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Cobb Hall, Chicago, Painting, Oil on Canvas
By Leon Sarantos
Located in Yardley, PA
Cobb Hall at the University of Chicago was designed by architect Henry Ives Cobb, and is the oldest
Category
2010s Contemporary Paintings
Materials
Oil
Ivan Bartlett Chicago Painting from The Ambassador East Hotel 1951
By Dorothy Liebes, Ivan Bartlett
Located in San Diego, CA
Painting on board of Chicago landmarks by Ivan Bartlett from 1951 that hung in the Ambassador East
Category
Vintage 1950s American Mid-Century Modern Paintings
Materials
Wood, Paint
EASY STREET, Painting, Oil on Canvas
By Bill Stone
Located in Yardley, PA
A scene that played out every night on our street in Chicago. :: Painting :: Surrealism :: This
Category
1990s Surrealist Paintings
Materials
Oil
"Birth Tear/Tear" Judy Chicago, 1985 Abstracted Surreal Figure Giving Birth
By Judy Chicago
Located in New York, NY
Judy Chicago
Birth Tear/Tear, 1985
Signed, dated, and numbered in margin
Serigraph on Stonehenge
Category
1980s Feminist Abstract Paintings
Materials
Paper
$6,800 Sale Price
20% Off
H 25 in W 33 in
John Califano (Rome, 1864 - Chicago, 1924), Snowy mountain landscape
Located in Milan, IT
John Califano (Roma, 1864 – Chicago, 1924)
Paesaggio montuoso innevato
Olio su tela, cm 74 x 90
Category
19th Century Other Art Style Landscape Paintings
Materials
Canvas, Oil
Intriguing Surrealist Painting of Downtown Chicago by James Mesplé
Located in Chicago, IL
An Intriguing 1991 Surrealist painting of downtown Chicago by artist James Mesplé. Artwork size
Category
1990s Surrealist Paintings
Materials
Oil, Tempera, Panel
$850
H 25.5 in W 21.5 in
Midtown - Cityscape of Chicago Skyline, Original Painting
By Albert Vidal Moreno
Located in Chicago, IL
***This artwork is currently on exhibit at the Instituto Cervantes, Chicago until September 2025
Category
21st Century and Contemporary Contemporary Landscape Paintings
Materials
Canvas, Acrylic
$7,200
H 35 in W 51 in
Raventos Citty Chicago original expressionist acrylic painting
By Maria Asuncion Raventos
Located in CORAL GABLES - MIAMI, FL
Chicago original expressionist acrylic painting.
RAVENTÓS Mª Assumpció – (San Sadurní d’Anoia
Category
Early 2000s Expressionist Landscape Paintings
Materials
Canvas, Acrylic
$1,200
H 16.15 in W 13 in D 1.19 in
Judy Chicago, Through the Flower Iconic signed/n silkscreen Feminist art, Framed
By Judy Chicago
Located in New York, NY
edition of only 100) is based on the famous 1973 Judy Chicago painting now in the permanent collection of
Category
1990s Feminist Abstract Prints
Materials
Screen
$25,000
H 33 in W 33 in D 1.5 in
"Chicago Rain" (2023) - Original Oil Painting, Impressionist Cityscape
By Jacob Dhein
Located in Denver, CO
Jacob Dhein's "Chicago Rain" a 2023 original oil on panel, stands at 17.7 x 23.6 inches. This piece
Category
2010s American Impressionist Figurative Paintings
Materials
Oil, Panel
$3,000
H 17.7 in W 23.6 in D 0.25 in
Autumn Glow at Art Institute of Chicago, Oil Painting
By Yangzi Xu
Located in San Francisco, CA
currently being her favorite genres.Words that describe this painting: Chicago, city, Art
Category
21st Century and Contemporary Impressionist Interior Paintings
Materials
Oil
Antique American Impressionist "Sub Zero Hinsdale" Chicago Street Scene Painting
Located in Buffalo, NY
(purchased from exhibition)
Additional label from Artists Guild of Chicago on verso
Title: "Hinsdale Sub
Category
1940s Impressionist Abstract Paintings
Materials
Oil, Board
$1,750
H 13.5 in W 16.5 in D 2 in
Elements, Surrealism, Chicago Artist, Planets
Located in Grand Rapids, MI
34 7/8"
Light Craquelure. In otherwise very good original condition.
