Chicago Paintings

There is a lot to see and do in the Windy City of Chicago. From iconic sports teams to historic sites in American history, these paintings reflect both the lighter and darker moments of Chicago's history. They will accent your decoration in either the home or the office, all the while showcasing the people and culture of one of the best known cities in the world. Put one in your den to add some color.

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1 - 72 of 6,866 chicago paintings for sale

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Results: 6,866

Twilight Serenity II Painting

$20

$16

Chicago Cityscape- Art by Linda Woods Painting

$22

$18

Chicago Skyline Black Painting

$22

$18

Hawks Painting

$22

$18

Chicago Skyline - John Hancock Tower Painting

Print:

$27

$22

Original:

$850

Chicago Painting

$22

$18

The Song of the Lark Painting

$17

$14

Chicago Cloud Gate 78 of 100 Painting

$27

$22

Autumn Serenity II Painting

$20

$16

Simple Speak Chicago Painting

$29

$23

Chicago Cloud Gate 77 of 100 Painting

$27

$22

Chicago Pritzker Pavilion 64 of 100 Painting

$27

$22

Chicago The Hancock 66 of 100 Painting

$27

$22

Chicago Shedd Aquarium 83 of 100 Painting

$27

$22

Beer Vendor Painting

$22

$18

Cubs 2016 Painting

$22

$18

Chicago Skyline Painting

$22

$18

Mavis Staples Painting

$22

$18

Spring in Chicago Painting

$22

$18

Chicago Blackhawks logo Painting

$22

$18

Chicago Theatre- Illinois Painting

$37

$30

Chicago Dance Painting

Victory At Last - Cubs 2016 World Series Champions Painting

$52

$42

Chicago Illinois Skyline Painting

$20

$16

The Dugout Painting

$27

$22

Chicago Flag Painting

$17

$14

Chicago Cubs Painting

$22

$18

Chicago's Navy Pier - Chicago, Illinois Painting

$32

$26

Rush Hour 2 - Chicago Painting

$22

$18

Chicago Flag Watercolor Painting

$16

$13

Meet Me Under The Marshall Field's Clock Painting

$37

$30

The Song of the Lark. Jules Adolphe Breton, French, 1827-1906. Painting

$17

$14

Chicago City Skyline #6 Painting

$20

$16

Pardon in Brittany Painting

$17

$14

Chicago Blackhawks Painting

Print:

$22

$18

Original:

$1,400

Chicago Flag Painting

$18

$14

Impressions of Chicago Painting

$37

$30

Chicago Skyline #1 Painting

$20

$16

Chicago Illinois Skyline #4 Painting

$20

$16

Chicago Illinois Skyline #4 Painting

$20

$16

Wrigley Building Painting

$32

$26

Two Sisters Painting

$17

$14

Chicago City Skyline #1 Painting

$20

$16

Chicago Cubs at Wrigley Field - Chicago, Illinois Painting

$32

$26

Chicago Skyline Painting

$20

$16

Bus Stop - Chicago Painting

Print:

$22

$18

Original:

$230

Chicago Illinois Skyline Painting

$20

$16

Wabash and Washington, Chicago Painting

$32

$26

Chicago City Skyline #3 Painting

$20

$16

Chicago City #1 Painting

$20

$16

Buckingham Fountain Vintage Travel Poster Painting

$20

$16

One Way Street - Chicago Painting

Print:

$22

$18

Original:

$260

Chicago Illinois Skyline #2 Painting

$20

$16

Chicago Illinois Skyline Painting

$20

$16

Chicago Illinois Skyline #1 Painting

$20

$16

Chicago Ilinois Skyline Painting

$20

$16

Sunset Evening Skyscrapers Chicago Rails Chicago Urban Sunset Railroad Tracks Leading Through a Cityscape Painting

$22

$18

Chicago railway, steam trains Painting

$17

$14

Hey Chicago Vintage Painting

$18

$14

Chicago, world's fair, vintage travel poster Painting

$17

$14

Rush Hour - Chicago Painting

Print:

$22

$18

Original:

$260

Chicago Illinois #1 Painting

$20

$16

Chicago Illinois Painting

$20

$16

Chicago Illinois Skyline #3 Painting

$20

$16

Chicago Skyline Painting

$20

$16

Nighthawks, 1942 Painting

$17

$14

Chicago, big city Painting

$17

$14

Chicago Skyline I Painting

$22

$18

Downtown Chicago Painting

Print:

$22

$18

Original:

$440

Chicago, vacation city, areal view on the beach Painting

$17

$14

Chicago City Skyline Painting

$22

$18

1 - 72 of 6,866 chicago paintings for sale

12 3 4 5

There is a lot to see and do in the Windy City of Chicago. From iconic sports teams to historic sites in American history, these paintings reflect both the lighter and darker moments of Chicago's history. They will accent your decoration in either the home or the office, all the while showcasing the people and culture of one of the best known cities in the world. Put one in your den to add some color.