Vintage Chicago
A Cliff Dweller’s History with Architecture, Photos, Maps & Artworks 1688–Present
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Vintage Chicago
📖 About This Map 🙏 Acknowledgements
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Vintage Chicago
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Colonial Photos1688–1812
Early Settlement Photos1813–1870
Post-Fire Photos1871–1900
Jazz Age Photos1901–1950
Digital Age Photos1951–2000
Contemporary Photos2001–Present
Legend
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100 Famous Buildings

About This Map

The Photo Archive

The Vintage Chicago map grew out of my photo archive of more than 100,000 images. Most of the archive’s photos are a byproduct of travel within the United States, visits to my extended family here and in France, and global travels while on business trips working for the newswire service United Press International and Encyclopaedia Britannica.

The Vintage Chicago Map

The map’s initial 2,400+ photographs were primarily collected from publicly available internet sources that I acquired after my 2014 retirement from Encyclopaedia Britannica. The map content encompasses postcards, lithographs, maps, and artwork spanning Chicago’s history from the earliest European cartography in 1688 to the present day.

Photo Selections

The photo selection across all map layers prioritizes visual quality, historical significance, and geographic coverage — with the goal of making Chicago’s layered past explorable one street corner at a time. Architectural significance was important, but so was the informal life of the city, so street scenes have their place next to skyscrapers.

Photo Locations

Each image on the map was individually selected, geotagged, captioned. I also assigned latitude and longitude coordinates to where I thought the camera might have been when a particular photo was taken. This explains why markers for aerial photographs are often far from their primary points of interest. While I did my best with these GPS decisions, if you run across a photo marker in a whacky place, try to think of the tennis or golf player who occasionally mishits in a wildly inexplicable way or, in football terms, think of wrong way Corrigan.

Photo Dates

Most Vintage Chicago photos are assigned what I believe to be the correct year. However, if you need exact dating, please treat these dates with caution. Many images gathered from the internet likely came with errors that I did not catch during my research. For photos with no date information, I have done my best to place them within the appropriate general time period.

The Cliff Dwellers

I refer to my Vintage Chicago map as “A Cliff Dweller’s History.” As a long-term member and one-time president of this small Chicago arts club, I wanted the map to celebrate the role of some of the Club’s architects, writers, artists, and photographers who have left their mark on Chicago’s cultural plane from the Club’s founding in 1907.

The Newberry Library and My Interest in Chicago History

The map’s creation and content reflect a lifelong interest in Chicago history. This focus started after visiting the Newberry Library as a teenager. My father William J. Bowe, Sr., and his brother Augustine J. Bowe (“Uncle Gus” to me), both raised their families in apartments in the same building on Elm Street on Chicago’s Near North Side.

In the 1950s, Gus’s son, John Bowe, married Kathie Pargellis, whose father was the Librarian of the Newberry Library. With the Library nearby and that family connection in place, my mother suggested during one spring school vacation that I spend some time there. She was always eager to encourage my education, though I suspect she also wanted to keep me constructively occupied during the break. So, on most days of that vacation, I walked to the Newberry and spent hours reading. Knowing that the library held a wealth of material on early Chicago, I imagine my first question to the desk clerk was something like, “Do you have anything on Chicago history that I might read?”

The Newberry certainly did. Today, I still remember sitting alone at a reading table with the imposing three-volume History of Chicago by A. T. Andreas before me. For the better part of my time that school vacation, I was immersed in his stories and illustrations of geography, culture, and commerce related to the city’s recent explosive growth. His account began with LaSalle’s expedition to the Illinois River in 1679. At the time, this was only a muddy area at the south end of Lake Michigan settled by members of the Pottawatomi tribe. He covered all the big events since, the Fort Dearborn massacre, the Illinois and Michigan Canal, the arrival and proliferation of the railroads, the Great Chicago Fire, and the rebuilding of the city that quickly followed. The history ran right up to 1884, the year the first volume of his history was published.

