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Chicago Paintings

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.

1 - 72 of 6,866 chicago paintings for sale

Results: 6,866

Results: 6,866

Wall Art - Painting - Twilight Serenity II by Doug Kreuger

Twilight Serenity II Painting

$20

$16

Wall Art - Painting - Chicago Cityscape- Art by Linda Woods by Linda Woods

Chicago Cityscape- Art by Linda Woods Painting

$22

$18

Wall Art - Painting - Chicago Skyline Black by Naxart Studio

Chicago Skyline Black Painting

$22

$18

Wall Art - Painting - Hawks by Elliott Aaron From

Hawks Painting

$22

$18

Wall Art - Painting - Chicago Skyline - John Hancock Tower by Jeff Pittman

Chicago Skyline - John Hancock Tower Painting

Print:

$27

$22

Original:

$850

Wall Art - Painting - Chicago by Naxart Studio

Chicago Painting

$22

$18

Wall Art - Painting - The Song of the Lark by Jules Breton

The Song of the Lark Painting

$17

$14

Wall Art - Painting - Chicago Cloud Gate 78 of 100 by W Michael Meyer

Chicago Cloud Gate 78 of 100 Painting

$27

$22

Wall Art - Painting - Autumn Serenity II by Doug Kreuger

Autumn Serenity II Painting

$20

$16

Wall Art - Painting - Simple Speak Chicago by Grace Pullen

Simple Speak Chicago Painting

$29

$23

Wall Art - Painting - Chicago Cloud Gate 77 of 100 by W Michael Meyer

Chicago Cloud Gate 77 of 100 Painting

$27

$22

Wall Art - Painting - Chicago Pritzker Pavilion 64 of 100 by W Michael Meyer

Chicago Pritzker Pavilion 64 of 100 Painting

$27

$22

Wall Art - Painting - Chicago The Hancock 66 of 100 by W Michael Meyer

Chicago The Hancock 66 of 100 Painting

$27

$22

Wall Art - Painting - Chicago Shedd Aquarium 83  of 100 by W Michael Meyer

Chicago Shedd Aquarium 83 of 100 Painting

$27

$22

Wall Art - Painting - Beer Vendor by Steve Spencer

Beer Vendor Painting

$22

$18

Wall Art - Painting - Cubs 2016 by Steve Spencer

Cubs 2016 Painting

$22

$18

Wall Art - Painting - Chicago Skyline by Sue Graef

Chicago Skyline Painting

$22

$18

Wall Art - Painting - Mavis Staples by Steve Spencer

Mavis Staples Painting

$22

$18

Wall Art - Painting - Spring in Chicago by Sue Graef

Spring in Chicago Painting

$22

$18

Wall Art - Painting - Chicago Blackhawks logo by Elliott Aaron From

Chicago Blackhawks logo Painting

$22

$18

Wall Art - Painting - Chicago Theatre- Illinois by Ryan Fox

Chicago Theatre- Illinois Painting

$37

$30

Wall Art - Painting - Chicago Dance by Alejandro Flores

Chicago Dance Painting

Wall Art - Painting - Victory At Last - Cubs 2016 World Series Champions by Lourry Legarde

Victory At Last - Cubs 2016 World Series Champions Painting

$52

$42

Wall Art - Painting - Chicago Illinois Skyline by Bri Buckley

Chicago Illinois Skyline Painting

$20

$16

Wall Art - Painting - The Dugout by Norman Rockwell

The Dugout Painting

$27

$22

Wall Art - Painting - Chicago Flag by Mike Maher

Chicago Flag Painting

$17

$14

Wall Art - Painting - Chicago Cubs by Elliott Aaron From

Chicago Cubs Painting

$22

$18

Wall Art - Painting - Chicago's Navy Pier - Chicago, Illinois by Paul Strahm

Chicago's Navy Pier - Chicago, Illinois Painting

$32

$26

Wall Art - Painting - Rush Hour 2 - Chicago by Ryan Radke

Rush Hour 2 - Chicago Painting

$22

$18

Wall Art - Painting - Chicago Flag Watercolor by Mike Maher

Chicago Flag Watercolor Painting

$16

$13

Wall Art - Painting - Meet Me Under The Marshall Field's Clock by Glenn Galen

Meet Me Under The Marshall Field's Clock Painting

$37

$30

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

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

$17

$14

Wall Art - Painting - Chicago City Skyline #6 by Bri Buckley

Chicago City Skyline #6 Painting

$20

$16

Wall Art - Painting - Pardon in Brittany by Gaston de La Touche

Pardon in Brittany Painting

$17

$14

Wall Art - Painting - Chicago Blackhawks by Tony Rubino

Chicago Blackhawks Painting

Print:

$22

$18

Original:

