Original Chicago Paintings and Local Chicago Artists

Good art changes lives. Explore the spirit of the city with this curated collection of Chicago paintings. UGallery artists capture the energy of urban life with skyline views and bustling street scenes. Find an artwork that celebrates the architectural beauty and pulse of the Windy City.

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Your personalized collection

All of these artworks were hand-selected by our curators to provide you exclusive access to the world of emerging art and artists. You can click the Heart icon to add each artwork to your Wishlist to save for later.
Homepage » All Artworks » Chicago Paintings
63 Artworks
Featured Most relevant Best selling Alphabetically, A-Z Alphabetically, Z-A Price, low to high Price, high to low Date, old to new Newest Arrivals
oil painting by Jane Thorn titled Samhain
Jane Thorn
20" , oil painting  x 16"
$800
oil painting by Jane Thorn titled North Shore and Clark, April 23, 2025, 8:17PM
Jane Thorn
36" , oil painting  x 24"
$1,400
oil painting by Jane Thorn titled Sheridan Park
Jane Thorn
16" , oil painting  x 12"
$225
oil painting by Jane Thorn titled Imbolc
Jane Thorn
20" , oil painting  x 16"
$750
oil painting by Yangzi Xu titled Summer Night's Bean
Yangzi Xu
16" , oil painting  x 20"
$925
oil painting by Yangzi Xu titled Magnificent Mile in Bloom
Yangzi Xu
16" , oil painting  x 20"
$925
oil painting by Yangzi Xu titled Michigan Avenue: Where Light Meets Rain
Yangzi Xu
20" , oil painting  x 20"
$1,050
oil painting by Yangzi Xu titled Blush of Spring
Yangzi Xu
18" , oil painting  x 18"
$850
mixed media artwork by Joey Korom titled Dearborn Street Revisited
Joey Korom
30" , mixed media artwork  x 30"
$950
oil painting by Yangzi Xu titled On a Winter’s Evening
Yangzi Xu
14" , oil painting  x 11"
$450
oil painting by Yangzi Xu titled Twilight in the Loop
Yangzi Xu
16" , oil painting  x 20"
$700
oil painting by Yangzi Xu titled Autumn Glow at Art Institute of Chicago
Yangzi Xu
16" , oil painting  x 16"
$600
oil painting by Yangzi Xu titled Wacker Drive in the Rain
Curator Pick
Yangzi Xu
16" , oil painting  x 20"
$750
oil painting by Yangzi Xu titled Winter Morning, Quiet Drama
Yangzi Xu
18" , oil painting  x 18"
$700
oil painting by Yangzi Xu titled Purple Evening on Wacker Dr.
Yangzi Xu
16" , oil painting  x 16"
$500