Judge Augustine J. Bowe and My Interest in Architecture

I wouldn’t have studied 20th Century architecture at Yale University in the 1960s if Chicago Mayor Richard J. Daley hadn’t in 1957 appointed my Uncle Gus as the first chairman of the newly organized Commission on Chicago Architectural Landmarks. At the time of his appointment in 1957, Gus was a prominent attorney and a past President of the Chicago Bar Association. Daley’s commission was established by a city ordinance passed that year, making it the first official municipal body in Chicago dedicated to identifying and preserving the city’s architectural heritage. The commission Gus headed was the direct precursor to today’s Commission on Chicago Landmarks, which was created under a stronger ordinance in 1968, two years after my uncle’s death in 1966.

As the Commission’s inaugural chairman, Gus led it during its formative years, including the significant 1960 initiative that designated the first 38 buildings as official landmarks (such as the Glessner House and the Rookery), and the high-profile, though ultimately unsuccessful, battle to save Louis Sullivan’s Garrick Theater. After 1960, Gus was also serving the city as its newly elected Chief Justice of the Municipal Court of Chicago.

While Gus served as the Commission’s inaugural chairman and had his significant judicial duties to deal with in this period, he also continued to lead the Chicago Commission on Human Relations, a position he held under three Chicago mayors. This was all during a difficult period of increasing racial tensions. It’s fair to say, Gus had his hands full.

When I returned to Chicago to attend law school at the University of Chicago in the fall of 1964, I lived at home in order to assist my mother in caring for my ailing father. That circumstance gave me many evenings to spend with Gus and my Aunt Julia, since they were only an elevator ride away. My long conversations with Gus before he died taught me not only a lot about law, politics, art, and poetry, but also about architecture, and life.

This broad informal education wasn’t surprising, because Gus had balanced high-level judicial and civic roles while also being a published poet and a central figure in Chicago’s 20th-century intellectual, legal, and political circles.

Acknowledgements

Acknowledgement Limitations

Now that Vintage Chicago is built, it’s too late to go back and retrieve the information as to where many of these photos found on the internet came from and credit the proper parties for posting them. I simply didn’t foresee that my personal collection of old Chicago photos might one day take flight from my hard drive to a vehicle such as the Vintage Chicago map. Had I been more of a seer, I would have taken care in trying to save the provenance of the map’s photos when it was occasionally available. But, I never saw AI coming around the corner at us.

Creating Vintage Chicago

Say hello to Anthropic’s Claude, a 2025 poseur presenting himself as my new python vibe coding buddy. Never in my life had I ever had the remotest interest in learning how to write code for a computer. However, as I began experimenting with the early free AI platforms, I found that I could vicariously code if I politely “chatted” with Claude, asked right questions, and then worked with the AI platform to fix my inelegant prompts and Claude’s inevitable script bugs.

My hope was that if I could finally create an interactive map populated with the photos that I had carefully captioned and geotagged, I would have built something of interest to others as well as myself.

It turned out the biggest problem in bringing the Vintage Chicago map to fruition was the design and execution of the map’s legend. The legend has more than a dozen major filters and hundreds of sub filter combinations, and it was quite a trick to finally create a reasonably navigable tableau instead of the visual mishmash I started with.

Time for Acknowledgements

Fortunately, it’s not too late to thank and acknowledge in a general way those people and institutions that helped put these images in front of me. While individual photo creators may be hard to acknowledge at this time, it remains easy and important to call out and hail the most important parent sources of many of the photos on the Vintage Chicago Map.

Erik Nordstrom

An entrepreneur following his heart, a premier scholar, a cataloger of much of Chicago’s important and disappearing architectural history, and an appreciator, like myself, of the dynamic trio of architectural preservationists Richard Nickel, John Vinci, and Tim Samuelson, Erik has served Chicago, and its cultural curators well. He regularly credits the Ryerson and Burnham Library of the Art Institute of Chicago, the Newberry Library, the Chicago History Museum, as well as his own “Courtesy of Building 51” business in architectural artifacts.

Facebook Chicago Groups

Many photos on the map got there because of my seeing them first on Meta’s Facebook app. It turns out there are lots of lovers of old Chicago with both old and new photos to share. Who grew up where? What neighborhood childhood memory only now exists because of this picture? And, “You should see what’s there now?”

