Popular Vintage Work Hats & Caps

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We Can Do It! Rosie the Riveter Vintage WW2 Trucker Hat
We Can Do It! Rosie the Riveter Vintage WW2 Trucker Hat
Price$29.75
Vintage Work Bestie Definition Teachers Nurses Bos Trucker Hat
Vintage Work Bestie Definition Teachers Nurses Bos Trucker Hat
Price$31.40
Work With Care - Vintage Depression Era WPA Poster Trucker Hat
Work With Care - Vintage Depression Era WPA Poster Trucker Hat
Price$33.25
Father Mows Best Funny Lawn Mowing Dad Vintage Trucker Hat
Father Mows Best Funny Lawn Mowing Dad Vintage Trucker Hat
Price$32.10
Hard Work Pays Off Vintage Worker Motivation Shirt Trucker Hat
Hard Work Pays Off Vintage Worker Motivation Shirt Trucker Hat
Price$40.35
vintage flowers lilac-irises-1917 monet. trucker hat
vintage flowers lilac-irises-1917 monet. trucker hat
Price$40.35
Funny Humourous Golf Quote Custom Vintage Custom Trucker Hat
Funny Humourous Golf Quote Custom Vintage Custom Trucker Hat
Price$37.65
Working Class Pride Vintage American Worker Design Trucker Hat
Working Class Pride Vintage American Worker Design Trucker Hat
Price$40.35
Dog Lover Shirt Vintage Engraving Hard Work for My Trucker Hat
Dog Lover Shirt Vintage Engraving Hard Work for My Trucker Hat
Price$40.35
You Have to Be Crazy to Work Here Margaret Bourke Trucker Hat
You Have to Be Crazy to Work Here Margaret Bourke Trucker Hat
Price$31.40
Industrial Letterpress Rugged Vintage Style Trucker Hat
Industrial Letterpress Rugged Vintage Style Trucker Hat
Price$30.35
100% Natural Expert Fun Statement Trucker Hat
100% Natural Expert Fun Statement Trucker Hat
Price$31.40
Baldwin contractors locomotives trucker hat
Baldwin contractors locomotives trucker hat
Price$31.75
ALCO - Powered by Alco Locomotive Company Trucker Hat
ALCO - Powered by Alco Locomotive Company Trucker Hat
Price$31.75
Pennsylvania Railroad Embroidered Hat
Pennsylvania Railroad Embroidered Hat
Price$41.45
Rogers Locomotive Works 1870 Trucker Hat
Rogers Locomotive Works 1870 Trucker Hat
Price$31.75
Pennsylvania Railroad every mile electrified Trucker Hat
Pennsylvania Railroad every mile electrified Trucker Hat
Price$31.75
Baldwin-Pennsylvania Railroad T-1 Steam Locomotive Trucker Hat
Baldwin-Pennsylvania Railroad T-1 Steam Locomotive Trucker Hat
Price$31.75
Pennsylvania Railroad Logo, Black & Gold Trucker Hat
Pennsylvania Railroad Logo, Black & Gold Trucker Hat
Price$31.75
Writing Code To Save The World If it Works Funny Trucker Hat
Writing Code To Save The World If it Works Funny Trucker Hat
Price$32.85
Art for the Public - WPA Poster - Trucker Hat
Art for the Public - WPA Poster - Trucker Hat
Price$33.25
"Born to Ride, Forced to Work" Motorcycle Cartoon Trucker Hat
"Born to Ride, Forced to Work" Motorcycle Cartoon Trucker Hat
Price$32.85
A Work In Progress Quote Pink White Grey Cute Embroidered Hat
A Work In Progress Quote Pink White Grey Cute Embroidered Hat
Price$47.45
Wanted Farm Worker Apply Now Trucker Hat
Wanted Farm Worker Apply Now Trucker Hat
Price$31.40
Funny Fishing Born to Fish Forced to Work Trucker Hat
Funny Fishing Born to Fish Forced to Work Trucker Hat
Price$32.30
THAT'S NOT MY JOB! TRUCKER HAT
THAT'S NOT MY JOB! TRUCKER HAT
Price$31.40
Work Hard For Welfare Funny Ball Cap Hat Sayings
Work Hard For Welfare Funny Ball Cap Hat Sayings
Price$31.35
ReTired Trucker Hat
ReTired Trucker Hat
Price$31.40
New Jersey Central Blue Comet Train Trucker Hat
New Jersey Central Blue Comet Train Trucker Hat
