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Vintage Chicago Photos

Gwendolyn Brooks, Chicago Poet (Aarons Estate Edition)
Gwendolyn Brooks, Chicago Poet (Aarons Estate Edition)

Gwendolyn Brooks, Chicago Poet (Aarons Estate Edition)

By Slim Aarons

Located in New York, NY

steps of her home in Chicago. (Photo by Slim Aarons/Getty Images) Slim Aarons (1916-2006) worked mainly

Category

1960s Modern Vintage Chicago Photos

Materials

Lambda

Gwendolyn Brooks, Chicago Poet (Aarons Estate Edition)
Gwendolyn Brooks, Chicago Poet (Aarons Estate Edition)

Gwendolyn Brooks, Chicago Poet (Aarons Estate Edition)

By Slim Aarons

Located in New York, NY

steps of her home in Chicago. (Photo by Slim Aarons/Getty Images) Slim Aarons (1916-2006) worked mainly

Category

1960s Modern Vintage Chicago Photos

Materials

Lambda

Gwendolyn Brooks, Chicago Poet (Aarons Estate Edition)
Gwendolyn Brooks, Chicago Poet (Aarons Estate Edition)

Gwendolyn Brooks, Chicago Poet (Aarons Estate Edition)

By Slim Aarons

Located in New York, NY

steps of her home in Chicago. (Photo by Slim Aarons/Getty Images) Slim Aarons (1916-2006) worked mainly

Category

1960s Modern Vintage Chicago Photos

Materials

Lambda

Observant Father, 1949, Chicago, Vintage Silver Gelatin Print
Observant Father, 1949, Chicago, Vintage Silver Gelatin Print

Observant Father, 1949, Chicago, Vintage Silver Gelatin Print

By Art Shay

Located in Chicago, IL

photographers.” Christophe Loviny, Art Editor, Paris “Art Shay is the best photo-journalist Chicago ever

Category

1940s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Damen and Division Street circa 1949, Photo Signed
Damen and Division Street circa 1949, Photo Signed

Damen and Division Street circa 1949, Photo Signed

By Art Shay

Located in Chicago, IL

Loviny, Art Editor, Paris “Art Shay is the best photo-journalist Chicago ever produced.” Arthur Siegel

Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Nelson Algren at Comsiky Park circa 1949, Photo Signed
Nelson Algren at Comsiky Park circa 1949, Photo Signed

Nelson Algren at Comsiky Park circa 1949, Photo Signed

By Art Shay

Located in Chicago, IL

the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of Design

Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Nude Seated in Chair
Nude Seated in Chair

Nude Seated in Chair

By William H. Bailey

Located in Fairlawn, OH

: Dart Gallery, Chicago, 1976 (see photo of label) Condition: Excellent Sheet size: 14 7/8 x 11 1/8

Category

1970s American Realist Vintage Chicago Photos

Materials

Graphite

"Tree" from Faith of Graffiti, 1974, Serigraph by Jon Naar
"Tree" from Faith of Graffiti, 1974, Serigraph by Jon Naar

"Tree" from Faith of Graffiti, 1974, Serigraph by Jon Naar

By Jon Naar

Located in Long Island City, NY

numbered in pencil Edition: 250, AP Size: 19 x 28 inches Printed by Circle Press, Chicago Published by

Category

1970s Street Art Vintage Chicago Photos

Materials

Screen

"Red Doc" from Faith of Graffiti, 1974, Serigraph by Jon Naar
"Red Doc" from Faith of Graffiti, 1974, Serigraph by Jon Naar

"Red Doc" from Faith of Graffiti, 1974, Serigraph by Jon Naar

By Jon Naar

Located in Long Island City, NY

numbered in pencil Edition: 300 Size: 34 x 24.5 inches Printed by Circle Press, Chicago Published by

Category

1970s Street Art Vintage Chicago Photos

Materials

Screen

"Rube" from Faith of Graffiti, 1974, Serigraph by Jon Naar
"Rube" from Faith of Graffiti, 1974, Serigraph by Jon Naar

"Rube" from Faith of Graffiti, 1974, Serigraph by Jon Naar

By Jon Naar

Located in Long Island City, NY

numbered in pencil Edition: 250, AP Size: 21.5 x 28 inches Printed by Circle Press, Chicago Published by

Category

1970s Street Art Vintage Chicago Photos

Materials

Screen

Eddie from Faith of Graffiti, Street Art Screenprint by Jon Naar
Eddie from Faith of Graffiti, Street Art Screenprint by Jon Naar