$1,400

Wall Art - Painting - Chicago Flag by Ryan Fowler

Chicago Flag Painting

$18

$14

Wall Art - Painting - Impressions of Chicago by Robert Reeves

Impressions of Chicago Painting

$37

$30

Wall Art - Painting - Chicago Skyline  #1 by Bri Buckley

Chicago Skyline #1 Painting

$20

$16

Wall Art - Painting - Chicago Illinois Skyline #4 by Bri Buckley

Chicago Illinois Skyline #4 Painting

$20

$16

Wall Art - Painting - Chicago Illinois Skyline #4 by Bri Buckley

Chicago Illinois Skyline #4 Painting

$20

$16

Wall Art - Painting - Wrigley Building by Paul Strahm

Wrigley Building Painting

$32

$26

Wall Art - Painting - Two Sisters by Pierre Auguste Renoir

Two Sisters Painting

$17

$14

Wall Art - Painting - Chicago City Skyline #1 by Bri Buckley

Chicago City Skyline #1 Painting

$20

$16

Wall Art - Painting - Chicago Cubs at Wrigley Field - Chicago, Illinois by Paul Strahm

Chicago Cubs at Wrigley Field - Chicago, Illinois Painting

$32

$26

Wall Art - Painting - Chicago Skyline by Bri Buckley

Chicago Skyline Painting

$20

$16

Wall Art - Painting - Bus Stop - Chicago by Ryan Radke

Bus Stop - Chicago Painting

Print:

$22

$18

Original:

$230

Wall Art - Painting - Chicago Illinois Skyline by Bri Buckley

Chicago Illinois Skyline Painting

$20

$16

Wall Art - Painting - Wabash and Washington, Chicago by Paul Strahm

Wabash and Washington, Chicago Painting

$32

$26

Wall Art - Painting - Chicago City Skyline #3 by Bri Buckley

Chicago City Skyline #3 Painting

$20

$16

Wall Art - Painting - Chicago City #1 by Bri Buckley

Chicago City #1 Painting

$20

$16

Wall Art - Painting - Buckingham Fountain Vintage Travel Poster by Studio Grafiikka

Buckingham Fountain Vintage Travel Poster Painting

$20

$16

Wall Art - Painting - One Way Street - Chicago by Ryan Radke

One Way Street - Chicago Painting

Print:

$22

$18

Original:

$260

Wall Art - Painting - Chicago Illinois Skyline #2 by Bri Buckley

Chicago Illinois Skyline #2 Painting

$20

$16

Wall Art - Painting - Chicago Illinois Skyline by Bri Buckley

Chicago Illinois Skyline Painting

$20

$16

Wall Art - Painting - Chicago Illinois Skyline #1 by Bri Buckley

Chicago Illinois Skyline #1 Painting

$20

$16

Wall Art - Painting - Chicago Ilinois Skyline by Bri Buckley

Chicago Ilinois Skyline Painting

$20

$16

Wall Art - Painting - Sunset Evening Skyscrapers Chicago Rails Chicago Urban Sunset Railroad Tracks Leading Through a Cityscape by Clark Leffler

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

$22

$18

Wall Art - Painting - Chicago railway, steam trains by Long Shot

Chicago railway, steam trains Painting

$17

$14

Wall Art - Painting - Hey Chicago Vintage by Michael Mullan

Hey Chicago Vintage Painting

$18

$14

Wall Art - Painting - Chicago, world's fair, vintage travel poster by Long Shot

Chicago, world's fair, vintage travel poster Painting

$17

$14

Wall Art - Painting - Rush Hour - Chicago by Ryan Radke

Rush Hour - Chicago Painting

Print:

$22

$18

Original:

$260

Wall Art - Painting - Chicago Illinois  #1 by Bri Buckley

Chicago Illinois #1 Painting

$20

$16

Wall Art - Painting - Chicago Illinois by Bri Buckley

Chicago Illinois Painting

$20

$16

Wall Art - Painting - Chicago Illinois Skyline #3 by Bri Buckley

Chicago Illinois Skyline #3 Painting

$20

$16

Wall Art - Painting - Chicago Skyline by Bri Buckley

Chicago Skyline Painting

$20

$16

Wall Art - Painting - Nighthawks, 1942  by Edward Hopper

Nighthawks, 1942 Painting

$17

$14

Wall Art - Painting - Chicago, big city by Long Shot

Chicago, big city Painting

$17

$14

Wall Art - Painting - Chicago Skyline I by Dan Meneely

Chicago Skyline I Painting

$22

$18

Wall Art - Painting - Downtown Chicago by Ryan Radke

Downtown Chicago Painting

Print:

$22

$18

Original:

$440

Wall Art - Painting - Chicago, vacation city, areal view on the beach by Long Shot

Chicago, vacation city, areal view on the beach Painting

$17

$14

Wall Art - Painting - Chicago City Skyline by Naxart Studio

Chicago City Skyline Painting

$22

$18

 

1 - 72 of 6,866 chicago paintings for sale

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.