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Crowded Swimming Pool Signed Vintage Color Photograph Chicago Photo Jay Wolke
By Jay Wolke
Located in Surfside, FL
Photography, Morgan Gallery, Kansas City, MO, "Photo '85" 1984 Art Institute of Chicago, "Recent Acquisitions
Category

1980s American Modern Vintage Chicago Photos

Materials

C Print

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)
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)
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

Stephen Deutch Vintage Photo Gravure, Chicago circa 1940
Located in Barcelona, Barcelona
Vintage photo gravure by the photographer Stephen Deutch, circa 1940. Wood frame with
Category

1940s Spanish Mid-Century Modern Vintage Chicago Photos

Materials

Glass, Wood, Paper

American Contemporary Photo by M.K. Yamaoka - Geometric Buildings, Chicago
Located in Paris, IDF
Digital Photograph, ed. 3 of 9 HP Premium Satin Photo Paper with archival inks Born in Japan in
Category

Late 20th Century Contemporary Vintage Chicago Photos

Materials

Ink, Photographic Paper, Digital

American Contemporary Photo by M.K. Yamaoka - Chicago, Old and New
Located in Paris, IDF
Digital Photograph,l ed. 3 of 9 HP Premium Satin Photo Paper with archival inks Born in Japan in
Category

Late 20th Century Contemporary Vintage Chicago Photos

Materials

Photographic Paper, Digital, Archival Ink

Lag Baomer Signed Vintage Color Photograph Chicago Judaica Photo Chabad J Wolke
By Jay Wolke
Located in Surfside, FL
, "Photo '85" 1984 Art Institute of Chicago, "Recent Acquisitions" 1984 MoCP Chicago, IL "New Chicago
Category

1990s American Modern Vintage Chicago Photos

Materials

C Print

Seurat's A La Grande Jatte w Marcel Marceau, Chicago, 1958, Black & White Photo
By Art Shay
Located in Chicago, IL
Editor, Paris “Art Shay is the best photo-journalist Chicago ever produced.” Arthur Siegel
Category

1970s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Blues Great Howlin' Wolf, Chicago 1966, Framed Black and White Photo by Art Shay
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

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

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

Young Pool Shark, Chicago 1949, Black & White Photograph, Framed, Signed
By Art Shay
Located in Chicago, IL
is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of
Category

1940s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Liz Taylor Smelling Smell-O-Vision, Chicago, 1960 With Eddie Fisher
By Art Shay
Located in Chicago, IL
photographers.” Christophe Loviny, Art Editor, Paris “Art Shay is the best photo-journalist Chicago ever
Category

1950s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Maxwell Street Dog 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

The Nixons on LaSalle Street, Chicago, 1968, Color Photograph, Signed on Back
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

Archival Pigment

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

Mafia Boss Tony "Big Tuna" Accardo in Front of Big Lion, Chicago 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

Silver Gelatin

Hedda Hopper - Hat Lady, Hollywood circa 1956, 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

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

Marcel Marceau Shopping on Maxwell circa 1956, 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

Backyard Olympics - kids playing in the backyard 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

Man with the Golden Arm - poker table with Algren 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

Dean Martin and Frank Sinatra, Las Vegas 1961, The Rat Pack, Black & White Photo
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

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

Marlon Brando, Libertyville, Illinois, 1950 - Silver Gelatin Print
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

Antique American Expressionist Oil & Gouache Painting of Ibiza Martin Baer 1935
By Martin Baer
Located in Portland, OR
engraving came in, and eventually established the Standard Photo Engraving Company, Chicago. His wife is of
Category

1930s Expressionist Vintage Chicago Photos

Materials

Oil, Watercolor, Gouache

Eyeball Freak, Circus Side Show Curiosity, Silver Gelatin Print, Framed, 1952
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

Blues Guitarist, Buddy Guy, 1966, Playing Guitar, Framed Photograph by Art Shay
By Art Shay
Located in Chicago, IL
Editor, Paris “Art Shay is the best photo-journalist Chicago ever produced.” Arthur Siegel
Category

1960s Contemporary Vintage Chicago Photos

Materials

Archival Pigment

1974 v. Kendrick Modernist Sculpture Bust African American Mother Child
By Vaughn Kendrick
Located in W Allenhurst, NJ
. Chicago. Home photo is the true color.
Category

Mid-20th Century Other Vintage Chicago Photos

Materials

Ceramic

Tracks to War, New Jersey, 1943, Black and White Photograph, Signed, Framed
By Art Shay
Located in Chicago, IL
is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of
Category

