Popular Vintage Chicago T-Shirts

720 results
My Heart Belongs To Chicago Anniversary Quote 2022 T-Shirt
My Heart Belongs To Chicago Anniversary Quote 2022 T-Shirt
Price£33.65
I heart Chicago Flag CHI T-Shirt
I heart Chicago Flag CHI T-Shirt
Price£29.95
Al Capone T-shirt
Al Capone T-shirt
Price£29.95
Vintage Route 66, Travel USA History Highway T-Shirt
Vintage Route 66, Travel USA History Highway T-Shirt
Price£26.65
Vintage Illinois Central RR Men's Basic T-Shirt
Vintage Illinois Central RR Men's Basic T-Shirt
Price£25.50
Chicago, IL - The Magnificent Mile T-Shirt
Chicago, IL - The Magnificent Mile T-Shirt
Price£34.00
Officially Licensed
Chicago Illinois Skyline Baby T-Shirt
Chicago Illinois Skyline Baby T-Shirt
Price£17.85
Retro Illinois Badge_ Corn with Chicago Skyline T-Shirt
Retro Illinois Badge_ Corn with Chicago Skyline T-Shirt
Price£31.65
Corn Meets City_ Illinois Vintage Artwork T-Shirt
Corn Meets City_ Illinois Vintage Artwork T-Shirt
Price£31.65
Chicago Northwestern 1898 Chicago to California T-Shirt
Chicago Northwestern 1898 Chicago to California T-Shirt
Price£29.80
Chicago Skyline Distressed American Flag T-Shirt
Chicago Skyline Distressed American Flag T-Shirt
Price£31.65
Checkerboard Lounge Chicago Presents T-Shirt
Checkerboard Lounge Chicago Presents T-Shirt
Price£31.70
Chicago Flag Skyline T-Shirt
Chicago Flag Skyline T-Shirt
Price£25.40
CHI Chicago Flag T-Shirt
CHI Chicago Flag T-Shirt
Price£29.95
Vintage Route 66, Travel USA History Highway T-Shirt
Vintage Route 66, Travel USA History Highway T-Shirt
Price£26.65
Visit Brookside Zoo Free T-Shirt
Visit Brookside Zoo Free T-Shirt
Price£25.40
Dibs. Respect. T-Shirt
Dibs. Respect. T-Shirt
Price£29.95
Al Capone T-shirt
Al Capone T-shirt
Price£24.00
RUN.HIDE CHICAGO SOUTHSIDE FUNNY T-Shirt
RUN.HIDE CHICAGO SOUTHSIDE FUNNY T-Shirt
Price£25.75
Get Your Kicks Route 66 - Distressed Retro T-Shirt
Get Your Kicks Route 66 - Distressed Retro T-Shirt
Price£25.15
RETRO TEE T-SHIRT GET YOUR KICKS ON ROUTE 66
RETRO TEE T-SHIRT GET YOUR KICKS ON ROUTE 66
Price£24.00
Chicago and Southern Air Lines logo T-Shirt
Chicago and Southern Air Lines logo T-Shirt
Price£29.95
Florence's Lounge T-Shirt
Florence's Lounge T-Shirt
Price£31.70
Chicago Skyline T-Shirt
Chicago Skyline T-Shirt
Price£31.65
Chicago the Windy City 1982 T-Shirt
Chicago the Windy City 1982 T-Shirt
Price£35.45
Chicago the Windy City 2021 T-Shirt
Chicago the Windy City 2021 T-Shirt
Price£35.45
Chicago Antique Map, LaSalle Street and River T-Shirt
Chicago Antique Map, LaSalle Street and River T-Shirt
Price£30.90
Chicago the Windy City 1977 T-Shirt
Chicago the Windy City 1977 T-Shirt
Price£35.45
Chicago the Windy City 2010 T-Shirt
Chicago the Windy City 2010 T-Shirt
Price£35.45
Chicago Urban Shirt
Chicago Urban Shirt
Price£36.95
RETRO TEE T-SHIRT GET YOUR KICKS ON ROUTE 66
RETRO TEE T-SHIRT GET YOUR KICKS ON ROUTE 66
Price£25.00