This painting was purchased
Category
Early 20th Century Surrealist Paintings
Materials
Canvas, Oil
$30,400 Sale Price
20% Off
H 44.25 in W 34.875 in
Landscape Painting by Arvid Nyholm, Impressionist, Swedish American, Chicago
Located in Grand Rapids, MI
Arvid Frederick Nyholm (Swedish-American, 1866-1937)
Signed: A Nyholm (Lower, Right and Lower, Left)
" Mother and Child in a Landscape ", circa 1910-1920
Oil on Canvas
25" x 30"...
Category
1910s Impressionist Landscape Paintings
Materials
Canvas, Oil
$21,600 Sale Price
20% Off
H 33 in W 38 in
Arts & Crafts Impressionist Landscape Painting, Chicago Artist, 1926
Located in Vero Beach, FL
Arts & crafts impressionist landscape painting, Chicago Artist, 1926
This painting is a perfect
Category
Vintage 1920s Arts and Crafts Paintings
Materials
Canvas
$2,560 Sale Price
20% Off
H 30 in W 34 in D 1.5 in
Chicago Skyline
Located in Boston, MA
Artist Commentary:
This is an acrylic on canvas cityscape of the Chicago river at N. Michigan Ave
Category
21st Century and Contemporary Impressionist Still-life Paintings
Materials
Canvas, Acrylic
Rare & Special Painting by Important Chicago Modernist Artist Davenport Griffen
Located in Chicago, IL
A 1936 Modernist landscape painting with figures by important Chicago artist (William) Davenport
Category
1930s American Modern Landscape Paintings
Materials
Oil, Canvas
$2,500 Sale Price
44% Off
H 22 in W 24 in
Sunday c.1940 Industrial Landscape Oil Painting of Train Tracks Chicago.
Located in Marco Island, FL
York. He was to live in Chicago for much of his life.
This painting, entitled Sunday, depicts the
Category
1940s Landscape Paintings
Materials
Oil
$8,000
H 20 in W 24 in D 2 in
Rainbow Bridge - airbrushed acrylic painting
By Larry Roberts Chicago LLC
Located in Chicago, IL
.
Larry did a large scale version of this airbrush on a garage door in Chicago - outdoor mural. Video on
Category
2010s American Modern Paintings
Materials
Acrylic, Wood, Paint
Large Chicago Impressionist Oil Painting Fishing Boats Choppy Seas Harbour
Located in Cirencester, Gloucestershire
Chicago, retiring to France during his latter years to become a full time painter.
Title: The Fishing
Category
Mid-20th Century Impressionist Landscape Paintings
Materials
Oil
Chicago Modernist Gouache Painting Shabbat Hebrew Calligraphy WPA Artist Judaica
By Alexander Raymond Katz
Located in Surfside, FL
A Judaica painting with Hebrew Calligraphy by noted Chicago Modernist. Alexander Raymond Katz (his
Category
1930s Modern Abstract Paintings
Materials
Gouache
American Cubist Gouache & Pastel Portrait Painting of Robert Lerner Chicago 1980
By Michael Hurson
Located in Portland, OR
American cubist portrait painting of the American academic Michael Lerner, by the Modernist artist
Category
1980s Cubist Portrait Paintings
Materials
Pastel, Paper, Gouache, Charcoal, Pencil
Michael HursonAmerican Cubist Gouache & Pastel Portrait Painting of Robert Lerner Chicago 1980, 1980
$2,600
H 33.75 in W 25.75 in D 1.75 in
Chicago River Wrigley Clock Tower Cityscape Urban Painting by Michael Budden
By Michael Budden
Located in Chesterfield, NJ
the Chicago River, Wrigley Clock Tower is an oil painting on canvas panel by award winning
Category
21st Century and Contemporary Realist Landscape Paintings
Materials
Acrylic
$760 Sale Price
20% Off
H 14.5 in W 16.5 in D 0.75 in
The Chicago River at Howard Street - Blue Skies, Original oil painting
By Ahzad Bogosian
Located in Chicago, IL
Ahzad Bogosian
The Chicago River at Howard Street
acrylic on canvas
18h x 24w in
45.72h x 60.96w cm
Category
2010s Landscape Paintings
Materials
Acrylic
Chicago Jewish Modernist Mixed Media Surrealist Painting WPA Artist Mosaic Tiles
By Alexander Raymond Katz
