Fun fall and Halloween activities in Chicago in 2022

Check out our interactive map detailing the best things to do in Chicago in the fall!

powered by Proxi

Fall in Chicago

Perhaps you find it bittersweet to bid farewell to Chicago summers, but there’s no denying that Fall brings along its own perks. The early days of this season are magnificent, languidly warm, and steadily encompassing Fall foliage. There are bursts of golden and red everywhere you turn, with apple orchards and pumpkin patches to be visited, corn mazes to be explored, and delectables such as apple pies and cinnamon-dusted doughnuts to be devoured. Before the harsh winter makes you huddle inside, you can tap into your adventurous side by exploring haunted houses and spooky pop-up stores all over the city. Fall in Chicago is brimming with exciting opportunities you don’t want to miss.

The Best Fall Activities in Chicago

Live Theater

There’s nothing like the anticipation and emotion of live theater. Gear up because the dynamic theater scene within Chicago is kicking up again now that Fall is almost here. From intimate neighborhood storefronts to stunning downtown venues, catch cutting-edge shows, classic favorites, pre-Broadway runs, world premiers, and much more. 

Opt for Ghost Tours

Are you new to the Windy City and looking to discover all its spirits and ghosts so you can prepare for the Spooky season? We recommend checking out a few of Chicago’s amazing ghost tours with an expert guide who will explain all you need to know about haunted buildings and famous ghosts. 

In the city’s Loop District, take a 2-hour trip at the Gangsters and Ghosts Walking, located in the downtown's center. You can also consider Wind and Souls Adults Only Ghost Tour, a truly terrifying walking tour incorporating chilling stories and sites from the city’s past that will make the hair on your arms stand straight. Find out about the best gangsters and ghosts hiding in the dark corners of Chicago with these renowned tours. 

Open House Chicago

Are you interested in navigating your own architecture tour by wandering through some of the most magnificent buildings the city has to offer.? Enter the Open House Chicago. It is hosted by The Chicago Architecture Center at 111 E Wacker St every Fall, and the event is open to the public for free. 

If you’re an architecture enthusiast, this might be precisely what you need. Get access to every important site’s intricate details integrated into the city setting, adventure through architectural and historic trails, listen carefully to the talks delivered by professionals, and enjoy all the shenanigans happening in the background. We also recommend a boat tour based on the architecture that is two and a half hours long, overlooking famous buildings while cruising on the Chicago River. 

Chicago Food Truck Festival

What’s Chicago without its food culture and food trucks? Nothing, we assure you. And whether you’re a local or tourist, it’s practically law to take time out and appreciate the abundance and variety of food truck options the city blesses you with. Pay a visit to the Chicago Food Truck Fall Festival in Labagh Woods. You’ll be served classic and unique cuisines from all over the globe straight from the trucks’ windows. This tasting activity is an experience of its own, one you’ll regret not going to. So, buy tickets before it's too late!

Share this map

Share this link with friends and in online groups (like your local Reddit community or parent Facebook group): https://map.proxi.co/r/M1j9CWlIc3x_xTj8g8Il

Want to embed this map on your site as a helpful community resource? Here's the code you need to copy/paste in your site.

<iframe src="https://map.proxi.co/r/M1j9CWlIc3x_xTj8g8Il" allow="geolocation; clipboard-write" width="100%" height="625px" style="border-width: 0px;" allowfullscreen></iframe> <div style="font-family: Sans-Serif; font-size:12px;color:#000000;opacity:0.5; padding-top: 5px;"> powered by <a href="https://www.proxi.co/" style="color:#000000" target="_blank">Proxi</a> </div>

Make your Own map

Use our template to generate your own Halloween map to share

How This Map Works

Add events or view what's going on around you OR use our template to generate your own Halloween map to share

Add Places & Events to the Map

Contribute to the map by clicking the green "+" button in the lower left area of the map. People can add their home to the map for trick-or-treating or fun activities and local businesses to share with your community.

Each point can also be associated with a date/time so that you can map out local events!

Share the Map

Share the map in your community groups and with your friends by clicking the "send" button in the lower left area of the map. More people adding to the map means more fun opportunities for everyone!

Share the map with local business owners, HOAs or Facebook groups to get maximum participation in your community.

Use filters to find what you're looking for

Narrow the selection of map points by clicking on the category names at the top of the map. You can also filter events by narrowing the date/time selection.

Click on a map point for more detail

Get directions, see more info, view pictures and see special offers when you click on a map point.