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.

  • 378 orloff 378

    Night Club, 1934
    Oil on artist board
    27 1/2 x 23 1/2 inches

    Signed Gregory Orloff lower right; titled on label on reverse.

    #378
    SOLD
  • Orloff 2264

    The Poet, 1928
    Oil on canvas
    28 x 24 inches

    Signed and dated Gregory Orloff, '28 lower right.

    #2264
  • Orloff 7400

    Portrait of a Woman, 1929
    Colored pencil on paper
    19 1/2 x 15 inches

    Signed and dated Gregory Orloff, '29 lower right.

    #7400
  • Orloff 7396

    Untitled (Standing Female Nude)
    Oil on canvas
    37 1/2 x 21 1/4 inches
    #7396
    SOLD
  • Orloff 7395

    Untitled (Watering the Horses), ca. 1930s
    Oil on Masonite
    34 x 32 inches

    Provenance: Estate of the artist.

    #7395
  • 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

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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