Where Chicago Locals Trick-or-Treat | IKGroup
For Those Who Expect MoreTop Producing Team · Jameson Sotheby's International Realty
Halloween 2026 · A guide from our team

Where Chicago Locals Trick-or-Treat

The ten blocks from our post, the ones we'd take our own kids to on the 31st. All on one map. Tap a pin, check the details, and add your favorites to a route you can open in Google Maps.

Mon, Oct 26 · Southport, 4–7 PM Sat, Oct 31 · Halloween night Sunset Oct 31 · about 5:45 PM
Lake Michigan
Not to scale. Each pin uses its block's emoji from our post.Hyde Park is about 8 miles south (inset).

Build your route: tap “Add to route” on any block.

Open route in Google Maps

The blocks

Our neighborhoods first, then the citywide classics.

Before you head out

What parents ask us every year.

Go early

Sunset is around 5:45 PM on the 31st. The first hour after dark is the sweet spot for little ones, before the big crowds.

Book parking ahead

Several of these blocks close to cars, and nearby streets fill fast. Each card links to SpotHero so you can reserve a spot before you leave home.

Watch the signs

Most of these streets have residential permit zones. Read the posted signs before you park so the night doesn't end with a ticket.

Be seen

Glow sticks, a small flashlight, or reflective tape on a dark costume. These blocks get dark and busy.

Dress for Chicago

Late October can turn cold fast. Plan costumes that fit over a warm layer.

Allergies

A teal pumpkin on a porch is part of FARE's Teal Pumpkin Project. It means the house has non-food treats for kids with food allergies. Check labels before anything gets eaten.

Strollers and wagons

Sidewalks get crowded on the closed blocks. A light stroller beats a wide wagon.

Plan a bathroom stop

These are residential streets. Map a nearby café or restaurant before you go.

IKGroup For Those Who Expect More Jameson Sotheby's International Realty · 425 W North Ave, Chicago 773.217.9595 · ikgrouprealestate.com · @ikgroup.realestate If one of these blocks is on your mind for next year, send us a DM. Event times, street closures and parking come from public listings and can change. Check with the organizer or garage before you go. Each office is independently owned and operated. Equal Housing Opportunity.