Chicago Jazz, Blues and Beyond Bus Tour

Explore the cultural history and architectural landmarks of Chicago music.

Combine a Chicago blues tour with a Chicago jazz history tour. Then throw in some perceptive ideas about cultural history and architecture, along with a blues harmonica lesson. Put them all together and you’ll end up with this unforgettable group tour. Your group will see architectural landmarks of Chicago blues and jazz history in neighborhoods north to south.


A highly trained, passionate tour guide shares forgotten stories of Chicago blues and jazz. The luxury coach has video screens with historic photos and film clips of interviews, songs and performances.

Rather than just flying by a trivia list of places, our Chicago blues tour by bus digs deep into how Chicago became such a hotbed for jazz and blues. Our style of tour is active. Your Chicago tour guide will ask questions and the group hops off the bus for up-close looks at significant Chicago architecture, like a building with relics from its time as a Jazz Age club or the grand Aragon Ballroom.

To top off this unforgettable private group tour, a Chicago blues musician comes on board for a blues harmonica lesson. This jazz and blues tour by bus is particularly popular for corporate team-building group outings, conference and convention groups, and family reunions.

Make your private group tour experience complete by upgrading to include an abundant soul food meal for your guests.


Who wants to listen to a volunteer tour docent rambling a bunch of memorized dates and names? Not us! Our expert Chicago tour guides are highly trained, smart, fun and passionate about Chicago architecture and history.

In business since 2010, we are proud to be a top-rated Chicago tour company with five-stars on Yelp and TripAdvisor. Many of our Chicago architecture walking tours integrate historic bars, food, and music history. We hope you’ll join us to explore stories and places locals don’t even know, both downtown and in Chicago neighborhoods!

As you look into Chicago private group tour options, this quick guide may help you decide if Chicago Detours is the best tour company for your special event.


2.5 Hours


Some Walking


  • Aragon Ballroom and its ornate architecture
  • Green Mill jazz club
  • Michigan Avenue “cliff” and historic hotels
  • Exclusive entrance to former Sunset Cafe, a Jazz Age club
  • Chess Records, a Chicago blues landmark
  • Pilgrim Baptist Church, famous for gospel
  • Former site of the Maxwell Street Market
  • Live blues performance and harmonica lesson

Stories & Ideas

  • The scandalous reputation of early jazz
  • City life in the Roaring ’20s
  • The history of the Great Migration
  • Racial segregation and integration
  • “Chicago Blues” defined
  • Evolution of jazz and blues musical genres
  • Music as a catalyst for community

Tour Includes

  • Engaging tour guide commentary
  • Luxury coach transport up to 3 hours
  • Video presentation via screens on bus
  • Exclusive entrance to stage of former jazz club
  • Blues musician performance
  • Harmonica gifts

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