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Workwear

Workwear

Built for the job, worn beyond it. Workwear at Olderbest draws from the honest traditions of American and European labour — chore jackets, railroad trousers, HBT shirts, canvas work pants, and denim that earns its character over time. Functional cuts, durable fabrics, no shortcuts.

99 Results

Dark gray striped trousers with waistband and belt loops, straight leg
Folded dark gray striped pants with waistband, button closure, and belt loops

Lot 920 Old Time Stripe Pants

Bronson Mfg. Co.

$109.99

Unit price
per 

7 sizes
  • W29
  • W30
  • W31
  • W32
  • W34
  • W36
  • W38
Brown herringbone wool newsboy cap with contoured crown and short brim
Brown herringbone wool newsboy cap, side view with center seam
Back in Stock

Old Time Herringbone Wool Newsboy Cap

Non Stock Mfg. Co.

$36.52

Unit price
per 

1 size
  • One Size
Navy-and-white striped carpenter pants with button waist, belt loops, and pleated front
Navy-and-white striped carpenter pants folded, with front bib pocket and belt loops

Hickory Stripe Carpenter Pants

Non Stock Mfg. Co.

$69.99

Unit price
per 

7 sizes
  • W29
  • W30
  • W31
  • W32
  • W34
  • W36
  • W38
Indigo denim carpenter pants front view with button waistband and straight leg.
Indigo denim carpenter pants flat lay showing front flap pocket and cargo pocket.

Slub Pearl Yarn Indigo Denim Carpenter Pants

Non Stock Mfg. Co.

$69.99

Unit price
per 

7 sizes
  • W29
  • W30
  • W31
  • W32
  • W34
  • W36
  • W38
Brown wool blend herringbone work trousers with straight legs and belt loops
Brown wool blend herringbone work trousers front view with slash pockets

Wool Blend Herringbone Work Trousers - Brown

Okonkwo

$64.92

Unit price
per 

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Indigo bootcut denim jeans, front view with belt loops and button fly
Indigo bootcut denim jeans, back view with rear pockets and waistband label
Sale

14.5 oz Selvedge Denim Bootcut Jeans

Annual Ring

Regular price$128.50$121.73Sale

Unit price
per 

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Navy canvas work pants with button waistband and straight leg silhouette
Navy canvas work pants with pleated waistband, button fly, and belt loops

12 oz Canvas Railroad Work Pants - Navy

Okonkwo

$51.40

Unit price
per 

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Dark green canvas work vest with V-neck, front buttons, and two chest pockets
Dark green canvas work vest with utility chest pockets and front button placket

Canvas Work Vest - Dark Green

Okonkwo

$40.58

Unit price
per 

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Light brown canvas work pants, straight leg with button waist and front pockets.
Light brown canvas work pants, front view with belt loops and button closure.

12 oz Canvas Railroad Work Pants - Light Brown

Okonkwo

$51.40

Unit price
per 

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Indigo sashiko work jacket, flat-lay front view with button-front and chest pocket.
Indigo sashiko work jacket, flat-lay back view with center seam and full sleeves.

Indigo-Dyed Sashiko Work Jacket

Time Catcher

$125.00

Unit price
per 

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Brown canvas work vest with V-neck and snap-button front
Brown canvas work vest back with stitched flap pocket detail

Canvas Work Vest - Brown

Okonkwo

$40.58

Unit price
per 

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Black linen two-tuck slacks with pleated front and straight leg cut
Black linen slacks with two front tucks and relaxed straight-leg silhouette
Sold out

Lot 841 1940s Linen Two Tuck Slacks - Black

Militora

$105.50

Unit price
per 

6 sizes
  • W28
  • W30
  • W32
  • W34
  • W36
  • W38
Indigo sashiko work jacket with button front, patch pockets, and pointed flap details
Indigo sashiko work jacket back view with center back seam and patch pockets on sides

French Indigo-Dyed Sashiko Work Jacket

Time Catcher

$125.00

Unit price
per 

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Navy engineer workshirt with button front and chest flap pockets, red button accents
Navy engineer workshirt back view with full-length button placket and yoke seams
Sold out

Classic Fit Engineer Workshirt - Navy

Okonkwo

Regular price$40.58$27.05Sale

Unit price
per 

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Light brown herringbone work trousers with pleated front and belt loops
Light brown herringbone work trousers with pleated front and side belt loops
Sale

Wool Blend Herringbone Work Trousers - Light Brown

Okonkwo

Regular price$64.92$58.43Sale

Unit price
per 

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Indigo denim work trousers with wide legs and straight waistband
Indigo denim work trousers with relaxed fit and straight hems
New

