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RARE WWII 1940s Canadian Army Olive Khaki Cotton Military Shorts w High Waist + Pockets! - Choose Your Size

Regular price $110.00 CAD
Regular price Sale price $110.00 CAD
Sale Sold out
Shipping calculated at checkout.
♛Killer WWII era vintage shorts -- these pieces of wearable history are Canadian Army regulation wear circa 1940s and are not found anywhere else online. They are a sturdy canvas cotton twill in a neutral olive-toned khaki (reminds me of green tea!), pairing well with just about anything. Fabric is quite similar in sturdiness and feel to a denim.

High waist, button-front fly with hidden steel buttons, hip pockets, and a ~super~ cute and short sporty cut. Belt loops to add your own belt (ours is just a prop). These beauties were altered by an earlier military surplus company, drawn in through the back waist seam for more of a nipped waistline.

Most, if not all, are stamped and dated inside, attesting to their true WWII heritage! We have seen these interior dates ranging from 1942 to 1945. See last photo for an example of inner markings/date.

Whether you are a vintage purist or you love to mix and match with modern, these shorts are on point and super fun. Cute and ready to adventure with you!

The shorts shown are an ~example pair only~; the pair you will receive is the same style.

Please use the drop-down menu to select:


Allow room for fit and ease as you prefer! Any of these can be belted somewhat smaller through the waist. They also have a fabric allowance at the rear waist/booty seam that may be utilized for further tailoring purposes.

We have measured all these individually so disregard ~any~ old size numbers found marked inside them, it's not always (or even often) accurate.

SIZE 26 -

Waist (waistband measured rim to rim and doubled) 26"
Hips to about 35"
Inseam about 3 1/2"
Outseam about 15"/15 1/2"
Rise about 14"

SIZE 27 -

Waist (waistband measured rim to rim and doubled) 27"
Hips to about 36"
Inseam about 3 1/2"
Outseam about 15"/15 1/2"y
Rise about 14"

SIZE 28 -

Waist (waistband measured rim to rim and doubled) 28"
Hips to about 38"
Inseam about 3 1/2"
Outseam about 15"/15 1/2"
Rise about 14"

SIZE 30 -

Waist (waistband measured rim to rim and doubled) 30"
Hips to about 40"
Inseam about 4"
Outseam about 15 1/2"
Rise about 14"

SIZE 32 -

Waist (waistband measured rim to rim and doubled) 32"
Hips to about 40"
Inseam about 3 1/2'
Outseam about 16 1/2"
Rise about 14"


Great vintage shape. These shorts are original military pieces from the early to mid 1940s. Unworn/deadstock, with stiff fabric and button holes that will break in and grow more comfortable with wearing and washing, much like a premium button-fly denim molds to fit you.

There may be a small flaw or blemish ("beauty mark") picked up from the decades and adding character. These pieces are not brand-new reproductions but authentically WWII collectibles from nearly 80 years ago, built to wear hard and last -- true wearable history!

Return & Refund Policy

Vintage is sold as-is and all sales are final. All vintage garments will show signs of previous wear and use, including deadstock and unworn pieces. We take extra care to note and/or photograph any imperfections we find. You can read our thousands of happy reviews on Etsy and eBay for an idea of the quality and high standards we strive to keep.



Be sure your address is correct and up to date. We aren't responsible for items marked as DELIVERED that have been misplaced or stolen after delivery, so be sure you are shipping to a secure location.

Insurance is ALWAYS available for an upgrade.

Items are shipped 2x a week in batches. We are not responsible for delays that happen that are outside of our personal control. 

Expedited/Express shipping is often available for an additional fee. Contact us before purchasing any item(s) you need expedited in order to arrange for this upgrade.

VAT and Import Taxes

Buyer is responsible for any taxes, VAT, or other fees imposed by your country.

Items returned to us by your postal service for non-payment of taxes will incur re-shipping costs. If you do not pay to reship in a timely manner (7 days) your order will be considered abandoned and returned to inventory or donated. 

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