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!

Jam Out at Brew Moon Beer & Band Fest
Sip on a variety of craft beers while dancing to live music. With a lineup of great bands and an array of brews from local breweries, this festival promises a fantastic blend of flavors and sounds. Whether you’re a craft beer enthusiast or just looking for a fun night out, Brew Moon has something for everyone..
Date: October 19
Time: 6PM-11PM
Cost: $16+
Location: McCook Athletic & Exposition, 4750 Vernon Ave, La Grange
More Info: brewmoonfest.com

Enjoy Autumn at Fall Fest
Enjoy live music, face painting, and a pumpkin painting station that’s fun for all ages. Warm up with spiked ciders, mulled wine, and seasonal beers, and indulge in delicious autumn treats. It’s a perfect fall day filled with fall activities.
Date: October 19
Time: 12PM-3PM
Cost: Free
Location: Standard Market, 333 E Ogden Ave, Westmont
More Info: standardmarket.com

Get Spooked at Boos & Brews
There’s plenty to do at Boos & Brews. Experience eerie animal encounters, themed costume contests, and spooky food and drinks. Visit the glitter and henna bar, and participate in fun games and photo ops. Don’t miss the Dolphin Underwater Viewing and the nocturnal Animal Ambassadors, and for extra thrills, try sip and paint pumpkin decorating at the Beer Garden and take in the views from the Ferris Wheel. It’s a night of Halloween fun you won’t forget!
Date: October 19
Time: 6PM-9:30PM
Cost: $40+
Location: Brookfield Zoo, 3300 Golf Rd, Brookfield
More Info: brookfieldzoo.org

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