5 Days, 5 Ways: How to Wear Linen Shorts (Updated!)

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By Gabi Meyers | Last Updated: Jan 28 2019

We’re quickly sneaking up on summer (it officially kicks off this Thursday!). To celebrate, it’s time to figure out how to wear linen shorts five different ways.

Linen shorts are among the lightest, most summer-y bottoms in your closet. You guys are no strangers to this wunderkin of a natural fiber that just exudes ease…you can wear literally linen anything (like say, a linen suit!) and feel great in 100ºF weather. If you want to keep the wrinkles to a minimum while keeping easy breeziness at its max, opt for a linen-cotton blend.

Below, how to wear linen shorts five ways:

The shorts: Club Monaco, $90

These bad boys, from Club Monaco, are cut from lightweight slub linen and woven in a stylish houndstooth check. The slim fit ensures a clean, tailored look all summer long.


shirt: 1901, $70 | shoes: Cole Haan, $180 | belt: Filson, $85

glasses: Tom Ford, $385 | socks: Anonymouslsm, $20 | notebook: Delfonics, $14 | pen: Cara d’Ache, $24

SG Says: Wear your linen shorts to a casual office with a plaid shirt and some sporty dress shoes.


cardigan: Rag & Bone, $325 | popover: Onia, $110 | shos: h&m, $40

backgammon set: Sondergut, $40 | wallet:  Ted Baker, $80 | fragrance: Maison Margiela, $126

SG Says: Give your shorts a rakish gentleman vibe with a shawl collar cardigan (obsessed with the Rag & Bone number above, and here’s a less-expensive style in grey), paired with a tone-on-tone popover that complements the shorts.


polo: Theory, $125 | loafers: Johnston & Murphy, $149 | socks: Gucci, $120

watch: Breda, $150 | hair product: Jack Black, $14 

SG Says: Give your linen shorts a Jeff Goldblum edge with some loafers with (Gucci) socks and a dark-hued polo.


denim jacket: DSTLD, $95 | tee: h&m, $13 

espadrilles: Anderson & Sheppard, $205 | sunglasses: MVMT, $70 

sunscreen: Beauty Counter, $20

SG Says: Linen shorts are the perfect bottoms to change into post-beach trip with casual summer shoes and light colors on top.


sweatshirt: Champion, $54 | sneakers: Vans, $60 | cap: Herschel, $30

backpack: Herschel, $100 | container: Swell, $25

SG Says: Keep it cool for those suh-hummer niiiiights (Grease? Anybody?) studying the library in a sweatshirt and fun slip ons.