1. Home
  2. Fine Art
  3. Paintings
  4. Paintings in Chicago

    Paintings in Chicago

    Vintage and Contemporary Paintings in Chicago

    Sort By

    Filter: 1,508 items

    Sort By
    2025 Abstract Acrylic Painting by Piotr Antonow For Sale
    52ʺW × 1ʺD × 64ʺH

    2025 Abstract Acrylic Painting by Piotr Antonow

    $10,800$12,000
    Product ID: 25314828
    Constantine Pougialis, Large and Abstract Oil Painting For Sale
    44ʺW × 2ʺD × 44ʺH

    Constantine Pougialis, Large and Abstract Oil Painting

    $5,000
    Product ID: 1961337
    Edwin C. Siegfried (Am. 1889 - 1955) Pastel On Paper Titled “Moonlit Marsh” For Sale
    35ʺW × 1.5ʺD × 29ʺH

    Edwin C. Siegfried (Am. 1889 - 1955) Pastel On Paper Titled “Moonlit Marsh”

    $2,800
    Product ID: 16094049
    Vibrant Oil on Canvas Titled "Moment of Prayer" Signed Talarico For Sale
    30ʺW × 1ʺD × 24ʺH

    Vibrant Oil on Canvas Titled "Moment of Prayer" Signed Talarico

    $2,250
    Product ID: 2030113
    Harold A. Laynor Mixed-Media on Canvas, Titled "Implosion" For Sale
    49ʺW × 1.5ʺD × 24ʺH

    Harold A. Laynor Mixed-Media on Canvas, Titled "Implosion"

    $1,950
    Product ID: 2030074
    Vibrant Water Color of a Mountain Homestead Signed Brockway. For Sale
    29.5ʺW × 1.5ʺD × 22ʺH

    Vibrant Water Color of a Mountain Homestead Signed Brockway.

    $1,500
    Product ID: 2030114
    William H Littlefield Abstract Mixed-Media on Board For Sale
    18ʺW × 1ʺD × 24.75ʺH

    William H Littlefield Abstract Mixed-Media on Board

    $3,250
    Product ID: 23076484
    Vibrant Persimmon, Brown and Chartreuse Abstract Acrylic on Poster Board Signed For Sale
    35ʺW × 1ʺD × 48ʺH

    Vibrant Persimmon, Brown and Chartreuse Abstract Acrylic on Poster Board Signed

    $3,500
    Product ID: 2030101
    2025 Abstract Acrylic Painting by Piotr Antonow For Sale
    24ʺW × 1ʺD × 52ʺH

    2025 Abstract Acrylic Painting by Piotr Antonow

    $5,400$6,000
    Product ID: 25309883
    Janine Collier Oil on Canvas Titled "Val D'Oise," 20th Century For Sale
    36ʺW × 1ʺD × 24ʺH

    Janine Collier Oil on Canvas Titled "Val D'Oise," 20th Century

    $2,500
    Product ID: 2030106
    Juan Carlos Macias Abstract Triptych Painting For Sale
    240ʺW × 2.5ʺD × 88ʺH

    Juan Carlos Macias Abstract Triptych Painting

    $25,000
    Product ID: 2030098
    Antique Fruit Still Life Painting, Oil on Canvas, Red Apples, Gold Frame For Sale
    24ʺW × 1ʺD × 20ʺH

    Antique Fruit Still Life Painting, Oil on Canvas, Red Apples, Gold Frame

    $275$599
    Product ID: 21187294
    Large and Colorful Expressionist Portrait Signed an Hua Hsiung For Sale
    28.75ʺW × 1ʺD × 37.25ʺH

    Large and Colorful Expressionist Portrait Signed an Hua Hsiung

    $2,750
    Product ID: 2029528
    Abstract Expressionist Oil Painting by Bryan Boomershine, 2004 For Sale
    48ʺW × 1.5ʺD × 48ʺH

    Abstract Expressionist Oil Painting by Bryan Boomershine, 2004

    $2,250
    Product ID: 2029736
    William Vincent Kirkpatrick Portrait Painting Figurative Art Asian "Wuxi Woman" For Sale
    20ʺW × 2ʺD × 24ʺH

    William Vincent Kirkpatrick Portrait Painting Figurative Art Asian "Wuxi Woman"

    $1,165$1,600
    Product ID: 25615327
    1980s Forest & Snow Capped Mountain, Vintage Oil Painting Melville 28" For Sale
    28.25ʺW × 2ʺD × 24ʺH

    1980s Forest & Snow Capped Mountain, Vintage Oil Painting Melville 28"

