenga and free rides on the AT&T Endangered Species … [Read more...] about Adults Night Out Howl-o-ween at Lincoln Park Zoo
Super Horror Rama Film Fest
Dive into the creepiness of the scary season with two nights of obscure horror films at Super-Horror-Rama Film Fest on October 10-11, 20245 in the Lakeview neighborhood at the Music Box Theatre. Prepare to have petrified fun with a showcase of horror film oddities with the theme of … [Read more...] about Super Horror Rama Film Fest
Discount Tickets for The Other Art Fair
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 avoids elitism and makes art accessible and welcoming for … [Read more...] about Discount Tickets for The Other Art Fair
Taste of Northalsted
Stroll down the bustling North Halsted strip and sample an assortment of food and drinks during the Taste of Northalsted on October 4, 2025, in the Lakeview neighborhood. Wander through Northalsted during autumn and indulge in a culinary adventure with the Fall Taste of Northalsted! Featuring … [Read more...] about Taste of Northalsted
Free Lincoln Park Spooky Zoo
Celebrate the scary season with a visit to Lincoln Park Zoo for trick or treating among the animals at the annual Spooky Zoo event on October 18, 2025. Stroll around the zoo and collect treats while supplies last. Kids can also enjoy interactive storytelling and live music on the Main Mall … [Read more...] about Free Lincoln Park Spooky Zoo