Among these many terrific Chicago and neighborhood groups that helped me find interesting content are: 1844 Chicago, Chicago L, Chicagoland History, Chicago Old Town in the ’60s, Chicago West Side Past and Present, Forgotten Chicago, Growing Up in Chicago, Historic Chicago, Illinois Central Railroad, Original Chicago, and Railroad History Buffs of Illinois to name just a few. Check them out, and join up if you’re curious. Get ready to bathe in the full range of images from deceptive AI fakes, to another yawn or something new, interesting, and completely surprising to your eyes.

Important Long Term Keepers of Chicago’s History

Let’s hear it again for the Ryerson and Burnham Library of the Art Institute of Chicago, the Newberry Library, the Chicago History Museum, and the Library of the University of Chicago. They are doing the hard and resource intensive work of capturing and celebrating the highs (skyscrapers getting taller), and lows (labor, racial, ethnic conflict) of our city’s culture and place in American life.

My friend Jan Grayson served for several years as Chair of the Board of Directors of the Chicago Architecture Foundation, the predecessor of the Chicago Architecture Center (CAC). Both Jan until his death, and my former law partner Jeffrey Jahns, have also been CAC Trustees Emeritus, so I’ve had direct knowledge of this organization’s exceptional work. It, and the Commission on Chicago Landmarks, both continue to be central players in calling the world’s attention to the special role Chicago has and continues to play in modern architecture.

Finally, A special call out is also due Chicagology, for it unique and important scholarship role in uniting contemporary newspaper accounts with architectural developments and events of a long-ago Chicago.

Bruno Ast — Designed the Kent State University memorial in Kent, Ohio marking the events of May 4, 1970, when four students were killed and nine were wounded during an anti-Vietnam War protest
Bruno Ast, Architect (1937–2025)
A gifted architect, passionate educator, and longtime resident of the Old Town neighborhood in Chicago, Bruno Ast was known for his architectural scholarship and his devotion to family, friends, and community. After earning his B.A. and M.A in architecture at the University of Illinois, he moved to Chicago, worked at Harry Weese and Associates, and Skidmore Owings and Merrill. In 1970, with his wife Gündüz, he founded Ast + Dagdelen Architects. He was the architect for the Kent State University May 4, 1970 Memorial in Kent, Ohio. Bruno taught at the University of Illinois at Chicago’s School of Architecture from 1969 to 2012 where in addition to teaching he held many other roles in the department. He loved working with and mentoring his students. Chicago Tribune from legacy.com.
Vintage Chicago Historical Photos & Maps

About This Map

The Photo Archive

The Vintage Chicago map grew out of my photo archive of more than 100,000 images. Most of the archive’s photos are a byproduct of travel within the United States, visits to my extended family here and in France, and global travels while on business trips working for the newswire service United Press International and Encyclopaedia Britannica.

The Vintage Chicago Map

The map’s initial 2,400+ photographs were primarily collected from publicly available internet sources that I acquired after my 2014 retirement from Encyclopaedia Britannica. The map content encompasses postcards, lithographs, maps, and artwork spanning Chicago’s history from the earliest European cartography in 1688 to the present day.

Photo Selections

The photo selection across all map layers prioritizes visual quality, historical significance, and geographic coverage — with the goal of making Chicago’s layered past explorable one street corner at a time. Architectural significance was important, but so was the informal life of the city, so street scenes have their place next to skyscrapers.

Photo Locations

Each image on the map was individually selected, geotagged, captioned. I also assigned latitude and longitude coordinates to where I thought the camera might have been when a particular photo was taken. This explains why markers for aerial photographs are often far from their primary points of interest. While I did my best with these GPS decisions, if you run across a photo marker in a whacky place, try to think of the tennis or golf player who occasionally mishits in a wildly inexplicable way or, in football terms, think of wrong way Corrigan.

Photo Dates

Most Vintage Chicago photos are assigned what I believe to be the correct year. However, if you need exact dating, please treat these dates with caution. Many images gathered from the internet likely came with errors that I did not catch during my research. For photos with no date information, I have done my best to place them within the appropriate general time period.

The Cliff Dwellers

I refer to my Vintage Chicago map as “A Cliff Dweller’s History.” As a long-term member and one-time president of this small Chicago arts club, I wanted the map to celebrate the role of some of the Club’s architects, writers, artists, and photographers who have left their mark on Chicago’s cultural plane from the Club’s founding in 1907.

