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Book Senior Group Tours of Chicago Neighborhoods

Fun, interactive tours of history, architecture and culture

Senior Group Tours

Why Choose Us for Senior Group Tours of Chicago?

EXPLORE a new side of Chicago’s neighborhoods and fresh perspectives of Chicago architecture, history and culture.

LEARN about fascinating stories and places, uncovered from in-depth research with primary sources.

INTERACT with multimedia, like songs, archival film and historic photos.

ENGAGE with highly trained professional tour guides who know how to spark people’s imaginations.

HAVE FUN with unexpected stories, games, lively guides and an interactive group dynamic.

Here are a few of our senior group tours of Chicago neighborhoods and downtown. We can also help you plan an entire Chicago day trip with our tours and a lunch stop. Let your groups see a new side of Chicago with us!

Call us now at 312.350.1131 to book your senior group tours.

Tours of Chicago Neighborhoods

Loop Interior Architecture Walking Tours for Senior Groups

Enter magnificent lobbies, corridors, and the underground Pedway for an in-depth look at architecture and a personal, cultural approach to experiencing downtown. Includes gift of a professionally printed Pedway map.

(2 hours, walk .5 mile, stairs)

Wicker Park Food Tour group walking

Old Polonia and Wicker Park Step-on Guide Food Tour

Consider the past and present of the people, architecture, and foods of two vibrant and changing neighborhoods. Stories range from the voyage of Polish immigrants to the “Die Yuppie Scum” graffiti of the ’90s gentrification movement. Designed especially for senior groups.

3 hours with a Step-on Tour Guide.

From Industry to Art in Bridgeport Step-on Guide Bus Tour

Explore the dramatic transition from industrial to creative production in Chicago’s oldest neighborhood. See the Stock Yards Gate, Richard J. Daley’s home, old factories and new art galleries. Includes visits inside the Bridgeport Art Center and a Catholic church. Tour can be upgraded to include an Irish lunch.

3 hours with a Step-on Tour Guide.


fun tours father's day Chicago

Jazz, Blues & Beyond Step-on Guided Bus Tour

Explore the cultural history and architectural landmarks of Chicago music in neighborhoods north to south to learn how the Windy City became such a hotbed for jazz and blues. Tour can include live blues performance and blues harmonica lesson.

2 hours (or 2.5 hours with UPGRADE) with a Step-on Tour Guide.

More Senior Group Options

ADDITIONAL TOURS FOR SENIOR GROUPS: We offer more than 15 different walking and bus tours for private groups in Chicago. Please ask us for our official Private Tours Catalog for additional tours. We offer 15% off most of these tours to senior groups.

LECTURES: We also can come to your location for engaging lectures on Chicago history. Please inquire for details and special senior rates.

DAY TRIP PLANNING: We can give you tips on integrating our tours into a full day trip.

TRANSPORTATION: We can book buses for up to 18 passengers, 39 passengers or 55 passengers at competitive rates.



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Call: 312.350.1131
E-Mail: [email protected]