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Popular Vintage Chicago T-Shirts & Shirts

Chicago Vintage Guitars Concert Festival Souvenir

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

Price$41.00

Buckingham Fountain On Chicago's Lake Front T-Shirt

Price$51.05

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

Price$45.30

RETRO TEE T-SHIRT GET YOUR KICKS ON ROUTE 66

Price$37.95

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

Price$50.50

312 Area Code Chicago City Sports T-Shirt

Price$50.50

Vintage Illinois Central RR Men's Basic T-Shirt

Price$38.75

Florence's Lounge T-Shirt

Price$48.15

Chicago Northwestern 1898 Chicago to California T-Shirt

Price$45.20

Polish Eagle Chicago Flag T-Shirt

Price$50.50

Riverview Chicago's Famous Amusement Park Retro 50 T-Shirt

Price$52.50

Chicago Urban Shirt

Price$56.10

Chicago blackhawks vintage TShirt

Price$50.50

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

Price$46.90

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

Price$58.45

Irish Italian Drinking Team T-Shirt

Price$68.20

International Water Colour Exhibition T-Shirt

Price$42.55

Vintage CHICAGO Flag T-Shirt

Price$57.10

Al Capone Tshirt Mafia

Price$40.35

Chicago - Iconic Skyscrapers T-Shirt

Price$43.05

Chicago Public Library Curb Service Poster T-Shirt

Price$52.45

I Love Illinois T-Shirt

Price$43.75

Corn Meets City_ Illinois Vintage Artwork T-Shirt

Price$48.05

I Got Rimmed At The Chicago Auto Show T-Shirt

Price$50.50

Cute Chi-rish Chicago Irish T-Shirt

Price$38.60

1912 Chicago, The Summer Resort T-Shirt

Price$46.90

Chicago - John Hancock Centre T-Shirt

Price$43.75

Chicago Style Capone t shirt

Price$45.45

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

Price$40.15

Chicago Bulls Math (Michael Jordan) T-Shirt

Price$58.45

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

Price$52.50

1920s style dancing couple, Chicago music dark T-Shirt

Price$54.55

Funny Bigfoot Rock And Roll For Sasquatch Believer T-Shirt

Price$58.35

Chicago City Flag Distressed Bear T-Shirt

Price$58.45

Harrison Hotel Chicago T-Shirt

Price$40.85

Retro Brookfield Zoo panda T-Shirt

Price$54.55

The Lakefront Chicago, Illinois Baby T-Shirt

Price$27.10

Chicago, IL - Enjoy the Lakefront T-Shirt

Price$36.45

plant powered runner vegan trail ultra marathon _1 T-Shirt

Price$50.50

Vintage Fire Extinguisher Advertising T-Shirt

Price$58.45

Dibs. Respect. T-Shirt

Price$45.45

Chicago T-Shirt

Price$38.55

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

Price$63.30

North Avenue Beach Chicago Illinois Summer Vacatio T-Shirt

Price$50.50

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

Price$64.20

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

Price$64.20

Chicago ~ New York Central Lines T-Shirt

Price$38.55

Family Trip 2024 Chicago Vacation Matching Retro V T-Shirt

Price$47.90

Retro Chicago Pigeon T-Shirt

Price$54.20

Vintage Route 66, Travel USA History Highway T-Shirt

Price$40.50

Retro Chicago Pigeon T-Shirt

Price$43.45

California Republic Chicago Transplant Flag Mashup T-Shirt

Price$64.20

California Republic Chicago Transplant Flag Mashup T-Shirt

Price$48.15

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

Price$46.10

Chicago Antique Map, LaSalle Street and River T-Shirt

Price$46.90

Chicago Happy Halloween Vintage Style 1 T-Shirt

Price$50.50

My Heart Belongs To Chicago Anniversary Quote 2022 T-Shirt

Price$51.15

Chicago T-Shirt

Price$45.45

Chicago Hockey Retro Vintage Blackhawks Inspired 9 T-Shirt

Price$50.50

Cub Style Vintage Chicago T-Shirt

Price$50.50

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