Eddie from Faith of Graffiti, Street Art Screenprint by Jon Naar

By Jon Naar

Located in Long Island City, NY

, Chicago Published by Documentary Photos NYC Graffiti Art in the book "Faith of Graffiti" by Norman Mailer

Category

1970s Street Art Vintage Chicago Photos

Materials

Screen

Toots from Faith of Graffiti, Street Art Screenprint by Jon Naar
Toots from Faith of Graffiti, Street Art Screenprint by Jon Naar

Toots from Faith of Graffiti, Street Art Screenprint by Jon Naar

By Jon Naar

Located in Long Island City, NY

, Chicago Published by Documentary Photos NYC Graffiti Art in the book "Faith of Graffiti" by Norman Mailer

Category

1970s Street Art Vintage Chicago Photos

Materials

Screen

Lunch Hour
Lunch Hour

Lunch Hour

By Alain Le Garsmeur

Located in London, GB

, CHICAGO, USA 1979 (photo Alain Le Garsmeur) A gorgeously observed scene, taken in the early late 1970

Category

1980s Modern Vintage Chicago Photos

Materials

C Print

Sarah Leonard Krepp Large Mid-Century Modern Boats Painting
Sarah Leonard Krepp Large Mid-Century Modern Boats Painting

Sarah Leonard Krepp Large Mid-Century Modern Boats Painting

By Sarah Leonard Krepp

Located in Chicago, IL

(photo), Chicago Sun-Times (May 1, 2007) Fred Camper, “Traces of Trauma: Sarah Krepp,” Galleries and

Category

20th Century American Mid-Century Modern Vintage Chicago Photos

Materials

Canvas

Boxing Great, Rocky Graciano in Locker Room After Fight, 1948
Boxing Great, Rocky Graciano in Locker Room After Fight, 1948

Boxing Great, Rocky Graciano in Locker Room After Fight, 1948

By Art Shay

Located in Chicago, IL

photographers.” Christophe Loviny, Art Editor, Paris “Art Shay is the best photo-journalist Chicago ever

Category

1940s Contemporary Vintage Chicago Photos

Materials

Archival Pigment

Recent Sales

Chicago Vintage 1980s Boxing Photos
Chicago Vintage 1980s Boxing Photos

Phil MascioneChicago Vintage 1980s Boxing Photos, c 1980s

Unavailable

H 13.38 in W 17.94 in D 1.25 in

Chicago Vintage 1980s Boxing Photos

By Phil Mascione

Located in Chicago, IL

multiple framed photographs. Phil Mascione was a sports photographer who worked for the Chicago Tribune

Category

1980s Vintage Chicago Photos

Materials

Black and White

67 Vintage Chicago Boxing Photos, circa 1980s
67 Vintage Chicago Boxing Photos, circa 1980s

67 Vintage Chicago Boxing Photos, circa 1980s

Unavailable

H 13.63 in W 18 in D 1.25 in

67 Vintage Chicago Boxing Photos, circa 1980s

By Phil Mascione

Located in Chicago, IL

photography six times, more than any other else in the paper's history.” -Kenan Heise, Chicago Tribune staff

Category

1980s American Vintage Chicago Photos

Materials

Paper

67 Vintage Chicago Boxing Photos, circa 1980s
67 Vintage Chicago Boxing Photos, circa 1980s

67 Vintage Chicago Boxing Photos, circa 1980s

Unavailable

H 13.63 in W 18 in D 1.25 in

67 Vintage Chicago Boxing Photos, circa 1980s

By Phil Mascione

Located in Chicago, IL

photography six times, more than any other else in the paper's history.” -Kenan Heise, Chicago Tribune Staff

Category

1980s American Vintage Chicago Photos

Materials

Paper

Chicago Group Portrait on Brick Globe Photos Fine Art Print
Chicago Group Portrait on Brick Globe Photos Fine Art Print

Chicago Group Portrait on Brick Globe Photos Fine Art Print

Located in Las Vegas, NV

Chicago is an American rock band formed in 1967 in Chicago, Illinois, calling themselves the

Category

1970s Vintage Chicago Photos

Materials

Archival Ink, Archival Paper, C Print, Archival Pigment

Chicago: Rock Band of the Decade Fine Art Print
Chicago: Rock Band of the Decade Fine Art Print

Chicago: Rock Band of the Decade Fine Art Print

Located in Las Vegas, NV

This outdoors group portrait features Chicago, an American rock band formed in 1967 in Chicago

Category

1970s Vintage Chicago Photos

Materials

Archival Ink, Archival Paper, C Print, Archival Pigment

Original Memphis Poster for Chicago City Store, 1983 by Chris Garland
Original Memphis Poster for Chicago City Store, 1983 by Chris Garland