Alco C-628 aka Alco Century 628 Diesel Locomotive T-Shirt
Alco C-628 aka Alco Century 628 Diesel Locomotive T-Shirt
Price£29.05
Cute Chi-rish Chicago Irish T-Shirt
Cute Chi-rish Chicago Irish T-Shirt
Price£25.40
Polish Eagle Vintage T-Shirt
Polish Eagle Vintage T-Shirt
Price£20.55
Chicago, IL - 'L' Train T-Shirt
Chicago, IL - 'L' Train T-Shirt
Price£24.00
Officially Licensed
Get Your Kicks - Route 66 - Vintage - Distressed T-Shirt
Get Your Kicks - Route 66 - Vintage - Distressed T-Shirt
Price£31.35
Ferris Wheel Chicago World Fair T-Shirt
Ferris Wheel Chicago World Fair T-Shirt
Price£25.35
The Windy City Chicago White Text T-Shirt
The Windy City Chicago White Text T-Shirt
Price£33.30
The Windy City Chicago White Text T-Shirt
The Windy City Chicago White Text T-Shirt
Price£33.30
Chicago blackhawks vintage TShirt
Chicago blackhawks vintage TShirt
Price£33.30
Chicago - John Hancock Centre T-Shirt
Chicago - John Hancock Centre T-Shirt
Price£28.80
Chicago Protected Med Fire PD, Chicago Souvenir T-Shirt
Chicago Protected Med Fire PD, Chicago Souvenir T-Shirt
Price£33.30
Abe Froman Sausage King of Chicago 1 T-Shirt
Abe Froman Sausage King of Chicago 1 T-Shirt
Price£33.30
Chicago Football T-Shirt
Chicago Football T-Shirt
Price£33.30
Chicago Packers Retro Defunct Basketball Team Desi T-Shirt
Chicago Packers Retro Defunct Basketball Team Desi T-Shirt
Price£33.30
Chicago We Like It Deep Pizza T-Shirt
Chicago We Like It Deep Pizza T-Shirt
Price£33.30
# 23 t shirt
# 23 t shirt
Price£39.25
The Ghoul Host of Creature Feature WGN Chicago T-Shirt
The Ghoul Host of Creature Feature WGN Chicago T-Shirt
Price£33.30
Get Your Kicks - Route 66 - Distressed 60's T-Shirt
Get Your Kicks - Route 66 - Distressed 60's T-Shirt
Price£31.35
Chicago Bears Jackson 4 Edition T-Shirt
Chicago Bears Jackson 4 Edition T-Shirt
Price£33.30
1950 Chicago and North Western Railroad T-Shirt
1950 Chicago and North Western Railroad T-Shirt
Price£33.30
Abe Froman Sausage King of Chicago 1 T-Shirt
Abe Froman Sausage King of Chicago 1 T-Shirt
Price£33.30
Chicago Colleens Women Professional Baseball T-Shirt
Chicago Colleens Women Professional Baseball T-Shirt
Price£26.15
Chicago Flag Long Sleeve T Shirt
Chicago Flag Long Sleeve T Shirt
Price£25.20
Vintage logo Thor motorcycles T-Shirt
Vintage logo Thor motorcycles T-Shirt
Price£27.00
Chicago Heart Flag Love Home City T-Shirt
Chicago Heart Flag Love Home City T-Shirt
Price£33.30
Harrison Hotel Chicago T-Shirt
Harrison Hotel Chicago T-Shirt
Price£26.90
I Got Rimmed At The Chicago Auto Show T-Shirt
I Got Rimmed At The Chicago Auto Show T-Shirt
Price£33.30
Pope Leo Pope Bob First American Pope Vintage Papa T-Shirt
Pope Leo Pope Bob First American Pope Vintage Papa T-Shirt
Price£29.80
The Best Drone Pilots Come From Chicago Drone Pilo T-Shirt
The Best Drone Pilots Come From Chicago Drone Pilo T-Shirt
Price£33.65

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