The Newberry Library and My Interest in Chicago History

The map’s creation and content reflect a lifelong interest in Chicago history. This focus started after visiting the Newberry Library as a teenager. My father William J. Bowe, Sr., and his brother Augustine J. Bowe (“Uncle Gus” to me), both raised their families in apartments in the same building on Elm Street on Chicago’s Near North Side.

In the 1950s, Gus’s son, John Bowe, married Kathie Pargellis, whose father was the Librarian of the Newberry Library. With the Library nearby and that family connection in place, my mother suggested during one spring school vacation that I spend some time there. She was always eager to encourage my education, though I suspect she also wanted to keep me constructively occupied during the break. So, on most days of that vacation, I walked to the Newberry and spent hours reading. Knowing that the library held a wealth of material on early Chicago, I imagine my first question to the desk clerk was something like, “Do you have anything on Chicago history that I might read?”

The Newberry certainly did. Today, I still remember sitting alone at a reading table with the imposing three-volume History of Chicago by A. T. Andreas before me. For the better part of my time that school vacation, I was immersed in his stories and illustrations of geography, culture, and commerce related to the city’s recent explosive growth. His account began with LaSalle’s expedition to the Illinois River in 1679. At the time, this was only a muddy area at the south end of Lake Michigan settled by members of the Pottawatomi tribe. He covered all the big events since, the Fort Dearborn massacre, the Illinois and Michigan Canal, the arrival and proliferation of the railroads, the Great Chicago Fire, and the rebuilding of the city that quickly followed. The history ran right up to 1884, the year the first volume of his history was published.

Judge Augustine J. Bowe and My Interest in Architecture

I wouldn’t have studied 20th Century architecture at Yale University in the 1960s if Chicago Mayor Richard J. Daley hadn’t in 1957 appointed my Uncle Gus as the first chairman of the newly organized Commission on Chicago Architectural Landmarks. At the time of his appointment in 1957, Gus was a prominent attorney and a past President of the Chicago Bar Association. Daley’s commission was established by a city ordinance passed that year, making it the first official municipal body in Chicago dedicated to identifying and preserving the city’s architectural heritage. The commission Gus headed was the direct precursor to today’s Commission on Chicago Landmarks, which was created under a stronger ordinance in 1968, two years after my uncle’s death in 1966.

As the Commission’s inaugural chairman, Gus led it during its formative years, including the significant 1960 initiative that designated the first 38 buildings as official landmarks (such as the Glessner House and the Rookery), and the high-profile, though ultimately unsuccessful, battle to save Louis Sullivan’s Garrick Theater. After 1960, Gus was also serving the city as its newly elected Chief Justice of the Municipal Court of Chicago.

While Gus served as the Commission’s inaugural chairman and had his significant judicial duties to deal with in this period, he also continued to lead the Chicago Commission on Human Relations, a position he held under three Chicago mayors. This was all during a difficult period of increasing racial tensions. It’s fair to say, Gus had his hands full.

When I returned to Chicago to attend law school at the University of Chicago in the fall of 1964, I lived at home in order to assist my mother in caring for my ailing father. That circumstance gave me many evenings to spend with Gus and my Aunt Julia, since they were only an elevator ride away. My long conversations with Gus before he died taught me not only a lot about law, politics, art, and poetry, but also about architecture, and life.

This broad informal education wasn’t surprising, because Gus had balanced high-level judicial and civic roles while also being a published poet and a central figure in Chicago’s 20th-century intellectual, legal, and political circles.

Acknowledgements

Acknowledgement Limitations

Now that Vintage Chicago is built, it’s too late to go back and retrieve the information as to where many of these photos found on the internet came from and credit the proper parties for posting them. I simply didn’t foresee that my personal collection of old Chicago photos might one day take flight from my hard drive to a vehicle such as the Vintage Chicago map. Had I been more of a seer, I would have taken care in trying to save the provenance of the map’s photos when it was occasionally available. But, I never saw AI coming around the corner at us.

