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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 and a blues harmonica lesson. Put them all together and you end up with this unforgettable group tour via luxury coach. Your group can also upgrade this bus tour to include food, too!


On this interactive and educational experience, your group will see architectural landmarks of Chicago blues and jazz history in neighborhoods north to south. 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 and the grand Aragon Ballroom.

Your highly-trained and passionate tour guide shares forgotten stories of Chicago blues and jazz while explaining the background on  historic photos and film clips of interviews, songs and performances. The tour guide will lead the group in playing an active listening game to learn about the cultural roots and differences between the jazz and blues genres.

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.


pearls place jbb lunch Chicago south side tour

Make your private group tour experience complete with an abundant soul food meal for your guests. We take groups to dine on soul food classics at a top-rated restaurant in the historic Bronzeville neighborhood. Mac and cheese, collared greens, mashed potatoes, turkey meat loaf, and fried catfish are just a few of the delicious food options. Beverages like pink lemonade and peach cobbler for dessert are included in this food tour upgrade. Book it for a group lunch or dinner. We would add an hour onto the experience, making it 3.5 hours total. It’s an authentic way to complete the South Side experience on this tour. Call us at 312.350.1131 to book!


We know your group doesn’t want to listen to a volunteer tour docent listing off dates and names. Our highly trained Chicago tour guides are smart, fun and passionate about sharing Chicago history and architecture.

We’ve been sharing stories and places locals don’t even know, both downtown and in Chicago neighborhoods, since 2010. We are proud to be a top-rated Chicago tour company with five-stars on Google and TripAdvisor.

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

Tour Location

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Call: 312.350.1131
E-Mail: [email protected]