Jack's Pumpkin Pop-Up Returns to West Town as Arts in the Dark Halloween Parade Approaches

By Socialhood News · Il/Chicago/West Town · October 17, 2025

West Town residents are gearing up for the spooky season with the return of the popular Jack's Pumpkin Pop-Up, which opened on September 18 and will run through November 2, offering a festive autumn atmosphere for families and Halloween enthusiasts alike.

The seasonal celebration comes just ahead of the highly anticipated Arts in the Dark Halloween Parade scheduled for October 18 in Chicago's Loop, which has become a highlight of the city's fall festivities. Local businesses are embracing the seasonal spirit, with many establishments along Chicago Avenue displaying festive decorations and offering special promotions. The neighborhood has been increasingly recognized as a thriving arts district, with the West Town Chamber of Commerce actively working to showcase the area's unique cultural landscape through events that bring together artists, galleries, and local businesses throughout the year.

Community members are encouraged to explore the neighborhood's seasonal offerings and support local businesses during this festive time. Whether you're looking to pick the perfect pumpkin, enjoy Halloween-themed treats, or simply soak in the autumn atmosphere, West Town offers plenty of opportunities to embrace the fall spirit.

Sources:
1. https://news.wttw.com/2025-chicago-festival-guide-summer-fall-events
2. https://www.chicagogallerynews.com/events/west-town-art-walk-24fbcff4-2097-4283-84bb-8859f6f27081