Original Memphis Poster for Chicago City Store, 1983 by Chris Garland

By Chris Garland, David Csicsko

Located in Denton, MD

, unframed. CITY store was waiting for publicity photos to arrive from the Memphis studio in Milan...to

Category

1980s American Post-Modern Vintage Chicago Photos

Materials

Paper

Smoking Dog, Photo Signed
Smoking Dog, Photo Signed

Smoking Dog, Photo Signed

By Art Shay

Located in Chicago, IL

Loviny, Art Editor, Paris “Art Shay is the best photo-journalist Chicago ever produced.” Arthur Siegel

Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Liz Taylor at the Pump Room, Chicago 1960
Liz Taylor at the Pump Room, Chicago 1960

Liz Taylor at the Pump Room, Chicago 1960

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Welcome Democrats, 1968 Photo Signed

Welcome Democrats, 1968 Photo Signed

By Art Shay

Located in Chicago, IL

Loviny, Art Editor, Paris “Art Shay is the best photo-journalist Chicago ever produced.” Arthur Siegel

Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

James Baldwin, Deerfield, IL 1959, Deerfield Integration Rally
James Baldwin, Deerfield, IL 1959, Deerfield Integration Rally

James Baldwin, Deerfield, IL 1959, Deerfield Integration Rally

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1950s Contemporary Vintage Chicago Photos

Materials

Archival Pigment

JFK Surrounded by Ohio Crowd, 1960
JFK Surrounded by Ohio Crowd, 1960

JFK Surrounded by Ohio Crowd, 1960

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1960s Contemporary Vintage Chicago Photos

Materials

Archival Pigment

Rat Pack, Las Vegas 1961

Rat Pack, Las Vegas 1961

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

The Supremes, Supremely Tired, Detroit 1965
The Supremes, Supremely Tired, Detroit 1965

The Supremes, Supremely Tired, Detroit 1965

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Muddy Waters and His Wife, Geneva, 1951
Muddy Waters and His Wife, Geneva, 1951

Muddy Waters and His Wife, Geneva, 1951

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1950s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Thirty Seconds with Johnny Cash, Nashville 1961
Thirty Seconds with Johnny Cash, Nashville 1961

Thirty Seconds with Johnny Cash, Nashville 1961

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1960s Contemporary Vintage Chicago Photos

Materials

Archival Pigment

Cassius Clay (Ali) In Lockerroom, Louisville 1961
Cassius Clay (Ali) In Lockerroom, Louisville 1961

Cassius Clay (Ali) In Lockerroom, Louisville 1961

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Ali Knocking Out Miteff, Louisville 1961

Ali Knocking Out Miteff, Louisville 1961

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

I Am A Man

Art ShayI Am A Man, 2016

Sold

H 20 in W 16 in

I Am A Man

By Art Shay

Located in Chicago, IL

the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of Design

Category

1960s Contemporary Vintage Chicago Photos

Materials

Archival Pigment

Judy Chicago 'Red Flag' Photo Lithograph, 1971
Judy Chicago 'Red Flag' Photo Lithograph, 1971

Judy Chicago 'Red Flag' Photo Lithograph, 1971

By Judy Chicago

Located in Los Angeles, CA

Original feminist modern art print. Artist signed in pencil with edition number #67 of #94. It is sold unframed but will be securely packaged if being shipped. A bold statement pi...

Category

Late 20th Century American Modern Vintage Chicago Photos

Materials

Paper

Streamline Chicago Industrial Train Railroad Photograph
Streamline Chicago Industrial Train Railroad Photograph

Streamline Chicago Industrial Train Railroad Photograph

By Margaret Bourke White

Located in Cincinnati, OH

An original sepia toned photo showing the Chicago rail yard and four engines from the Santa Fe

Category

1940s American Industrial Vintage Chicago Photos

Materials

Wood, Paper

Keep on Truckin' R. Crumb, Chicago 1975

Keep on Truckin' R. Crumb, Chicago 1975

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1970s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Pillar of Fire
Pillar of Fire

Egon WeinerPillar of Fire, 1961

Sold

H 19 in W 3 in D 3 in

Pillar of Fire

By Egon Weiner

Located in Greenwich, CT

site of Chicago Fire Academy -see photo-. signed and dated on base

Category

1960s Vintage Chicago Photos

Materials

Bronze

R. Crumb, 1975

Art ShayR. Crumb, 1975, tbd

Sold

H 14 in W 11 in

R. Crumb, 1975

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Marlon Brando Kissing Dog, Libertyville, IL 1950
Marlon Brando Kissing Dog, Libertyville, IL 1950

