Go pumpkin hunting, dance to live music, create arts and crafts and enjoy the season at Gallagher Way's annual Pumpkin Party on October 25, 2025, in the Wrigleyville neighborhood. Bring the kids for a fun-filled day of costumes, trick-or-treating and non-stop activities. The Old Town … [Read more...] about Free Pumpkin Party at Gallagher Way
Kids' Activities
Free Movies at Gallagher Way
Enjoy the fun of viewing movies al fresco during the Gallagher Way Outdoor Movie Series. The screenings will feature the spooky season theme on October 15 and 22, 2025. The line-up of family-friendly films includes "Hocus Pocus," the classic wacky witches film with Bette … [Read more...] about Free Movies at Gallagher Way
Free Slightly Spooky Saturday at Navy Pier
Spend Halloween trick or treating at Navy Pier and enjoy interactive art and performances during Slightly Spooky Saturday at Navy Pier on October 25, 2025. Put on your costume and stop by 30 indoor candy stations during this all-day, free event. Besides sweet treats, look out for aerial … [Read more...] about Free Slightly Spooky Saturday at Navy Pier
Haunted Halsted Halloween Parade
The ultimate Chicago Halloween celebration kicks off with the 26th Annual Haunted Halsted Halloween Parade and costume contest on October 31, 2025. Throw together your most creative, witty costume for the dramatic spectacle of the Haunted Halsted Halloween Parade. Prepare to see … [Read more...] about Haunted Halsted Halloween Parade
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
Free Bird Walks at North Park Village
Enjoy a free guided walk and search for migratory birds every Saturday in September and October at the North Park Village Nature Center. Join Jorge Garcia of Windy City Bird Lab and discover the beauty of birding on September 20, 27 and October 4, 11, and 18, 2025. The walk is less than … [Read more...] about Free Bird Walks at North Park Village
Arts in the Dark Halloween Parade
Head to State Street to celebrate Halloween as the "artist's holiday" with an evening of wonder and creativity at the Arts in the Dark Halloween Parade on October 18, 2025, in the Loop. Recognized as one of the top six Halloween events in the world, the tenth annual Arts in the Dark parade … [Read more...] about Arts in the Dark Halloween Parade
Jack’s Pumpkin Pop Up
Wander through pumpkin patches and corn mazes while you enjoy the season at Chicago's largest fall festival, Jack's Pumpkin Pop Up, located near Goose Island, from September 18 to November 2, 2025. The large number of all-ages festivities make Jack's one of the most popular fall excursions. … [Read more...] about Jack’s Pumpkin Pop Up
Free Lincoln Park Zoo Fall Fest
Celebrate the joys of autumn in the fun-filled setting of Lincoln Park Zoo during the ninth annual Lincoln Park Zoo Fall Fest, September 26-October 26, 2025. Step into the vibrant world of pumpkins, harvest mazes and fall photo ops during this family-friendly event. Admission to the zoo is … [Read more...] about Free Lincoln Park Zoo Fall Fest
Free Polar Adventure Days
Explore the natural beauty of the winter season during the annual Polar Adventure Days on February 22, 2025. Bundle up and enjoy chilly fun on the 300 acres of Big Marsh Park in the South Deering neighborhood. Connect with nature during a day of winter adventures … [Read more...] about Free Polar Adventure Days
Free Things To Do During the Chicago Winter
Chicago's winters boast a well-deserved reputation for being brutal. It's true that the wind chill can make a snowman cry but that doesn't mean you can't still enjoy the frozen beauty of the city. When Chicago weather hits above 35, consider heading out into the icy … [Read more...] about Free Things To Do During the Chicago Winter
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, 2024. Starting at sunset around 4:45 pm, specially selected St. Lucia girls" wearing long … [Read more...] about St. Lucia Festival of Lights
