The city is packed with exciting events and activities to enjoy as the leaves change and the weather cools. From outdoor festivals and farmers’ markets to cozy fall treats and pumpkin patches, there’s no shortage of ways to experience the season. Take a look at these eight events to plan your weekend!
Pace Yourself at Fall Color 5K Run and Walk
Experience the beauty of fall through the wooded East Side of the Arboretum. Participation includes free admission to explore the grounds, and after, enjoy and a post-race party featuring food trucks, live music, and a complimentary drink of your choice. Prefer to race at your own pace? Support the Arboretum from afar by completing the 5K distance at a location and date of your choosing with their virtual option.
Date: October 26
Time: 8AM
Cost: $45+
Location: The Morton Arboretum, 4100 Illinois Route 53, Lisle
More Info: mortonarb.org
Visit Touch a Truck
Get ready for an exciting day where kids can climb aboard and explore a variety of big trucks! From school buses to police cars and construction vehicles, this event offers a unique opportunity for children to see and experience their favorite machines up close. Participating vehicles include the Downers Grove Police Department, Purple Me Green, Chicago White Sox, and more.
Date: October 26
Time: 9AM-1AM
Cost: Free
Location: McCollum Park, 6801 Main St, Downers Grove
More Info: dgparks.org
Enjoy Boo! Ridge
Celebrate Halloween at Boo! Ridge, a fun-filled event for the whole family. Trick-or-treat at candy stations, where costumed staff will hand out treats. Get your faces painted with spooky designs and find your way out of their inflatable corn maze. Enjoy live entertainment, seasonal crafts, and a variety of Halloween-themed games and activities.
Date: October 26
Time: 2PM-4PM
Cost: Free
Location: Burr Ridge Village Center, 701 Village Center Dr, Burr Ridge
More Info: facebook.com
Explore at Open House Chicago
Dive into the city’s rich architectural history! This annual event offers a unique peek inside some of Chicago’s most fascinating structures, from historic landmarks to modern designs. Whether you’re an architecture enthusiast or just curious about the city’s hidden corners, Open House Chicago is a must-see event that showcases the best of what the city has to offer.
Date: October 19-20
Time: Various Times
Cost: Free
Location: Various Locations
More Info: architecture.org
Be Amazed at Arts in the Dark
Celebrate Halloween early at Arts in the Dark! This magical evening parade features unique floats, costumes, and performances from Chicago’s diverse arts community. Watch as puppets, dancers, musicians, and visual artists transform the streets into a nighttime spectacle. Perfect for all ages, this event brings together the best of Chicago’s artistic talent in a fun and festive atmosphere.
Date: October 19
Time: 6PM-8PM
Cost: Free
Location: State St from W Lake St to Van Buren St
More Info: artsinthedark.com
Taste Everything at Festa Italiana
Celebrate the rich heritage of Italy right here in Chicago. Enjoy a weekend filled with delicious Italian cuisine, lively music, and cultural performances. From pasta and pizza to gelato and espresso, there’s something to satisfy every craving. The event also features family-friendly activities, including a bocce ball tournament and arts and crafts for kids.
Date: October 19
Time: 12PM-4PM
Cost: Free
Location: Jewel-Osco, 7342 W Foster Ave
More Info: atjewelosco.com
Experience Tradition at Pilsen Soul of Catrina
Celebrate Dia de la Muertos with a heartfelt tribute to loved ones and a vibrant showcase of Mexican heritage. Dive into the rich traditions of this holiday with colorful altars, traditional music, and performances. This event features stunning catrina displays, folkloric dance, and a colorful parade. Also enjoy authentic Mexican food, shop local artisans, and participate in face painting and crafts.
Date: October 19-20
Time: 12PM-10PM
Cost: Free
Location: 18th St and Blue Island Ave
More Info: allevents.in
Have a Blast at Pumpkin Palooza
Head to Skinner Park for an afternoon of pumpkin decorating, games, and festive activities. Kids can enjoy face painting, a costume parade, and bounce houses while parents can browse the local vendors. Don’t forget to pick out the perfect pumpkin to take home. With something for everyone, Pumpkin Palooza is the perfect way to celebrate the autumn season with family and friends.
Date: October 19
Time: 11AM-3PM
Cost: Free
Location: Skinner Park, 1331 W Monroe St
More Info: skinnerpark.org