Price$31.75
Van Gogh Almond Blossom Trucker Hat
Van Gogh Almond Blossom Trucker Hat
Price$35.30
Kandinsky Brown with Supplement Abstract Trucker Hat
Kandinsky Brown with Supplement Abstract Trucker Hat
Price$35.30
Vintage Steam Locomotive Trucker Hat
Vintage Steam Locomotive Trucker Hat
Price$31.40
Vintage Lineman Sunset Retro Trucker Hat
Vintage Lineman Sunset Retro Trucker Hat
Price$31.05
Labour Day Trucker Hat
Labour Day Trucker Hat
Price$33.25
I Work Hard So My Cat Can Have a Better Life Sunse Trucker Hat
I Work Hard So My Cat Can Have a Better Life Sunse Trucker Hat
Price$37.65
Reading Railroad Lines, Bee Line Service Trucker Hat
Reading Railroad Lines, Bee Line Service Trucker Hat
Price$31.75
Cafe Terrace at Night Van Gogh Trucker Hat
Cafe Terrace at Night Van Gogh Trucker Hat
Price$35.30
Celtic Cross 2 Trucker Hat
Celtic Cross 2 Trucker Hat
Price$35.30
Vintage Astronaut Space Mower Galactic Lawn Slayer Trucker Hat
Vintage Astronaut Space Mower Galactic Lawn Slayer Trucker Hat
Price$31.35
Collection
Vintage Retired 2026 Milestone Achievement Badge Trucker Hat
Vintage Retired 2026 Milestone Achievement Badge Trucker Hat
Price$35.30
Baldwin Locomotive Works, Steam Locomotives 1944 Trucker Hat
Baldwin Locomotive Works, Steam Locomotives 1944 Trucker Hat
Price$31.75
Railway Express - Ship The Railroad Way Trucker Hat
Railway Express - Ship The Railroad Way Trucker Hat
Price$31.75
Jetski Born To Jet Ski Forced To Work Jet Skiing Trucker Hat
Jetski Born To Jet Ski Forced To Work Jet Skiing Trucker Hat
Price$33.20
Retro Trucker Hat – Vintage Energy Aesthetic Cap
Retro Trucker Hat – Vintage Energy Aesthetic Cap
Price$33.25
Men Working Trucker Hat
Men Working Trucker Hat
Price$31.40
Officially Licensed
I Work Hard So My Cornish Rex Can Have Better Life Trucker Hat
I Work Hard So My Cornish Rex Can Have Better Life Trucker Hat
Price$33.25
Pumping Iron With Mr. Strong Trucker Hat
Pumping Iron With Mr. Strong Trucker Hat
Price$33.25
Officially Licensed
Visit the Zoo - WPA Poster - Trucker Hat
Visit the Zoo - WPA Poster - Trucker Hat
Price$33.25
Be Careful Near Machinery - WPA Poster - Trucker Hat
Be Careful Near Machinery - WPA Poster - Trucker Hat
Price$33.25
The Sugar Cane Train with Baldwin Locomotives Trucker Hat
The Sugar Cane Train with Baldwin Locomotives Trucker Hat
Price$31.75
Hands Made History Worker Labor Day Vintage Design Trucker Hat
Hands Made History Worker Labor Day Vintage Design Trucker Hat
Price$40.35
Black & White Pop Art Skull Trucker Hat
Black & White Pop Art Skull Trucker Hat
Price$35.30
Celtic Horse Knotwork - Green & Gold Trucker Hat
Celtic Horse Knotwork - Green & Gold Trucker Hat
Price$35.30
Celtic Knot Dragons – Black & White Trucker Hat
Celtic Knot Dragons – Black & White Trucker Hat
Price$35.30
Van Gogh Self Portrait Trucker Hat
Van Gogh Self Portrait Trucker Hat
Price$35.30
Abstract Tree - Modern Art Trucker Hat
Abstract Tree - Modern Art Trucker Hat
Price$35.30
Exotic Palm Trees & Paradise Beach Trucker Hat
Exotic Palm Trees & Paradise Beach Trucker Hat
Price$35.30
Funny Congratulations Promoted to Pretend Time Off Trucker Hat
Funny Congratulations Promoted to Pretend Time Off Trucker Hat
Price$40.35
Rustic Family Farm Farmhouse Organic Fresh Eggs Trucker Hat
Rustic Family Farm Farmhouse Organic Fresh Eggs Trucker Hat
Price$31.40
Kandinsky Small Worlds Kleine Welts I Trucker Hat
Kandinsky Small Worlds Kleine Welts I Trucker Hat
Price$35.30

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