Located in Surfside, FL
in Kassa, Hungary, and came to the United States in 1909. He studied at the Art Institute of Chicago
Category
Mid-20th Century Modern Abstract Paintings
Materials
Mixed Media, Alkyd, Board
Original Watercolor Painting "Navy Pier - Chicago" by Benjamin Kelman
Located in San Diego, CA
An original watercolor painting entitled "Navy Pier - Chicago" by listed artist Benjamin Kelman
Category
Mid-20th Century American Mid-Century Modern Paintings
Materials
Aluminum
$450
H 14.5 in W 12.5 in D 1.5 in
RAM C&N RR -Steel Bridge, Chicago Skyscraper, Contemporary Photorealist Painting
By Roland Kulla
Located in Chicago, IL
. George Billis Gallery, New York
2015
Chicago River South Branch Bridges. ZIA Gallery, Winnetka, IL
2014
Category
21st Century and Contemporary Photorealist Landscape Paintings
Materials
Canvas, Acrylic
Wicker Park Night - Urban Scene in A Chicago Neighborhood, Original Painting
By Keiko Ogawa
Located in Chicago, IL
Keiko Ogawa brings her calming style to this urban scene in a bustling neighborhood of Chicago. By
Category
21st Century and Contemporary Contemporary Landscape Paintings
Materials
Canvas, Acrylic
$4,400
H 39.5 in W 39.5 in
Chicago Cityscape Mixed Media Painting on Canvas 38 x 56"
By Irena Orlov
Located in Sherman Oaks, CA
combines new media - digital original hand painting, printed on canvas, then hand painted with acrylic, 3D
Category
2010s Contemporary Landscape Paintings
Materials
Canvas, Varnish, Archival Ink, Acrylic, Mixed Media
$8,200
H 56 in W 38 in D 1.5 in
Martha, Act I (Chicago Opera), 1925
By Erté
Located in Greenwich, CT
Martha, Act I (Chicago Opera) from 1925 is a gouache on paper measuring approximately 9 x 7 inches
Category
20th Century Art Deco Paintings
Materials
Paper, Gouache
Trophy, Museum of Contemporary Art Chicago, unique signed painting w/provenance
By David Humphrey
Located in New York, NY
David Humphrey
Trophy (Museum of Contemporary Art, Chicago), 1983
Oil on Canvas painting
Signed
Category
1980s Surrealist Animal Paintings
Materials
Canvas, Oil
$20,000
H 46 in W 68 in D 1.5 in
Andrene Kauffman Circus or Zoo Abstract Oil Painting Chicago WPA Woman Artist
Located in Surfside, FL
well-known artist from Chicago in her time. Louise Yochim was born Luba Dichne in Zhitomir, Russia in
Category
Mid-20th Century Abstract Paintings
Materials
Masonite, Oil
Chicago/Wisconsin Artist Aaron Bohrod Oil Painting, circa 1940s, Shop Windows
By Aaron Bohrod
Located in Phoenix, AZ
on the West Side of Chicago. In 1948, he moved to Madison, Wisconsin. In the late 1920s, Bohrod
Category
Mid-20th Century Abstract Paintings
Materials
Paint
$8,500
H 23 in W 27 in D 2.5 in
A Vibrant, 1930s American Modern Painting, Chicago City Street Scene, Old Town
By Francis Chapin
Located in Chicago, IL
gem of a painting!
Francis Chapin, affectionately called the “Dean of Chicago Painters” by his
Category
1930s American Modern Landscape Paintings
Materials
Masonite, Oil
$850
H 11 in W 11.5 in D 1.25 in
Coal Yard, South Branch Chicago River - Original Oil Painting, Dramatic Sky
By Art Chartow
Located in Chicago, IL
Landscapes: 89 Painters’ Perspectives by Kathy Kipp. North Light Books, 2012.
Paintings of Maine by Carl
Category
21st Century and Contemporary Contemporary Landscape Paintings
Materials
Oil, Panel
Chicago Jewish Modernist Judaica Painting Simchat Torah WPA Artist Israeli Flags
By Alexander Raymond Katz
Located in Surfside, FL
. He studied at the Art Institute of Chicago and the Chicago Academy of Fine Arts. In the late 1920s
Category
Mid-20th Century Modern Figurative Paintings
Materials
Paper, Gouache
French Impressionist oil painting Caldwell Woods Chicago Plein Air Original 1940
Located in Buffalo, NY
Chicago, IL.
