As cooler air arrives and leaves change color, fall in Chicago brings many fun festivals and...
Chicago in October offers a vibrant mix of activities, from spooky celebrations to cultural showcases. Planning your schedule can be a challenge with so many options. This guide highlights key Chicago events in October to help you decide what to do and see. Whether you are looking for family fun at a pumpkin patch or a creative night out, there are plenty of October events in Chicago to fill your calendar.
Table of contents
- BYOB Sip & Paint Class: A Spooky Dip
- Lincoln Brunch Fest 2025
- Hallow-Fest 2025
- Soda Can Mosaics with Mosaicoarte
- Black Girl Art Show Chicago
1. BYOB Sip & Paint Class: A Spooky Dip
Date: Friday, October 10, 2025
Location: Sip & Paint, 4412 North Milwaukee Avenue, Chicago, IL 60630
Get into the Halloween spirit with this fun and creative BYOB painting class. An instructor will guide you step-by-step to create a spooky-themed painting, with all art supplies included.
It's an ideal activity for a date night, a fun evening with friends, or simply a way to unwind and express your creativity in a relaxed, social setting.
2. Lincoln Brunch Fest 2025
Date: Saturday, October 11, 2025
Location: 2900 N. Lincoln Ave., Chicago, IL 60657
This second-annual street festival celebrates all things brunch, featuring delicious bites from top local restaurants. The event also includes live music and activities for all ages, making it a perfect weekend outing.
Why go? If you're looking for something to do in Chicago on Oct 11, this is a fantastic opportunity for foodies to explore the local culinary scene in a lively, community-focused atmosphere.
3. Hallow-Fest 2025
Date: Saturday, October 11, 2025
Location: 3000 Warrenville Rd, Lisle, IL 60532
This two-day convention is a celebration of anime, gaming, and pop culture. Attendees can enjoy exciting panels, shop for exclusive merchandise, and participate in thrilling tournaments.
This is a must-attend for any anime fan, gamer, or cosplayer looking to connect with a passionate community and immerse themselves in their favorite fandoms. It's a great alternative to the typical pumpkin patch or haunted house.
4. Soda Can Mosaics with Mosaicoarte
Date: Saturday, October 11, 2025
Location: The WasteShed Chicago, 1754 North Kimball Avenue, Chicago, IL 606
Discover a unique art form in this hands-on workshop where you will learn to create beautiful mosaics from recycled soda cans. Artist Norma Rios-Sierra will guide you through the process, and all materials are provided.
This workshop offers a creative and eco-friendly way to spend an afternoon, learn a new skill from a local artist, and create a one-of-a-kind piece of art to take home.
5. Black Girl Art Show Chicago
Date: Sunday, October 12, 2025
Location: The Aon Grand Ballroom at Navy Pier, 840 E Grand Ave, Chicago, IL 60611
Experience a powerful traveling exhibition dedicated to celebrating the talent and cultural impact of Black women artists. This showcase takes place in Navy Pier's iconic ballroom, offering incredible art and amazing skyline views.
It’s an inspiring opportunity to support and engage with incredible artists while enjoying one of Chicago's most scenic venues.
Conclusion
This October, Chicago is filled with diverse events catering to every interest. With fall fun at experiences like the unique cultural gatherings listed above, there is no shortage of things to do. These five events provide a great starting point for planning your month, offering opportunities to eat, create, and connect with the community. Get your tickets, mark your calendar, and enjoy the best of what the city has to offer.
