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Old Town Chicago Tour
Photo of Chicago | Old Town Chicago Tour
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You’ve never seen a city like this before. Old Town, a historic Chicago neighborhood, is one of the city’s most diverse communities. The architecture, the boutique stores, the street fairs… everything about this unique area is charming and worth your while. Your Chicago Old Town walking tour will take you down the cobblestone streets and into a whole new world.

On this Chicago tour, you’ll spend two hours visiting all of Old Town’s popular attractions, like St. Michael’s Church and the historic Wells Street. The church is one of the few structures in the area that survived the Great Chicago Fire of 1871; the fire left more than 100,000 residents homeless and is considered one of the worst U.S. disasters of the 19th century. Wells Street is home to the Second City Training Center, where aspiring comedians can hone their improv skills. It’s run by the eponymous theatre troupe that has helped launch the careers of many comedians, such as Tina Fey and Stephen Colbert.

Old Town lives up to its name; it’s more than 100 years old and has been the center of several social movements; for example, it was a hub for hippie activity during the 1960s. As you make your way across the neighborhood, you can’t help but notice the diverse styles of architecture around you. From the Victorian-style homes to the charming boutique shops, the building designs have all been inspired by the tragedies and successes that comprise Chicago’s history. Your knowledgeable guide will provide you with fun facts about various structures you’ll encounter during this Chicago Old Town tour. Your tour will end at Zanies located at 1548 N. Wells.

No trip to the Windy City is complete without a visit to this side of town. Book your Chicago walking tour today to travel back in time and relive history.

Tour Size
Tour Type
Cultural, Scenic
Tour Duration
2 Hours 30 Minutes
Tour Departs From
Armitage Brown Line "EI" Station
Activity Level
Food/Beverage Provided
Not Included
Recommended Dress
We recommend wearing weather appropriate clothing and bringing a water bottle and sunblock.
Some stops on this tour are difficult for wheelchairs to access.

Item# Item Name Price: Number of Individuals Add
LNAUSCG971JWCOT-EC Old Town Chicago Tour-Children (Ages 6 to 12)
LNAUSCG971JWCOT-X1 Old Town Chicago Tour-Infants (Ages 5 and Under are free)
LNAUSCG971JWCOT-EA Old Town Chicago Tour-Number of Adults
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