Looking for some festive, family-friendly fun in Chicago this weekend? Whether you’re in the mood for spooky science, glowing parades, architectural adventures, or costumed pups, the city has something for everyone. Here are four can’t-miss events happening October 17–19 that are perfect for kids, parents, and even pets!
🎃 BOO‑Palooza & BARK‑Palooza 2025
📍 Location: Wicker Park, 1425 N Damen Ave, Chicago, IL 60622
📅 Date: Saturday, October 18, 2025
⏰ Event Hours: 10:00 AM – 2:00 PM
💰 Admission: Free
🎟️ Tickets: No tickets required
More info
BOO‑Palooza & BARK‑Palooza is a lively, family- and pet-friendly Halloween celebration in Wicker Park featuring a kids’ costume parade, pumpkin patch, arts and crafts, games, and live entertainment. Dogs are part of the fun too, with their own costume contest and pet activities, making this a festive fall event for the whole family; including the furry ones.

🦖 Field Family Nights: Boo with SUE 2025
📍 Location: Field Museum, 1400 S DuSable Lake Shore Drive, Chicago, IL 60605
📅 Date: Friday, October 17, 2025
⏰ Event Hours: 5:30 PM – 9:00 PM
💰 Admission: $20 per person; free for members
🎟️ Tickets: Advance registration required through the Field Museum
More info
Boo with SUE is a special after-hours Halloween event at the Field Museum, offering families a chance to explore the museum in costume, enjoy trick-or-treat stations, create spooky crafts, and visit SUE the T. rex in a festive setting. With music, science activities, and fewer crowds, it’s a fun and educational night perfect for kids and curious adults alike.

🏛️ Open House Chicago 2025
📍 Location: 200+ sites across Chicago, including neighborhoods like the Loop, Bronzeville, Lincoln Park, Uptown, Hyde Park, and more
📅 Dates: Saturday & Sunday, October 18–19, 2025
⏰ Event Hours: Generally 10:00 AM – 5:00 PM (site hours may vary)
💰 Admission: Free; no general ticket required
🎟️ Tickets: Most locations are walk-in; a few high-demand sites may require advance registration
More info
Open House Chicago is a free annual architecture festival that invites the public to explore historic landmarks, hidden gems, and unique buildings typically closed to visitors. The self-guided event spans dozens of neighborhoods and offers something for all ages, making it a great option for curious families and city explorers alike.

🎭 Arts in the Dark Parade 2025
📍 Location: State Street from Lake Street to Van Buren Street, Downtown Chicago
📅 Date: Saturday, October 18, 2025
⏰ Event Hours: 6:00 PM – 8:00 PM
💰 Admission: Free
🎟️ Tickets: No tickets required
More info
Arts in the Dark is a magical nighttime parade that celebrates Halloween through the creative spirit of Chicago’s artists, performers, and cultural organizations. Featuring glowing puppets, live music, fire dancers, and vibrant costumes, the event brings together families, spectators, and performers for a uniquely spooky and artistic experience in the heart of downtown.

No matter which event you choose, this weekend is packed with opportunities to make lasting memories with your family. So grab your costumes, charge your phone for photos, and get ready to enjoy the magic of fall in Chicago!
Want to check out last weekend’s events? Click here!