Lot 826W Denim Work Trousers

Militora

$125.79

Unit price
per 

6 sizes
  • W30
  • W32
  • W34
  • W36
  • W38
  • W40
Navy deck trousers with button waistband and belt loops, straight relaxed legs
Navy deck trousers with wide straight legs and flap-style back pockets
New

1940s USN-Inspired Herringbone Deck Trousers - Navy

Time Catcher

$51.40

Unit price
per 

6 sizes
  • W28
  • W30
  • W32
  • W34
  • W36
  • W38
Olive deck trousers with button waist and straight legs
Olive deck trousers with back patch pocket and straight leg opening
New

1940s USN-Inspired Herringbone Deck Trousers - Olive

Time Catcher

$51.40

Unit price
per 

6 sizes
  • W28
  • W30
  • W32
  • W34
  • W36
  • W38
White deck trousers with front button closure and straight legs, side pockets visible
White deck trousers with back yoke seam and pleat-free straight leg design
New

1940s USN-Inspired Herringbone Deck Trousers - White

Time Catcher

$51.40

Unit price
per 

6 sizes
  • W28
  • W30
  • W32
  • W34
  • W36
  • W38
Olive herringbone field jacket with button front and chest pockets
Olive field jacket worn by model with pointed collar and flap chest pocket.
New

USMC-Inspired P41 Herringbone Field Jacket

Time Catcher

$60.87

Unit price
per 

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Black corduroy 5-panel cap with curved brim and front logo patch
Black corduroy 5-panel cap, side view with stitched seams and brim

12.5 oz Corduroy 5 Panel Cap - Black

Non Stock Mfg. Co.

$19.99

Unit price
per 

1 size
  • Free size
Khaki corduroy 5-panel cap with front patch logo and curved brim.
Khaki corduroy 5-panel cap with adjustable back strap and curved brim.

12.5 oz Corduroy 5 Panel Cap - Khaki

Non Stock Mfg. Co.

$19.99

Unit price
per 

1 size
  • Free size
Khaki herringbone work trousers with belt loops, button fly, and straight legs
Khaki herringbone trousers with button waistband and front creases
Sold out

Lot 834 WWII USN HBT Trousers

Militora

Regular price$108.21$43.28Sale

Unit price
per 

5 sizes
  • W30
  • W32
  • W34
  • W36
  • W38
Men's striped work trousers in dark taupe brown with button-front waist and straight legs
Men's striped work trousers in dark taupe brown with button-front waist and straight legs
Sold out

French Salt & Pepper Striped Chambray Work Trousers

Annual Ring

$135.26

Unit price
per 

6 sizes
  • XS
  • S
  • M
  • L
  • XL
  • XXL
Brown wool herringbone work pants front view with button closure and pockets
Brown wool herringbone work pants with straight legs and waistband buttons
Sold out

Lot 826 Wool HBT 1940s American Work Pants

Militora

$155.55

Unit price
per 

6 sizes
  • W28
  • W30
  • W32
  • W34
  • W36
  • W38
Navy 5-panel ripstop cotton cap with front square logo patch and curved brim
Navy ripstop cotton 5-panel cap, curved brim and side seam detail
Sold out

7.5 oz Ripstop Cotton 5 Panel Cap - Navy

Non Stock Mfg. Co.

$17.99

Unit price
per 

1 size
  • Free Size
Indigo selvedge denim jeans, straight leg, button fly
Dark indigo selvedge denim jeans, flat lay front view with straight legs
Sold out

15 oz Heavyweight Selvedge Denim Jeans

Non Stock Mfg. Co.

$69.99

Unit price
per 

6 sizes
  • W28
  • W30
  • W32
  • W34
  • W36
  • W38
Khaki corduroy work pants with straight legs and button-front closure.
Khaki corduroy work pants showing relaxed fit and side seams.
Sold out

Lot 840 9.5 Wale 1940s Corduroy Work Pants - Khaki

Militora

Regular price$114.97$57.49Sale

Unit price
per 

5 sizes
  • W30
  • W32
  • W34
  • W36
  • W38
Khaki engineer workshirt with button-front and two chest flap pockets
Khaki engineer workshirt back view with yoke and center pleat
Sold out

Classic Fit Engineer Workshirt - Khaki

Okonkwo

Regular price$40.58$27.05Sale

Unit price
per 

5 sizes
  • S
  • M
  • L
  • XL
  • XXL
Dark brown open-collar button-front shirt with patch pockets
Dark brown open-collar shirt, back view with yoke and button cuffs
Sold out

Lot 220L 1940s Linen-Cotton Open Collar Shirt - Dark Brown

Militora

$81.16

Unit price
per 

5 sizes
  • S
  • M
  • L
  • XL
  • XXL