A City of Neighborhoods

We Explore Chicago!

We are Tom & Chantal, your hosts at Windy City Explorers.  We explore our amazing city one neighborhood at a time, often with several dozen of our friends in tow!  

Most Recent Travels

We recently brought our friends to Wicker Park, Logan Square and Roscoe Village.  We typically walk two or three miles, ending at a local restaurant or pub.  We find really cool things to explore including parks, churches, schools, historic sites. We recently discovered a rootbeer factory in McKinley Park! It seems that we are always stumbling into something extraordinary!





What’s Next

We have grand plans for further adventures in neighborhoods like Andersonville, Streeterville, West Loop and Printers Row!  Do you see that big red button below?  Click it and join the group so you can stay in the loop and learn our upcoming plans!

May We Help?

Tom & Chantal are Real Estate Brokers with Windy City Explorers Real Estate, LLC.  We operate a boutique, white-glove agency providing you exceptional service whether you’re buying or selling a home.  As you can see by our ten years of walking tours, we sure know our city! It would be our great honor to assist you.  Call or Text Tom at (312) 725-0223.  Call or Text Chantal at (312) 402-5552.

Past Events

These are a few samples of our past events.  Click or Tap each photo and we’ll send you down an immersive trip down memory lane with us!  

Coffee & Bakery Walk
Top Ten Bridges
Albany Park Walk
Chocolate Walk
Bridgeport Walk
Graceland Cemetery Walk

Special Invitation!

We periodically send out a video invite for our events  Here’s a sample!

Favorite Places

1. Logan Square

Illinois Centennial Monument, Lula Cafe, Comfort Station, Logan Theater, Shop 1021, Cafe Con Leche, Longman & Eagle, City Lit Books, Boulevard Bikes, Dill Pickle Food Coop. 

2. Andersonville

Swedish American Museum, Simons, Galleria, Puppet Bike, Coffee Studio, Women & Children’s First Bookstore, George’s Ice Cream & Sweets, First Slice Pie, Lakewood-Balmoral Historic District.

3. Wicker Park

Flatiron Building, Myopic Books, Volumes Bookcafe, Wormhole Coffee, Goddess & Grocer, Pork & Mindy’s, Mindy’s Hot Chocolate, 606 Trail 


We’ve been going strong for ten years now, exploring Chicago neighborhoods together with our friends.  Can you picture yourself here?  Join the group and see what fun this is!