Gregory Orloff

American, 1890 - 1981


Known for his exquisite portraits of beautiful women and impressive views of urban life during the Roaring Twenties and the Great Depression, Gregory Orloff’s formidable talent and brash personality must have made him a memorable figure on Chicago’s art scene of the 1920s, '30s and '40s. The professional dancers Orloff painted were his friends and occasionally lovers; a fact not lost on his wife, who, it was reported in newspapers of the day, took him to court over his affairs.

Orloff came from Kiev, Russia to Chicago via New York, where he attended the National Academy of Design. At the Art Institute of Chicago Orloff was a student of Karl Buehr. A well-traveled and highly social man, he was a member of the Society of Independent Artists, the Chicago Society of Artists, the Woodstock Art Association and the South Side Art Association. His work was shown at the Art Institute of Chicago every year between 1925 and 1935 and at the Pennsylvania Academy of the Fine Arts Annual of 1929.

Gregory Orloff’s paintings have been exhibited at such institutions as the Art Institute of Chicago; the Pennsylvania Academy of the Fine Arts, Philadelphia; the Illinois State Museum, Springfield; the Delphic Studios Exhibition, New York; the New Jersey State Museum Exhibition, Trenton; the Riverside Museum Exhibition, New York and the Terra Museum of Art, Chicago, among others. Orloff’s work is represented in the permanent collection of the Illinois State Museum, Springfield, IL.

  • Orloff 10765
    Untitled (Michigan Dunes Scene), ca. 1920s
    Watercolor and pencil on paper
    6 x 7 inches

    Provenance: Estate of the artist

    #10765
  • Orloff 2264
    The Poet, 1928
    Oil on canvas
    28 x 24 inches

    Signed and dated Gregory Orloff, '28 lower right.

    #2264
  • Orloff 1143
    The Three Graces, ca. 1927
    Graphite on paper
    9 x 7 inches
    #15452
  • Orloff 5986 new
    The Park Bench, ca. 1927
    Graphite on paper
    6 3/4 x 6 1/2 inches

    Provenance: Estate of the artist.

    #5986
  • 6011 orloff 6011
    Michigan Avenue, Chicago (View of the Woman's Athletic Club), ca. 1920s
    Graphite and conte crayon on paper
    15 1/4 x 11 inches
    #6011
  • Orloff 10893
    Untitled (City Courtyard, Chicago), ca. 1930
    Graphite on paper
    10 x 6 1/4 inches
    #10893
  • Orloff 10890
    Untitled (Lincoln Park, Chicago), ca. 1930
    Watercolor on paper
    7 1/2 x 7 3/4 inches

    Provenance: Estate of the artist.

    #10890
  • Orloff 10783
    Untitled (Seated Woman in an Interior), ca. 1930
    Watercolor and graphite on paper
    4 x 2 inches
    #10783
  • Orloff 10784
    Untitled (Hawker, Maxwell Street, Chicago), ca. 1930
    Watercolor and graphite on paper
    4 x 4 1/2 inches
    #10784
  • Orloff 10892
    Untitled (Still Life and City Window), ca. 1930
    Watercolor and ink on paper
    6 3/4 x 4 1/2 inches
    #10892
  • Orloff 10889
    Untitled (Summer Landscape), ca. 1930
    Pastel on paper
    6 1/2 x 10 1/2 inches
    #10889
  • Orloff 10931
    Untitled (Figure), ca. 1927
    Monoprint on Japan paper
    6 x 5 inches
    #10931
  • Orloff 10779
    Untitled (Chicago Street Scene with Snow), ca. 1929
    Block print on paper
    5 1/4 x 4 3/4 inches
    #10779
  • Orloff 10929
    Untitled (Fort Dearborn & Modern Skyscapers), ca. 1930
    Block print in colors, on paper
    9 1/4 x 7 inches
    #10929
  • Orloff 10923
    Untitled (Machine Age), 1928
    Block print on paper
    6 3/4 x 15 1/4 inches

    Signed and dated G. Orloff ‘28 lower left in pencil

    #10923
  • Orloff 10925
    Untitled (Factory Scene), ca. 1928
    Block print on paper
    7 1/4 x 8 3/4 inches

    Signed with initials G.O. in plate, lower right.

    #10925
  • Orloff 10924
    Untitled (City Scene with Roses), ca. 1928
    Block print on paper
    8 1/2 x 5 1/4 inches
    #10924
  • Orloff 10773
    Untitled (Seated Nude Playing a Violin), ca. 1920s
    Block print on paper
    5 1/4 x 5 inches

    Signed in plate G. Orloff, lower left.

    #10773
  • Orloff 10778
    Untitled (Warrior on Horse), ca. 1930
    Block print on paper
    6 1/2 x 8 1/2 inches
    #10778
  • Orloff 10786
    Untitled (Women Picking Apples), ca. 1930
    Block print on paper
    6 3/4 x 4 inches
    #10786
  • Orloff 10770
    Untitled (Two Women Reading), ca. 1920s
    Block print on paper
    4 x 6 inches
    #10770
  • Orloff 10919
    Untitled (Woman Looking Out of Window), ca. 1930
    Block print on paper
    4 x 3 3/4 inches
    #10919
  • Orloff 10785
    Untitled (The Statue of Liberty), ca. 1930
    Block print on paper
    9 1/2 x 6 inches
    #10785

Known for his exquisite portraits of beautiful women and impressive views of urban life during the Roaring Twenties and the Great Depression, Gregory Orloff’s formidable talent and brash personality must have made him a memorable figure on Chicago’s art scene of the 1920s, '30s and '40s. The professional dancers Orloff painted were his friends and occasionally lovers; a fact not lost on his wife, who, it was reported in newspapers of the day, took him to court over his affairs.

Orloff came from Kiev, Russia to Chicago via New York, where he attended the National Academy of Design. At the Art Institute of Chicago Orloff was a student of Karl Buehr. A well-traveled and highly social man, he was a member of the Society of Independent Artists, the Chicago Society of Artists, the Woodstock Art Association and the South Side Art Association. His work was shown at the Art Institute of Chicago every year between 1925 and 1935 and at the Pennsylvania Academy of the Fine Arts Annual of 1929.

Gregory Orloff’s paintings have been exhibited at such institutions as the Art Institute of Chicago; the Pennsylvania Academy of the Fine Arts, Philadelphia; the Illinois State Museum, Springfield; the Delphic Studios Exhibition, New York; the New Jersey State Museum Exhibition, Trenton; the Riverside Museum Exhibition, New York and the Terra Museum of Art, Chicago, among others. Orloff’s work is represented in the permanent collection of the Illinois State Museum, Springfield, IL.

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