Northalsted Halloween Pup Crawl

Northalsted's free outdoor concert series brings local talent to Space Park every Tuesday in September from 6–8pm. Bring a chair, settle in under the open sky, and enjoy live performances from a diverse lineup of neighborhood musicians. Dogs on leashes welcome.

A 33-foot inflatable screen, a parking lot in Boystown, and a queer classic — this is how you do an outdoor movie night. Bring a chair or blanket, grab dinner from your favorite Northalsted restaurants, and settle in for pre-show music videos starting at 7:30pm, with the film rolling at 8:00pm. Limited folding chairs available to rent.

A 33-foot inflatable screen, a classic queer film, and your favorite Northalsted spot—this is how outdoor movie nights should happen. Bring a chair or blanket, grab dinner from the neighborhood, and settle in for pre-show music videos starting at 7:30pm, with the film rolling at 8:00pm. Limited folding chairs available to rent.

Two-route food and drink crawl through Chicago's most iconic LGBTQ+ neighborhood. Sample bites and sips from over 20 restaurants, bars, and local businesses along Halsted Street. Choose Route A (noon–3pm) or Route B (3pm–6pm), or grab a discounted two-route ticket to hit them all. 21+ with ID.

Northalsted's luxury wellness showcase brings together the neighborhood's best health, beauty, and self-care businesses for an evening of discovery. Browse interactive booths featuring personalized skin consultations, aerial hammock demos, mobility assessments, and on-site spa services. Each $50 ticket includes champagne, a service sample, three raffle tickets for over $5,000 in prizes, and a participation passport to guide your experience. Light bites and desserts from Silver Fork, plus complimentary beverages from local breweries.

The 29th annual Haunted Halsted Halloween Parade is Chicago's most spectacular All Hallows' Eve street party—free to watch, ranked in Fodor's top ten US Halloween celebrations. Hundreds of costumed revelers compete for $4,000 in cash prizes across five categories (Character, Creative, Scary, Youth, and Group), with live performances from the Chicago Full Moon Jam fire performers, Lakeside Pride Marching Band, Windy City Rollers, and more. The parade winds through Northalsted, the city's landmark LGBTQ+ neighborhood, and concludes with an awards celebration that's become a Halloween tradition.