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Popular Vintage Chicago T-Shirts & Shirts

Popular Vintage Chicago T-Shirts & Shirts

449 results

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Save 15%

California Republic Chicago Transplant Flag Mashup T-Shirt

Sale Price CA$56.78.CA$56.78 Original Price CA$66.80.CA$66.80

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Abe Froman Sausage King of Chicago 1 T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

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Chicago Colleens Women Professional Baseball T-Shirt

Sale Price CA$35.15.CA$35.15 Original Price CA$41.35.CA$41.35

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Vintage logo Thor motorcycles T-Shirt

Sale Price CA$36.30.CA$36.30 Original Price CA$42.70.CA$42.70

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Chicago T-Shirt

Sale Price CA$31.11.CA$31.11 Original Price CA$36.60.CA$36.60

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The Ghoul Host of Creature Feature WGN Chicago T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

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Chicago Packers Retro Defunct Basketball Team Desi T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

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Chicago Protected Med Fire PD, Chicago Souvenir T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

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Chicago Football T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

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1950 Chicago and North Western Railroad T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

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Chicago We Like It Deep Pizza T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

Save 15%

Alco C-628 aka Alco Century 628 Diesel Locomotive T-Shirt

Sale Price CA$35.53.CA$35.53 Original Price CA$41.80.CA$41.80

Save 15%

USS Chicago Coat of Arms t shirt

Sale Price CA$30.60.CA$30.60 Original Price CA$36.00.CA$36.00

Save 15%

Chicago Rodeo, 1929. T-Shirt

Sale Price CA$51.39.CA$51.39 Original Price CA$60.45.CA$60.45

Officially Licensed

Save 15%

S.S. Eastland as photographed by Pesha Postcard Co T-Shirt

Sale Price CA$36.30.CA$36.30 Original Price CA$42.70.CA$42.70

Save 15%

Alco C-628 aka Alco Century 628 Diesel Locomotive T-Shirt

Sale Price CA$43.14.CA$43.14 Original Price CA$50.75.CA$50.75

Save 15%

Chicago - John Hancock Centre T-Shirt

Sale Price CA$38.72.CA$38.72 Original Price CA$45.55.CA$45.55

Save 15%

Pope Leo Pope Bob First American Pope Vintage Papa T-Shirt

Sale Price CA$40.08.CA$40.08 Original Price CA$47.15.CA$47.15

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Chicago Rainbow 70's 80's Style Retro Gay Pride Me T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

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Manson Bicyle T T-Shirt

Sale Price CA$38.08.CA$38.08 Original Price CA$44.80.CA$44.80

Save 15%

Chicago Flag T-Shirt

Sale Price CA$60.35.CA$60.35 Original Price CA$71.00.CA$71.00

Save 15%

Chicago Style Pizza Deep Dish Pizza Thick Crust Fo T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

Save 15%

312 Area Code Chicago City Sports T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

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Chicago Flag Long Sleeve T Shirt

Sale Price CA$33.92.CA$33.92 Original Price CA$39.90.CA$39.90

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Buckingham Fountain On Chicago's Lake Front T-Shirt

Sale Price CA$45.22.CA$45.22 Original Price CA$53.20.CA$53.20

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Alco C-628 aka Alco Century 628 Diesel Locomotive T-Shirt

Sale Price CA$39.06.CA$39.06 Original Price CA$45.95.CA$45.95

Save 15%

Get Your Kicks - Route 66 - Distressed 60's T-Shirt

Sale Price CA$42.12.CA$42.12 Original Price CA$49.55.CA$49.55

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Chicago - Iconic Skyscrapers T-Shirt

Sale Price CA$38.08.CA$38.08 Original Price CA$44.80.CA$44.80

Save 15%

World's Fair Chicago Souvenir Map, 1893 T-Shirt

Sale Price CA$46.41.CA$46.41 Original Price CA$54.60.CA$54.60

Save 15%

North Avenue Beach Chicago Illinois Summer Vacatio T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

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Irish Italian Drinking Team T-Shirt

Sale Price CA$60.35.CA$60.35 Original Price CA$71.00.CA$71.00

Save 15%

Chicago T-Shirt

Sale Price CA$40.25.CA$40.25 Original Price CA$47.35.CA$47.35

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Polish Eagle Chicago Flag T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