Louis Phillipe Kamm traveled to the US, visiting major cities, and painting and exhibiting
Category
1940s Impressionist Landscape Paintings
Materials
Canvas, Oil
Almost Dusk, The North Branch of the Chicago River - Original Oil Painting
By Ahzad Bogosian
Located in Chicago, IL
"Almost Dusk, The North Branch of the Chicago River" is a minimalist landscape painting depicting
Category
21st Century and Contemporary Realist Landscape Paintings
Materials
Canvas, Oil
Chicago From London - Birds-Eye View From the London House Hotel, Chicago, IL
By Albert Vidal Moreno
Located in Chicago, IL
***This artwork is currently on exhibit at the Instituto Cervantes, Chicago until September 2025
Category
21st Century and Contemporary Contemporary Landscape Paintings
Materials
Canvas, Acrylic
Metallic Water, unique 1960s Op Art painting (signed), Art Institute of Chicago
By Richard Anuszkiewicz
Located in New York, NY
Richard Anuszkiewicz
Metallic Water, 1964
Painting with Liquitex on canvas. (1964 Art Institute of
Category
1960s Op Art Abstract Paintings
Materials
Mixed Media, Acrylic, Canvas
$88,000
H 41.5 in W 41.5 in D 2 in
A Large, Dynamic Mid-Century Modern Painting of a Chicago Night Club Showgirl
Located in Chicago, IL
A Large, Dynamic Mid-Century Modern Painting of a Chicago Night Club Showgirl by Noted Artist
Category
Mid-20th Century American Modern Figurative Paintings
Materials
Acrylic, Wood Panel
$1,200
H 33.5 in W 11.5 in D 1 in
Abstract acrylic painting with Hair on Hide custom frame
By Larry Roberts Chicago LLC
Located in Chicago, IL
This extremely unique piece by the late Artist, Larry Roberts, was uncovered from the archives and has never been shown. This piece has an organic shaped paper adhered to the wood, ...
Category
Early 2000s American Modern Paintings
Materials
Abalone, Acrylic, Wood, Paper
Fabulous 1950 Painting Titled "47th & Woodlawn Ave in Chicago, ILL" by EC Nieman
Located in Chicago, IL
Make it yours! A fabulous painting titled "47th & Woodlawn Ave in Chicago, ILL" by EC Nieman and
Category
1950s American Modern Landscape Paintings
Materials
Canvas, Oil
A Large Exceptional Mid-Century Modern Painting of a Chicago Night Club Showgirl
Located in Chicago, IL
A Large, Sensational Mid-Century Modern Painting of a Chicago Night Club Showgirl. Painted in the
Category
Mid-20th Century American Modern Figurative Paintings
Materials
Masonite, Oil
$1,800
H 45 in W 18 in D 3 in
A Dynamic Mid-Century Modern Horse Race Painting by Chicago Artist, Rudolph Pen
Located in Chicago, IL
A dynamic, Mid-Century Modern horse race painting by noted Chicago artist, Rudolph Pen. Artwork
Category
Mid-20th Century American Modern Animal Paintings
Materials
Masonite, Oil
$1,600
H 27 in W 23 in D 2 in
A Dynamic Mid-Century Modern Horse Race Painting by Chicago Artist, Rudolph Pen
Located in Chicago, IL
A Large, Dynamic Mid-Century Modern Painting of a Horse Race by noted Chicago Artist, Rudolph Pen
Category
Mid-20th Century American Modern Animal Paintings
Materials
Masonite, Oil
$1,800
H 25 in W 37 in D 2 in
"White Roses" Still Life Painting by Chicago Artist Stanley Mitruk
Located in Chicago, IL
Painting on board of an atmospheric still life of roses in a glass vase by Chicago artist Stanley
Category
Vintage 1950s American Mid-Century Modern Paintings
Materials
Wood, Paint
“Chairman Mao’s Long Journey” Chicago.
By Erró
Located in Malmo, SE
paint because painting is a private Utopia,” Erró writes of his art.
