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Future of Cities Bus and Walking Tour in Logan Square

Discover recent changes and consider the future of our city.

This Logan Square tour by vehicle (with a walk) invites private group tour guests to consider how recent changes in city living can provide insight into Chicago’s future. The city tour is designed with the hopes of connecting people with the importance of equitable and socially conscious development. We visit Logan Square and Avondale, two quickly-developing Chicago neighborhoods on the Northwest Side. In these hubs for creativity we see the rise of a new urban class that’s indicative of what people are calling the “experiential city.”


Your tour guide will connect how distinct trends, such as Divvy bikes, street art, Instagram, and online shopping, are affecting the features of neighborhood landscapes. Tour guests view new construction, like luxury apartments, observe the clustering of specific kinds of creative businesses, and consider buildings that are gone.

The tour delves into the large mechanisms which gentrify neighborhoods – as well as who wins, and who loses. For example, the group will explore the background on how a mental health clinic became a nightclub and tattoo shop. Your private group will also learn about the market and political pressures which affect affordable housing.  Guests get to consider the mega-popular 606 trail. This former elevated rail line is now a manicured urban park and trail.

These neighborhoods are very popular with the hipsters and young families in the neighborhood. What exactly does the term “hipster” mean? This tour elucidates how this hipster culture affects everything from storefront retail to home values.

This Logan Square tour also visits neighboring Avondale, once known as “Polish Village.” Today Avondale has many  boarded up storefronts. Here we see how forces well beyond that of the confines of our neighborhoods can cause shifts in communities. Avondale, is, of course, following in the gentrification footsteps of Logan Square.

The group disembarks their vehicle twice. The first stop is a brief walk to get up-close with street art and consider what it is we like (or dislike) about the design of new building developments. At the second stop, we disembark is to stop by a neighborhood bar for drinks.

Over a beer, perhaps a classic Old Style, or glass of wine, your group can chat together about the topics on this educational tour. Will cities become like the suburbs? How do we fight developers who don’t cater to the community? Where can creative people go without becoming part of this mechanism? How do we learn from Logan Square to prevent Avondale from going the same route? We certainly don’t have the answers but we do think there’s value in discussing these complexities.


Who wants to listen to a volunteer tour docent rambling a bunch of memorized dates and names? Not us! Our expert 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!

Private groups can also upgrade to include a hearty, home-style Polish meal in a characteristic restaurant in the  Avondale neighborhood.

The tour duration depends on if your private group prefers pick-up in Logan Square (2-hour-long tour, tour ends at historic bar) or downtown (3-hour-long tour depending on traffic).

As you decide on a private group tour of Chicago, this quick guide may help you understand if Chicago Detours is the right tour company for your special event.


2-3 Hours


Some Walking


  • Check out historic architecture on Milwaukee Ave.
  • Take pictures of cool street art
  • View giant new residential and commercial developments
  • Be dazzled by a giant historic movie palace
  • See a variety of business in the Polish Village

Stories & Ideas

  • How technology transforms neighborhoods
  • The demise of the dive bar
  • Indicators of the creative class
  • How street art transforms communities
  • The links between innovation and gentrification
  • Tourism of the future

Tour Includes

  • Engaging tour guide commentary
  • 37-passenger coach transport with pick-up and drop-off downtown
  • Driving tour of Logan Square and Avondale neighborhoods
  • A glass of beer or wine
  • Gratuities for servers and driver
  • Special gifts

Tour Location

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Call: 312.350.1131
E-Mail: [email protected]