    $275$325
    Product ID: 24619717
    Abstract Oil on Paper by Robert Winslow Titled "Wati Wati Looks For Reason” For Sale
    53.25ʺW × 1.25ʺD × 43.25ʺH

    Abstract Oil on Paper by Robert Winslow Titled "Wati Wati Looks For Reason”

    $3,500
    Product ID: 16094053
    James Byrd American 20th Century, Gouache Titled "Firecracker Sunday For Sale
    84.5ʺW × 2ʺD × 60.25ʺH

    James Byrd American 20th Century, Gouache Titled "Firecracker Sunday

    $6,500
    Product ID: 23076495
    Mid Century Oil Painting European Landscape Cottage Signed R. Chinn, Dated 1977 Framed For Sale
    42ʺW × 2ʺD × 30ʺH

    Mid Century Oil Painting European Landscape Cottage Signed R. Chinn, Dated 1977 Framed

    $575
    Product ID: 17784930
    Large Figurative Abstract Oil by Chicago Artist Robert D Smeltzer For Sale
    46.5ʺW × 1ʺD × 32ʺH

    Large Figurative Abstract Oil by Chicago Artist Robert D Smeltzer

    $3,500
    Product ID: 2030086
    Large 1960 Abstract Oil Painting in the Manner of Georges Braque For Sale
    29.25ʺW × 1.25ʺD × 31.25ʺH

    Large 1960 Abstract Oil Painting in the Manner of Georges Braque

    $3,500
    Product ID: 2030084
    1990s Winter Landscape Oil Painting on Canvas Signed Antonio For Sale
    12.75ʺW × 2ʺD × 10.75ʺH

    1990s Winter Landscape Oil Painting on Canvas Signed Antonio

    $225
    Product ID: 25338176
    Delahaye Automobile Painting c1930's For Sale
    88.5ʺW × 1.25ʺD × 74.25ʺH

    Delahaye Automobile Painting c1930's

    $5,750$25,000
    Product ID: 2244273
    Outsider Art Abstract Gouache Contemporary Painting on Paper- 1981 For Sale
    18ʺW × 2ʺD × 22ʺH

    Outsider Art Abstract Gouache Contemporary Painting on Paper- 1981

    $325
    Product ID: 25099114
    Mid 20th Century Mountain Landscape Oil Painting For Sale
    15ʺW × 1ʺD × 13ʺH

    Mid 20th Century Mountain Landscape Oil Painting

    $225
    Product ID: 16615575
    Large 20th Century Quality Abstract Expressionist Painting 37” x 49” For Sale
    49ʺW × 2ʺD × 37ʺH

    Large 20th Century Quality Abstract Expressionist Painting 37” x 49”

    $3,500
    Product ID: 16094050
    Large Contemporary Neon Art Oil on Canvas Painting 1980s Pop Art For Sale
    48.75ʺW × 2.5ʺD × 34.5ʺH

    Large Contemporary Neon Art Oil on Canvas Painting 1980s Pop Art

    $2,350$3,250
    Product ID: 26164100
    Antique Classic Car /Wall Art / Oil Painting / Frank Walcutt For Sale
    31.5ʺW × 2ʺD × 27.5ʺH

    Antique Classic Car /Wall Art / Oil Painting / Frank Walcutt

    $895
    Product ID: 25338145
    Abstract Relief Cubist Inspired Mixed Media on Canvas For Sale
    20.25ʺW × 1ʺD × 30ʺH

    Abstract Relief Cubist Inspired Mixed Media on Canvas

    $2,250
    Product ID: 1961401
    Colorful & Large Batik Fabric Painting With Villagers, Horse, & Elephant For Sale
    34.25ʺW × 1ʺD × 44.25ʺH

    Colorful & Large Batik Fabric Painting With Villagers, Horse, & Elephant

    $1,850
    Product ID: 1961607
    William August Hoffman Colorful Still Life For Sale
    16.5ʺW × 0.75ʺD × 13.5ʺH

    William August Hoffman Colorful Still Life

    $1,950
    Product ID: 2030115
    Large Earth Tone Oil Impasto Relief Abstract Painting by Hardy For Sale
    39.75ʺW × 2.5ʺD × 50ʺH

    Large Earth Tone Oil Impasto Relief Abstract Painting by Hardy

    $4,250
    Product ID: 2030105
    Expressionist Landscape Oil Painting by Barbara Leadabrand, American,(1922-1994) For Sale
    29.5ʺW × 0.5ʺD × 23.5ʺH

    Expressionist Landscape Oil Painting by Barbara Leadabrand, American,(1922-1994)

