Whether you like parades, movies, parties or old-school trick-or-treating, there are lots of free and cheap Halloween events to explore all over Chicago. Check out everything from boat rides to shopping and fall fests in our roundup below. Chicago Halloween Cruises Float along … [Read more...] about Chicago Free and Cheap Halloween Events
Halloween
Free Creatures of the Night at Garfield Conservatory
Visit creepy, crawly critters for the Halloween season while learning about tropical plants and their connection to the animal world at the annual Creatures of the Night free event on October 28, 2026, at the Garfield Park Conservatory. Discover the relationship between animals and plants … [Read more...] about Free Creatures of the Night at Garfield Conservatory
Free Lincoln Park Spooktacular
Join the haunted fun tradition of celebrating Halloween along Clark Street and Lincoln Avenue in the Lincoln Park neighborhood at the annual Lincoln Park Spooktacular on October 24 -25, 2026. Participating businesses on Clark Street and Lincoln Avenue will transform into trick-or-treat stops … [Read more...] about Free Lincoln Park Spooktacular
Cheap Halloween Film Series at 400 Theater
View the thrills and chills of classic Hollywood monster movies at a discount. Check out Monster Mash, the classic Halloween film series at the 400 Theater in the Rogers Park neighborhood through November 5, 2026. Travel back to the classic Hollywood era of the '1930s, '1940s and '1950s, when … [Read more...] about Cheap Halloween Film Series at 400 Theater
Regal Cinemas hosts ’31 Screams on Screen’ series with $7.99 tickets every day in October
Are you afraid of the dark? Face your fears this October with 31 Screams on Screen at Regal Cinemas. The theater chain will show a different classic horror movie on the big screen each day, so fans can relive the thrills of their favorites or experience new scares they haven’t encountered … [Read more...] about Regal Cinemas hosts ’31 Screams on Screen’ series with $7.99 tickets every day in October
Free Slightly Spooky October at Navy Pier
Spend the spooky season watching movies, creating fun projects and trick-or-treating at Navy Pier. Enjoy interactive art and performances during Slightly Spooky October at Navy Pier on Saturdays throughout the month on October 17, 24 and 31, 2026. Dive into fun and watch movies like … [Read more...] about Free Slightly Spooky October at Navy Pier
Chicago Halloween Cruises from $30
Celebrate the spooky season with a fun-filled Haunted Halloween Night Lake Cruise along Lake Michigan that combines costumes, dancing and drinks with views of the iconic Chicago skyline. 312 Cruises offers cruises as cheap as $30 on October 30 and 31, 2026. Hop aboard a three-story, 140-foot … [Read more...] about Chicago Halloween Cruises from $30
Ravenswood Costume Crawl
Dive into the joy of the season with a visit to the Ravenswood Costume Crawl, filled with Halloween-themed fun, seasonal goods, treats and drinks on October 28, 2026. This thrill-filled event will transform Ravenswood's Montrose Avenue of shops and restaurants into a spooky space for sipping, … [Read more...] about Ravenswood Costume Crawl
Haunted Halsted Halloween Parade
The ultimate Chicago Halloween celebration kicks off with the 30th Annual Haunted Halsted Halloween Parade and costume contest on October 31, 2026. Throw together your most creative, witty costume for the dramatic spectacle of the Haunted Halsted Halloween Parade. Prepare to see … [Read more...] about Haunted Halsted Halloween Parade
Autumn Fest at Gallagher Way
The pleasures of the season will fill the field around Wrigley Stadium in celebration of the cooler temperatures and bright foliage, Autumn Fest at Gallagher Way will run from October to November 2024. The Autumn Fest includes activities and offerings like seasonally themed food and drinks, … [Read more...] about Autumn Fest at Gallagher Way