The landscapes in Erró’s work are a
Category
2010s Pop Art Figurative Paintings
Materials
Canvas, Monotype
Chicago Skyline Artist Joseph Catanzaro Winner of the Chicago Artist of the Year
Located in Chicago, IL
Abstract Chicago skyline painting, acrylic on canvas, by local Chicago artist, Joesph Catanzaro
Category
2010s American Modern Paintings
Materials
Acrylic
$3,800
H 47.13 in W 60 in D 1.13 in
Trompe L'Oeil "Old Town Chicago" Signed Van Zandt Street Scene Modern Painting
Located in Buffalo, NY
Antique American modernist street scene painting. OIl on board. Framed. Signed "Van Zandt 50
Category
1950s Modern Landscape Paintings
Materials
Canvas, Oil
$1,036 Sale Price
20% Off
H 23 in W 19 in D 2 in
Chicago, original expressionist American urban landscape
By Charles Tersolo
Located in Spring Lake, NJ
One of the greatest and most famous American urban landscapes, the city of Chicago, is bold, brassy
Category
21st Century and Contemporary Expressionist Landscape Paintings
Materials
Oil
$3,250
H 20 in W 20 in D 0.5 in
"Night Skaters, " Large Genre Painting of Ice Skating in 1940s Chicago
Located in Philadelphia, PA
rink in Chicago -- perhaps the Lincoln Park Zoo rink -- was made in 1943 by John Winters, winning a
Category
Vintage 1940s American Art Deco Paintings
Materials
Paint
$7,840 Sale Price
20% Off
H 35 in W 26.5 in D 2.5 in
Untitled (abstract Chicago artist Moholy-Nagy pupil)
By Angelo Testa
Located in Wilton Manors, FL
(formerly the New Bauhaus) in Chicago, where he studied under artist László Moholy-Nagy, architect George
Category
1940s Abstract Geometric Abstract Paintings
Materials
Paper, Watercolor
$400 Sale Price
20% Off
H 22 in W 18 in
Large Landscape by Chicago Artist Tellander, 1921
Located in Philadelphia, PA
Midwest, especially at the Art Institute of Chicago, where he showed ninety-three works between 1910 and
Category
1920s Tonalist Landscape Paintings
Materials
Canvas, Oil
Deborah Marlowe Kashdan The Chicago Girls Signed Oil Painting on Canvas Framed
Located in Keego Harbor, MI
A modern oil painting on canvas titled "Museum Performance Piece: The Chicago Girls, Part II" by
Category
Late 20th Century American Paintings
Materials
Canvas, Paint
$1,500
H 41 in W 31.25 in D 1.5 in
"Basket of Eggs" Painting on Board by Chicago Artist Stanley Mitruk 1958
By Stanley Mitruk
Located in Chicago, IL
Painting on board of an atmospheric still life of eggs in a cloth draped basket by Chicago artist
Category
Vintage 1950s American Modern Paintings
Materials
Paint, Wood
$800
H 21.25 in W 19.25 in D 2 in
Chicago Skyline
By Adolf Arthur Dehn
Located in Fairlawn, OH
Unsigned
Provenance:
Estate of the artist
c. 1929/30
Sheet: 9 7/8 x 14 1/8"
Mat: 15 1/4 x 19 3/4"
Category
1920s Landscape Drawings and Watercolors
Materials
Oil Crayon
Blueberry Night - Cityscape of Chicago Skyline - Albert Vidal
By Albert Vidal Moreno
Located in Chicago, IL
Albert Vidal paints a direct view of one of the most notable points in the Chicago skyline. Using vibrant
Category
21st Century and Contemporary Contemporary Landscape Paintings
Materials
Canvas, Acrylic
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Chicago Painting For Sale on 1stDibs
Find the exact chicago painting you’re shopping for in the variety available on 1stDibs. You can easily find an example made in the Modern style, while we also have 20 Modern versions to choose from as well. Finding the perfect chicago painting may mean sifting through those created during different time periods — you can find an early version that dates to the 19th Century and a newer variation that were made as recently as the 21st Century. When looking for the right chicago painting for your space, you can search on 1stDibs by color — popular works were created in bold and neutral palettes with elements of gray, black, beige and blue. A chicago painting from Enrique Santana, William Jacobs, Albert Vidal Moreno, Hendrik Grise and Alexander Raymond Katz — each of whom created distinctive versions of this kind of work — is worth considering. Frequently made by artists working in paint, oil paint and fabric, these artworks are unique and have attracted attention over the years.
How Much is a Chicago Painting?
The price for a chicago painting in our collection starts at $120 and tops out at $90,000 with the average selling for $2,400.
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