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Al Capone Tshirt Mafia

Sale Price CA$35.70.CA$35.70 Original Price CA$42.00.CA$42.00

Save 15%

Funny Bigfoot Rock And Roll For Sasquatch Believer T-Shirt

Sale Price CA$51.68.CA$51.68 Original Price CA$60.80.CA$60.80

Save 15%

I Love Illinois T-Shirt

Sale Price CA$38.72.CA$38.72 Original Price CA$45.55.CA$45.55

Save 15%

Retro Chicago Pigeon T-Shirt

Sale Price CA$38.47.CA$38.47 Original Price CA$45.25.CA$45.25

Save 15%

Retro Brookfield Zoo panda T-Shirt

Sale Price CA$48.28.CA$48.28 Original Price CA$56.80.CA$56.80

Save 15%

Retro Chicago Pigeon T-Shirt

Sale Price CA$47.94.CA$47.94 Original Price CA$56.40.CA$56.40

Save 15%

Hall of Science, Chicago World's Fair Retro T-Shirt

Sale Price CA$30.60.CA$30.60 Original Price CA$36.00.CA$36.00

Save 15%

1912 Chicago, The Summer Resort T-Shirt

Sale Price CA$41.48.CA$41.48 Original Price CA$48.80.CA$48.80

Save 15%

Vintage Fire Extinguisher Advertising T-Shirt

Sale Price CA$51.73.CA$51.73 Original Price CA$60.85.CA$60.85

Save 15%

70'S 80'S Usa City Chicago T-Shirt

Sale Price CA$56.87.CA$56.87 Original Price CA$66.90.CA$66.90

Save 15%

70'S 80'S Usa City Chicago T-Shirt

Sale Price CA$56.87.CA$56.87 Original Price CA$66.90.CA$66.90

Save 15%

Chicago Chi Arched Text Distressed Red Print T-Shirt

Sale Price CA$56.87.CA$56.87 Original Price CA$66.90.CA$66.90

Save 15%

Chicago and Southern Air Lines logo T-Shirt

Sale Price CA$40.25.CA$40.25 Original Price CA$47.35.CA$47.35

Save 15%

SUPA COOL MAN - DON'T U REMEMBER ME? T-Shirt

Sale Price CA$56.02.CA$56.02 Original Price CA$65.90.CA$65.90

Save 15%

Chicago Flag Distressed Vintage Style Pride Men Wo T-Shirt

Sale Price CA$40.25.CA$40.25 Original Price CA$47.35.CA$47.35

Save 15%

Chicago Flag Polish Eagle Polska Poland Vintage Fa T-Shirt

Sale Price CA$56.87.CA$56.87 Original Price CA$66.90.CA$66.90

Save 15%

Chicago Flag Polish Eagle Polska Poland Vintage Fa T-Shirt

Sale Price CA$56.87.CA$56.87 Original Price CA$66.90.CA$66.90

Save 15%

Lemon Henry Blind lemon jefferson 1926 T-Shirt

Sale Price CA$32.30.CA$32.30 Original Price CA$38.00.CA$38.00

Save 15%

Chicago Boxing Club vintage Chitown retro Boxer T-Shirt

Sale Price CA$47.35.CA$47.35 Original Price CA$55.70.CA$55.70

Save 15%

Chicago House Music Vintage Vinyl Dj Raver Flag Sk T-Shirt

Sale Price CA$56.87.CA$56.87 Original Price CA$66.90.CA$66.90

Save 15%

Vintage OK Used Cars Sign - You Type a Dealership T-Shirt

Sale Price CA$40.80.CA$40.80 Original Price CA$48.00.CA$48.00

Save 15%

Chicago City Flag Distressed Bear T-Shirt

Sale Price CA$51.73.CA$51.73 Original Price CA$60.85.CA$60.85

Save 15%

Get Your Kicks - Route 66 T-Shirt

Sale Price CA$42.12.CA$42.12 Original Price CA$49.55.CA$49.55

Save 15%

Chicago Hockey Retro Vintage Blackhawks Inspired 9 T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

Save 15%

Cub Style Vintage Chicago T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

Save 15%

Cub Style Vintage Chicago T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

Save 15%

1967 Chicago Spurs Vintage Soccer T-Shirt

Sale Price CA$44.71.CA$44.71 Original Price CA$52.60.CA$52.60

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