Marlon Brando Kissing Dog, Libertyville, IL 1950

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1950s Contemporary Vintage Chicago Photos

Materials

Archival Pigment

James Baldwin, Deerfield, IL 1959
James Baldwin, Deerfield, IL 1959

James Baldwin, Deerfield, IL 1959

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1950s Contemporary Vintage Chicago Photos

Materials

Archival Pigment

Deerfield Protestors, 1963

Deerfield Protestors, 1963

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Find Waldo Nixon, Fayetteville, Arkansas, 1969
Find Waldo Nixon, Fayetteville, Arkansas, 1969

Find Waldo Nixon, Fayetteville, Arkansas, 1969

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1960s Contemporary Vintage Chicago Photos

Materials

Archival Pigment

Vince Lombardi Huddle, 1966

Vince Lombardi Huddle, 1966

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Fallen Starr, 1967

Fallen Starr, 1967

By Art Shay

Located in Chicago, IL

is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of

Category

1960s Contemporary Vintage Chicago Photos

Materials

Archival Pigment

People Also Browsed

Marina Di Massa, plexiglass photgraph, Italy beach scene
Marina Di Massa, plexiglass photgraph, Italy beach scene

Marina Di Massa, plexiglass photgraph, Italy beach scene

By Massimo Vitali

Located in Miami, FL

Massimo Vitali (b. Como, Italy in 1944) is an Italian photographer based in Lucca. Vitali studied photography at the London College of Printing. He initially worked as a photojournal...

Category

Early 2000s Photorealist Vintage Chicago Photos

Materials

Lithograph, Offset

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Vintage Chicago Photos For Sale on 1stDibs

On 1stDibs, there are several options of vintage chicago photos available for sale. Finding the ideal Contemporary or Modern examples of these works for your living room, whether you’re looking for small- or large-size pieces, is no easy task — start by shopping our selection today. There are many variations of these items available, from those made as long ago as the 20th Century to those made as recently as the 20th Century. If you’re looking to add vintage chicago photos that pop against an otherwise neutral space in your home, the works available on 1stDibs include that feature elements of black, gray, beige, silver and more. These artworks have been a part of the life’s work for many artists, but the versions made by Art Shay, Jay Wolke and Phil Mascione are consistently popular. The range of these distinct pieces — often created in c print, ink and paper — can elevate any room of your home.

How Much are Vintage Chicago Photos?

The average selling price for vintage chicago photos we offer is $1,488, while they’re typically $300 on the low end and $6,000 for the highest priced.

Finding the Right Photography for You

Find a broad range of photography on 1stDibs today.

The first permanent image created by a camera — which materialized during the 1820s — is attributed to Joseph Nicéphore Niépce. The French inventor was on to something for sure. Kodak introduced roll film in the 1880s, allowing photography to become more democratic, although cameras wouldn’t be universally accessible until several decades later. 

Digital photographic techniques, software, smartphone cameras and social-networking platforms such as Instagram have made it even easier in the modern era for budding photographers to capture the world around them as well as disseminate their images far and wide. 

What might leading figures of visual art such as Andy Warhol have done with these tools at their disposal?

Today, when we aren’t looking at the digital photos that inundate us on our phones, we look to the past to celebrate the photographers who have broken rules as well as records — provocative and prolific artists like Horst P. Horst, Lillian Bassman and Helmut Newton, who altered the face of fashion and portrait photography; visionary documentary photographers such as Gordon Parks, whose best-known work was guided by social justice; and pioneers of street photography such as Henri Cartier-Bresson, who shot for revolutionary travel magazines like Holiday with the likes of globetrotting society lensman Slim Aarons.

Find photographers you may not know in Introspective and The Study — where you’ll read about Berenice Abbott, who positioned herself atop skyscrapers for the perfect shot, or “conceptual artist-adventurer” Charles Lindsay, whose work combines scientific rigor with artistic expression, or Massimo Listri, known for his epic interiors of opulent Old World libraries. Photographer Jeannette Montgomery Barron was given a Kodak camera as a child. Later, she shot on Polaroid film before buying her first 35mm camera in her teens. Barron's stunning portraits of Jean-Michel Basquiat, Warhol and other artists chronicle a crucial chapter of New York’s cultural history.

Throughout the past two centuries, photographers have used their medium to create expressive work that has resonated for generations. Shop a voluminous collection of this powerful fine photography on 1stDibs. Search by photographer to find the perfect piece for your living room wall, or spend some time with the work organized under various categories, such as landscape photography, nude photography and more.