Events · Chicago & Suburbs · October–November 2026
Allie Payne Group at Compass · Chicago, IL
Costumes ready? Halloween weekend is here, and we’ve rounded up ways to enjoy it around Chicago and the suburbs. Take the kids trick-or-treating, dress up your pet, catch live music, or spend Sunday at a neighborhood harvest celebration. Here are 12 events to help you make a plan with friends and family.
October 30–November 1 | Times Vary
18th Street between Damen Ave and Halsted St · Pilsen, Chicago
Take a stroll along Pilsen’s 18th Street to see storefront art installations celebrating Día de los Muertos. The displays bring together student artists from Pilarte at Benito Juarez Community Academy and local small businesses.
October 31 | 11:30 AM–1:30 PM
Harry Caray’s Navy Pier · 700 E Grand Ave, Chicago
Let your pet join the Halloween fun at this costume contest benefiting PAWS Chicago. Pets of all kinds can compete, while spectators and their animal companions can enjoy the festivities for free.
October 31 | Festival begins at Noon; Parade at 7:00 PM
N Halsted St, Aldine Ave to Addison/Brompton · Chicago
Celebrate Halloween with food, local vendors, live entertainment, and daytime family activities. Stay into the evening for the 30th annual parade, when creative costumes take over Halsted Street.
October 31 | 1:00–3:00 PM
Bronzeville Children’s Museum · 9301 S Stony Island Ave, Chicago
Bring the kids for a playful Halloween afternoon with arts and crafts, a costume parade, and a spooky story. It’s a festive way for little ones to show off their costumes and get creative.
October 31 | 7:00–11:00 PM
Shedd Aquarium · 1200 S DuSable Lake Shore Dr, Chicago
Put on your costume and head to Shedd Aquarium for a Halloween night set to house music. DJ Gent Hunt and DJ Heather bring the soundtrack, with food and seasonal surprises adding to the evening.
November 1 | 10:00 AM–1:00 PM
Aville Grows Community Gardens · 5339 N Ashland Ave, Chicago
Keep the fall fun going with carnival games, crafts, face painting, treats, and photo opportunities. Bring a pumpkin for the Pumpkin Smash, where the leftovers will become compost with help from WasteNot.
October 30–31 | Times Vary
FMC Natatorium at Ty Warner Park · 275 Plaza Dr, Westmont
Watch swimmers compete for a place on the United States squad for the World Short Course Championships. Check the meet schedule to plan which session you’d like to catch.
October 30–31 | 7:30 PM
Metropolis Performing Arts Centre · 111 W Campbell St, Arlington Heights
Enjoy a Halloween variety concert featuring music from The Rocky Horror Show and other Broadway and Hollywood favorites. Aaron Kaplan conducts JAM Orchestra for an evening of seasonal songs and theatrical fun.
October 30 | 1:00–4:00 PM
Wheeling Park District Community Recreation Center · 100 Community Blvd, Wheeling
Add a little friendly competition to your Halloween weekend at this just-for-fun pickleball tournament. Sign up individually, bring your game, and wear a costume if you’re feeling festive.
October 30 | 7:00 PM
Evanston SPACE · 1245 Chicago Ave, Evanston
Spend Friday evening with the music of the Rolling Stones at SPACE. Rocks Off brings familiar hits and deeper cuts to the stage, capturing the sound and energy of the band’s early-seventies era.
October 31 | 2:00–4:00 PM
Downtown Crystal Lake / Main Street · 25 W Crystal Lake Ave, Crystal Lake
Bring the kids downtown in costume to collect treats from participating businesses and sponsor tents. Orange window posters mark candy stops, while teal posters point families toward non-candy goodies.
October 31 | Times Vary
Participating shops, Village Court, Historical Society & Public Library · Glencoe
Make a few Halloween stops around Glencoe, where shops and community destinations are welcoming families. Look for treats at Village Court, Ghosts of the Garden at the Historical Society, and the library’s Trick or Tales Halloween Show.
Allie Payne Group at Compass
Whether you’re exploring a new neighborhood this weekend or thinking about what comes next, we’re here to help you navigate it.
Event details may change. Check each event’s linked page for current schedules, tickets, age requirements, and registration before heading out.
