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Shop Vintage Chicago Flag T-Shirts

Celebrate the Windy City with Retro Designs

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Vintage Chicago Flag

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Chicago Flag Premium T-Shirt

Premium T-Shirt

$24.99

Vintage Chicago Flag Premium T-Shirt

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$24.99

Chicago House Music Vintage Chicago Flag Premium T-Shirt

Premium T-Shirt

$24.99

Vintage Chicago Flag Premium T-Shirt

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$24.99

Chicago Illinois Vintage Flag Premium T-Shirt

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$24.99

Vintage Chicago Flag Premium T-Shirt

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$24.99

Chicago Flag Vintage Premium T-Shirt

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$24.99

Chicago City Flag Distressed Bear Gift Premium T-Shirt

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$24.99

Chicago City Flag Vintage Premium T-Shirt

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$24.99

Chicago Flag 312 Premium T-Shirt

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$24.99

Vintage Chicago Illinois Flag Tees Skyline Premium T-Shirt

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$24.99

Nope Not Again Funny Trump Premium T-Shirt

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$24.99

Chicago Teachers Union Vintage Apple Flag Red For Ed Premium T-Shirt

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$24.99

Chicago City Skyline Flag Vintage Premium T-Shirt

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$24.99

Irish Chicago Flag Shamrock St Patrick's Day Premium T-Shirt

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$24.99

Chicago City Skyline Flag Vintage Chicago City Premium T-Shirt

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$24.99

Chicago Illinois Flag Vintage Skyline Premium T-Shirt

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$24.99

Chicago House Music Vintage Vinyl Dj Raver Flag Skyline Gift Premium T-Shirt

Premium T-Shirt

$24.99

Chicago Handshake Premium T-Shirt

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$24.99

Cool Chicago Flag Polish Eagle Funny Illinois Emblem Premium T-Shirt

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$24.99

Chicago Flag Skyline Vintage Illinois Usa Souvenir Premium T-Shirt

Premium T-Shirt

$24.99

Chicago Flag Skyline Pride Illinois Vintage Premium T-Shirt

Premium T-Shirt

$24.99

California Bear Chicago Flag Transplant Family Home Premium T-Shirt

Premium T-Shirt

$24.99

Chicago Flag Skyline Vintage Illinois City Retro Souvenir Premium T-Shirt

Premium T-Shirt

$24.99

Chicago Flag Skyline Vintage Illinois City Retro Souvenir Premium T-Shirt

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$24.99

Chicago Flag Skyline Vintage Illinois City Retro Souvenir Premium T-Shirt

Premium T-Shirt

$24.99

Fly The W Chicago Baseball Winning Flag Premium T-Shirt

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$24.99

Showing 1-27 of 27 designs

Discover our collection of vintage Chicago flag t-shirts that highlight your pride in the city. Shop unique and stylish tees that combine nostalgia with modern flair. Perfect for showing off your love for Chicago's rich culture. Shop now for your favorite designs!

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