    $3,750
    Product ID: 1961207
    Salah Taher Water Color and Charcoal, Circa 1963 For Sale
    18.5ʺW × 0.5ʺD × 13ʺH

    Salah Taher Water Color and Charcoal, Circa 1963

    $8,750
    Product ID: 2029553
    Blue Woman With Hat Oil on Canvas by B. Maltz For Sale
    15.5ʺW × 2ʺD × 35.5ʺH

    Blue Woman With Hat Oil on Canvas by B. Maltz

    $2,250
    Product ID: 1961534
    "Visions of Another World Iv" Painting on Fiberglass by David Lach For Sale
    27ʺW × 1ʺD × 23.25ʺH

    "Visions of Another World Iv" Painting on Fiberglass by David Lach

    $3,750
    Product ID: 2029680
    Signed Wpa Style Harborscape Oil on Canvas For Sale
    53.5ʺW × 2.5ʺD × 40ʺH

    Signed Wpa Style Harborscape Oil on Canvas

    $1,500
    Product ID: 2030104
    Kerry Hallam (British-American 1937-2020) Signed O/C “Afternoon Harmony” c. 1989 For Sale
    55.5ʺW × 2.5ʺD × 75.75ʺH

    Kerry Hallam (British-American 1937-2020) Signed O/C “Afternoon Harmony” c. 1989

    $4,500
    Product ID: 23076497
    Vintage 1954 Impressionist Painting Portrait of White Horse Signed g.v. Conradt For Sale
    27ʺW × 1ʺD × 23ʺH

    Vintage 1954 Impressionist Painting Portrait of White Horse Signed g.v. Conradt

    $745
    Product ID: 28854301
    Bill Olendorf Abstract Expressionist Oil Painting on Board "Jazz Club" 1973 For Sale
    37.5ʺW × 2ʺD × 27.5ʺH

    Bill Olendorf Abstract Expressionist Oil Painting on Board "Jazz Club" 1973

    $1,175
    Product ID: 25603415
    20th Century 'Modern Woman' Large Oil Portrait Painting Unknown Artist, Framed For Sale
    24ʺW × 1.5ʺD × 30ʺH

    20th Century 'Modern Woman' Large Oil Portrait Painting Unknown Artist, Framed

    $599
    Product ID: 28152008
    Oil on Canvas Painting European Countryside Vintage For Sale
    33ʺW × 4ʺD × 29ʺH

    Oil on Canvas Painting European Countryside Vintage

    $550
    Product ID: 16083149
    Vibrant Water Color of a Mountain Homestead, Signed Brockway For Sale
    29.5ʺW × 1.5ʺD × 22ʺH

    Vibrant Water Color of a Mountain Homestead, Signed Brockway

    $2,250
    Product ID: 2029725
    German Expressionism Style Figurative Oil on Canvas Signed Burgett For Sale
    47ʺW × 1.75ʺD × 30ʺH

    German Expressionism Style Figurative Oil on Canvas Signed Burgett

    $3,250
    Product ID: 2029733
    Abstract Earth Tone Acrylic on Canvas by McClatchey For Sale
    27.5ʺW × 1ʺD × 39.5ʺH

    Abstract Earth Tone Acrylic on Canvas by McClatchey

    $2,750
    Product ID: 1961564
    Anne Jansen Water Color and Ink Abstract Painting, Circa 1970 For Sale
    32ʺW × 1ʺD × 24ʺH

    Anne Jansen Water Color and Ink Abstract Painting, Circa 1970

    $1,500
    Product ID: 1961454
    Original Hand Painted Blue Heron Painting, Framed For Sale
    9ʺW × 0.5ʺD × 9ʺH

    Original Hand Painted Blue Heron Painting, Framed

    $195
    Product ID: 29429174
    1970s Americana Farmhouse Landscape Original Oil Painting by Everett Woodson For Sale
    24ʺW × 2ʺD × 20.25ʺH

    1970s Americana Farmhouse Landscape Original Oil Painting by Everett Woodson

    $225
    Product ID: 25340962
    Displaying page 22 of 32

    Still on the hunt?

      Never miss new arrivals that match exactly what you're looking for!
    Paintings in Chicago

    Shop Bucks County Estate Traders
    Bucks County Estate Traders
    shop now
    Shop Bucks County Estate TradersShop Bucks County Estate TradersShop Bucks County Estate Traders
    Shop Brittany's Bamboo Barn
    Brittany's Bamboo Barn
    shop now
    Shop Brittany's Bamboo BarnShop Brittany's Bamboo BarnShop Brittany's Bamboo Barn

    View all

      Shop all Chicago sellers

      Related Collections

      View All Related Collections