Creating Vintage Chicago

Say hello to Anthropic’s Claude, a 2025 poseur presenting himself as my new python vibe coding buddy. Never in my life had I ever had the remotest interest in learning how to write code for a computer. However, as I began experimenting with the early free AI platforms, I found that I could vicariously code if I politely “chatted” with Claude, asked right questions, and then worked with the AI platform to fix my inelegant prompts and Claude’s inevitable script bugs.

My hope was that if I could finally create an interactive map populated with the photos that I had carefully captioned and geotagged, I would have built something of interest to others as well as myself.

It turned out the biggest problem in bringing the Vintage Chicago map to fruition was the design and execution of the map’s legend. The legend has more than a dozen major filters and hundreds of sub filter combinations, and it was quite a trick to finally create a reasonably navigable tableau instead of the visual mishmash I started with.

Time for Acknowledgements

Fortunately, it’s not too late to thank and acknowledge in a general way those people and institutions that helped put these images in front of me. While individual photo creators may be hard to acknowledge at this time, it remains easy and important to call out and hail the most important parent sources of many of the photos on the Vintage Chicago Map.

Erik Nordstrom

An entrepreneur following his heart, a premier scholar, a cataloger of much of Chicago’s important and disappearing architectural history, and an appreciator, like myself, of the dynamic trio of architectural preservationists Richard Nickel, John Vinci, and Tim Samuelson, Erik has served Chicago, and its cultural curators well. He regularly credits the Ryerson and Burnham Library of the Art Institute of Chicago, the Newberry Library, the Chicago History Museum, as well as his own “Courtesy of Building 51” business in architectural artifacts.

Facebook Chicago Groups

Many photos on the map got there because of my seeing them first on Meta’s Facebook app. It turns out there are lots of lovers of old Chicago with both old and new photos to share. Who grew up where? What neighborhood childhood memory only now exists because of this picture? And, “You should see what’s there now?”

Among these many terrific Chicago and neighborhood groups that helped me find interesting content are: 1844 Chicago, Chicago L, Chicagoland History, Chicago Old Town in the ’60s, Chicago West Side Past and Present, Forgotten Chicago, Growing Up in Chicago, Historic Chicago, Illinois Central Railroad, Original Chicago, and Railroad History Buffs of Illinois to name just a few. Check them out, and join up if you’re curious. Get ready to bathe in the full range of images from deceptive AI fakes, to another yawn or something new, interesting, and completely surprising to your eyes.

Important Long Term Keepers of Chicago’s History

Let’s hear it again for the Ryerson and Burnham Library of the Art Institute of Chicago, the Newberry Library, the Chicago History Museum, and the Library of the University of Chicago. They are doing the hard and resource intensive work of capturing and celebrating the highs (skyscrapers getting taller), and lows (labor, racial, ethnic conflict) of our city’s culture and place in American life.

My friend Jan Grayson served for several years as Chair of the Board of Directors of the Chicago Architecture Foundation, the predecessor of the Chicago Architecture Center (CAC). Both Jan until his death, and my former law partner Jeffrey Jahns, have also been CAC Trustees Emeritus, so I’ve had direct knowledge of this organization’s exceptional work. It, and the Commission on Chicago Landmarks, both continue to be central players in calling the world’s attention to the special role Chicago has and continues to play in modern architecture.

Finally, A special call out is also due Chicagology, for it unique and important scholarship role in uniting contemporary newspaper accounts with architectural developments and events of a long-ago Chicago.

Bruno Ast — Designed the Kent State University memorial in Kent, Ohio marking the events of May 4, 1970, when four students were killed and nine were wounded during an anti-Vietnam War protest
Bruno Ast, Architect (1937–2025)
A gifted architect, passionate educator, and longtime resident of the Old Town neighborhood in Chicago, Bruno Ast was known for his architectural scholarship and his devotion to family, friends, and community. After earning his B.A. and M.A in architecture at the University of Illinois, he moved to Chicago, worked at Harry Weese and Associates, and Skidmore Owings and Merrill. In 1970, with his wife Gündüz, he founded Ast + Dagdelen Architects. He was the architect for the Kent State University May 4, 1970 Memorial in Kent, Ohio. Bruno taught at the University of Illinois at Chicago’s School of Architecture from 1969 to 2012 where in addition to teaching he held many other roles in the department. He loved working with and mentoring his students. Chicago Tribune from legacy.com.