5 Days 5 Ways

5 Days, 5 Ways: Workwear Pants

work it in your work pants

By Gabi Meyers | Last Updated: Sep 16 2018

This may come as a shock to you guys, but I’ve met a handful of people who are not into chinos. At first, I’m usually hesitant of people with style rules, like “no horizontal stripes” because I follow exactly none, and even when I’ve tried to follow any I break them almost immediately. So, when I meet these no-chino people, I’m always curious to know what they wear when they aren’t wearing jeans, because if I have days where I find myself saying, “I cannot for the love of Pete wear denim today!” everyone else must feel that way too, right? Also, where do they turn come #nojeansjanuary?!

A regular reader (shoutout to Tod!) mentioned workwear pants as a favorite throwback style in the comments of 5 Days, 5 Ways: Fleece Pullover (see it here) and his reasoning really nailed the greatness of these pants.

In addition to making workwear pants highly durable, the canvas material adds a bit of visual interest, as do the tool pockets and hammer loop, which, no, you are not required to utilize whilst wearing. To keep the wider leg on this style from feeling too relaxed, I suggest rolling up the pant legs in a wide cuff and showing off those ankles – tis the season!


Workwear inspired pants are a casual alternative to jeans that feel – and are! – more rugged than chinos.

Sweater: Barena, $219 | Loafers: Bass, $110 | Glasses: Warby Parker, $95

Watch: Komono, $120 | Wallet: Michael Kors, $128 | Fragrance: Laboratory, $83

Wear it well: Dress up your workwear pants with a sweater and penny loafers.


Sweatshirt: Saturdays NYC, $125 | Sneakers: Barneys New York, $295

Socks: Pair of Thieves, $10 | Sunglasses: Steven Alan, $265

Bandana: United by Blue, $8

Wear it well: Keep things casual cool in elevated sneakers and punchy accessories.


Bomber: Wood Wood, $448 | Henley: Bonobos, $58 | Sneakers: Vans, $60

Socks: Obey, $10 | Cap: Maison Kitsune, $89

Wear it well: Wear your workwear pants like your favorite jeans – a bomber, henley and sneakers look right at home with this style.


Raincoat: Stutterheim, $295 | Tee:Everlane, $25Sneakers: Converse, $95

Umbrella: Uniqlo, $15 | Lip Balm: Baxter of California, $10

Wear it well: Opt for your workwear pants when we get hit with April showers – a high cuffed hem keeps you  from getting the dreaded soggy pants.


Shirt: Outerknown, $125 | Jacket: NEED, $195 | Shoes: Clarks, $200

Bracelet: Miansai, $120 | Keytag: Various Projects, $15

Wear it well: A camp collar shirt, denim jacket and some lace ups can take your workwear pants out for a drink.



Want to see more ways to wear your favorite pieces? We show you 5 ways to wear a leather jacket, cropped trousers, and contrast sole shoes.