Mid-20th Century Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

A Farm Grandma Waiting for Kids, 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

Archival Pigment

Caitlyn Bruce Jenner, Montreal Olympics, 1976, Black and White Photograph Framed
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

Palmer Ready to Win His 2nd Masters, Augusta, Georgia 1960, Vintage Photograph
By Art Shay
Located in Chicago, IL
photographers.” Christophe Loviny, Art Editor, Paris “Art Shay is the best photo-journalist Chicago ever
Category

1960s Vintage Chicago Photos

Materials

Silver Gelatin

Titter, Scantily Clad Woman Viewing Titter Magazine, 1950 Vintage Photograph
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

Gale Sayers #40, 1966 - Color Photograph by Art Shay for Sports Illustrated
By Art Shay
Located in Chicago, IL
photographers.” Christophe Loviny, Art Editor, Paris “Art Shay is the best photo-journalist Chicago ever
Category

1960s Contemporary Vintage Chicago Photos

Materials

Archival Pigment

Nakedly Patriotic, 1970, Peaceful Gathering, Nude Female, Archival Pigment Print
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

Car Reflection, 1958, Black and White Photograph Appeared in LIFE Magazine
By Art Shay
Located in Chicago, IL
photographers.” Christophe Loviny, Art Editor, Paris “Art Shay is the best photo-journalist Chicago ever
Category

1950s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Killers For Hire, JFK, South Dakota 1960, Black and White Photograph by Art Shay
By Art Shay
Located in Chicago, IL
photographers.” Christophe Loviny, Art Editor, Paris “Art Shay is the best photo-journalist Chicago ever
Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

The Man With the Golden Arm, 1949, Nelson Algren as the Dealer, Silver Gelatin
By Art Shay
Located in Chicago, IL
is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of
Category

1940s Contemporary Vintage Chicago Photos

Materials

Silver Leaf

Woman in Sheer Dress, Silver Gelatin Black & White Photograph by Art Shay
By Art Shay
Located in Chicago, IL
photographers.” Christophe Loviny, Art Editor, Paris “Art Shay is the best photo-journalist Chicago ever
Category

1960s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

Jessica Lange at her Minnesota Cottage, 1976, Black and White Photograph, Framed
By Art Shay
Located in Chicago, IL
Loviny, Art Editor, Paris “Art Shay is the best photo-journalist Chicago ever produced.” Arthur Siegel
Category

1970s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

"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

Street Transaction, 1949 Vintage Silver Gelatin Print, Signed, Matted and Framed
By Art Shay
Located in Chicago, IL
is the best photo-journalist Chicago ever produced.” Arthur Siegel, photographer; IIT Institute of
Category

1940s Contemporary Vintage Chicago Photos

Materials

Silver Gelatin

"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
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

"Nixon" from Faith of Graffiti, 1974, Serigraph by Jon Naar
By Jon Naar
Located in Long Island City, NY
numbered in pencil Edition: 300 Size: 24.5 x 34 inches Printed by Circle Press, Chicago Published by
Category

1970s Street Art Vintage Chicago Photos

Materials

Screen

"Eddie" from Faith of Graffiti, 1974, Serigraph 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
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

"155th Street" from Faith of Graffiti, 1974, Serigraph by Jon Naar
By Jon Naar
Located in Long Island City, NY
34 inches Printed by Circle Press, Chicago Published by Documentary Photos NYC Graffiti Art in the
Category

1970s Street Art Vintage Chicago Photos

Materials

Screen

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
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

'Hugh Hefner' 1961 Slim Aarons Limited Estate Edition
By Slim Aarons
Located in London, GB
, founder of 'Playboy' magazine, surrounded by erotica at the Playboy Club in Chicago, 1961. (Photo by Slim
Category

1960s Modern Vintage Chicago Photos

Materials

Color

Abstract Wood Collage Assemblage Oil Painting Rafael Mahdavi Art Brut Kouros NYC
Located in Surfside, FL
, Nicolas Schoffer and Varujan Boghosian and others) 1977 “Drawings of the Seventies” Chicago Art Institute
Category

1990s Vintage Chicago Photos

Materials

Wood, Paint, Paper

Three to Four Ages of Women - Black and White Street Photography by Art Shay
By Art Shay
Located in Chicago, IL
Loviny, Art Editor, Paris “Art Shay is the best photo-journalist Chicago ever produced.” Arthur Siegel
Category

1950s Contemporary Vintage Chicago Photos

Materials

Archival Pigment

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

Marlon Brando Kissing Dog, Libertyville, IL 1950 - Large Format Black & White
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

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
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
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

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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.