If you think Halloween fun ends in Naperville, think again! Just a quick 45-minute bus ride away in Chicago, two standout events promise to keep the spooky spirit alive with unique twists and unforgettable experiences. Whether you’re into a lively parade with imaginative costumes or a wild bar crawl, these Halloween celebrations near Naperville have you covered. Ready to spice up your fall festivities? Let’s dive into these top nearby options.
28th Annual Haunted Halsted Halloween Parade
Kick off your Halloween night on Friday, October 31, 2025, from 6:00 PM to 10:00 PM with the 28th Annual Haunted Halsted Halloween Parade in Chicago’s Northalsted neighborhood. This event celebrates Chicago’s LGBTQ community with a vibrant mix of spooky, wild, and creative costumes.
The parade transforms Boystown into a spectacular stage filled with participants ranging from drag queens to families and even pets, creating a welcoming and diverse celebration. The highlight? A free costume contest with hundreds of entrants competing for $4,000 in cash prizes, judged live by local celebrities. The night wraps up with musical performances, adding to the festive mood.
If you’re coming from out of town or want to stay close to the action, hotels near Northalsted provide easy access to the parade. This event is known as one of the top Halloween parades in the US, so it’s the perfect way to get into the Halloween spirit.
Day of the Dead Halloween Bar Crawl
Keep the Halloween excitement going on Saturday, November 1, 2025, from 2:00 PM to 10:00 PM with the Day of the Dead Halloween Bar Crawl in Chicago’s River North neighborhood. This event mixes the spooky vibes of Halloween with the colorful traditions of Día de los Muertos for one unforgettable celebration.
Presented by WAMI Live Inc. and What’s Good Chicago, the bar crawl includes entry to over six bars, a complimentary welcome shot, exclusive drink specials, professional photographers, live DJs, and themed photo opportunities. Choose a look from classic Halloween horror to traditional sugar skull costumes—either is highly encouraged.
Tickets start at $10 for early birds and increase to $25 as the event approaches. This 21+ event is self-guided, so you can set your own pace while hopping between River North’s top bars. The check-in location and map will be shared closer to the event date.
Why Consider Living Near These Festive Events?
Imagine living somewhere where thrilling Halloween events are just a short ride away. Naperville and its nearby Chicago neighborhoods offer not only exciting celebrations but also everyday comforts like great schools, parks, and a strong community feel.
Here, you get a perfect balance of suburban life with easy access to city activities. You can join in on seasonal parades, bar crawls, and countless other local events that bring neighbors together. With so much happening just 45 minutes away, the fun and community spirit of these festivals can easily become part of your lifestyle. If you want an area that promises both excitement and comfort year-round, this region might just be your next home.
Explore the Best Halloween Fun Near Naperville
From the lively Haunted Halsted Parade on October 31 to the colorful Day of the Dead Bar Crawl on November 1, Halloween 2025 near Naperville is packed with fun and creativity. With easy transportation and a variety of events to enjoy, why settle for an ordinary Halloween when you can have extraordinary celebrations just minutes away? Get your costume ready, call your friends, and prepare for a season full of festive memories in the Chicago area. Your Halloween adventure is closer than you think!
Sources: Day Of The Dead – allevents.in, Halsted Halloween Parade – allevents.in
Header Image Source: Alan Morales on Unsplash
