What to Wear with Khakis
We’ve said it before and we’ll say it again: Khakis go with everything. Is our opinion biased? Yes. Do we speak the truth? Also yes.
You can wear just about anything with khakis, and — total honesty — that can be daunting. So we created this easy guide to wearing the pants we’re known for. And because we’ve been in the business since 1986, you can bet we know a thing or two about how to style them.


Because they hit that sweet spot between casual and formal, you can wear a pair of well-fitting khakis with pretty much any top: a blazer, a denim jacket, your college hoodie and even an old band tee.
A khaki look can be as simple as a cropped pair with a tee and a sweatshirt. Or if you live in a place with microclimates like we do — we’re looking at you, San Francisco — sub in a hoodie and layer on a Trucker Jacket, shirt jacket or wool blend top coat. For date night or an interview, we recommend styling your khakis with a button-down shirt and a sweater.
TL;DR: Khakis are foolproof.
Shop Tops
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Signature Comfort Flex Shirt, Classic fit$34.99 Regular price
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Signature Comfort Flex Shirt, Classic fit$34.99 Regular price
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Signature Comfort Flex Shirt, Classic fit$34.99 Regular price
$55.001 colorsBuy 2, Save 30%: Applied in Cart -
Signature Comfort Flex Shirt, Classic fit$34.99 Regular price
$55.001 colorsBuy 2, Save 30%: Applied in Cart -
Signature Comfort Flex Shirt, Classic fit$34.99 Regular price
$55.001 colorsBuy 2, Save 30%: Applied in Cart -
Signature Comfort Flex Shirt, Classic fit$34.99 Regular price
$55.001 colorsBuy 2, Save 30%: Applied in Cart -
Stretch Oxford Shirt, Slim Fit$59.99 Regular price
$70.001 colorsBuy 2, Save 30%: Applied in Cart -
Signature Comfort Flex Shirt, Classic Fit$34.99 Regular price
$55.001 colorsBuy 2, Save 30%: Applied in Cart -
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Stretch Oxford Shirt, Slim Fit$59.99 Regular price
$70.001 colorsBuy 2, Save 30%: Applied in Cart -
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Signature Comfort Flex Shirt, Classic Fit$39.97 Regular price
$60.001 colorsBuy 2, Save 30%: Applied in Cart -
Signature Comfort Flex Shirt, Classic Fit (Big and Tall)$34.99 Regular price
$55.001 colorsBuy 2, Save 30%: Applied in Cart -
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Alpha Button-Up Shirt, Slim Fit$39.97 Regular price
$88.001 colorsBuy 2, Save 30%: Applied in Cart -
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Stretch Oxford Shirt, Slim Fit$39.97 Regular price
$79.001 colorsSpecial Price for a Limited Time -
Signature Comfort Flex Shirt, Classic Fit (Big and Tall)$34.99 Regular price
$60.001 colorsBuy 2, Save 30%: Applied in Cart -
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Wool Blend Top Coat, Regular Fit$94.97 Regular price
$200.001 colorsSpecial Price for a Limited Time -
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Signature Comfort Flex Shirt, Classic Fit (Big and Tall)$34.99 Regular price
$55.001 colorsBuy 2, Save 30%: Applied in Cart -
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Stretch Oxford Shirt, Slim Fit$39.97 Regular price
$79.001 colorsSpecial Price for a Limited Time -
2 Pocket Workshirt, Regular Fit$32.97 Regular price
$60.001 colorsSpecial Price for a Limited Time -
Signature Comfort Flex Shirt, Classic Fit$39.97 Regular price
$60.001 colorsBuy 2, Save 30%: Applied in Cart -
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Signature Comfort Flex Shirt, Classic Fit$49.97 Regular price
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Alpha Button-Up Shirt, Slim Fit$29.97 Regular price
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Performance Polo (Big and Tall)$29.97 Regular price
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Camp Collar Shirt, Regular Fit$27.97 Regular price
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Softshell Storm Jacket, Regular Fit$84.97 Regular price
$180.001 colorsSpecial Price for a Limited Time -
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Signature Comfort Flex Shirt, Classic fit$29.97 Regular price
$60.001 colorsBuy 2, Save 30%: Applied in Cart -
Signature Comfort Flex Shirt, Classic Fit (Big and Tall)$34.99 Regular price
$55.001 colorsBuy 2, Save 30%: Applied in Cart -
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Military Bomber Jacket, Regular Fit$79.99 Regular price
$160.001 colorsBuy 2, Save 30%: Applied in Cart

Name a shoe. Chances are it goes with our iconic pants. Khakis and sneakers: always. Khakis and lace-up leather shoes: a classic pairing that’s stood the test of time. Khakis and boots: absolutely.
Shop Shoes
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Rugged Microsuede Moccasin Slippers$39.99 Regular price
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Twin-Gore Slip On Corduroy Slippers$24.97 Regular price
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Rugged Microsuede Boater Moccasin Slippers$39.99 Regular price
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Ultrawool Venetian Moccasin Slippers$32.99 Regular price
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Ultrawool Venetian Moccasin Slippers$32.99 Regular price
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Ultrawool Venetian Moccasin Slippers$32.99 Regular price
$40.001 colorsBuy 2, Save 30%: Applied in Cart -
Rugged Microsuede Boater Moccasin Slippers$39.99 Regular price
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Microsuede Boater Moccasin Slippers$32.99 Regular price
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Rolled Collar Wool Moccasin Slippers$44.99 Regular price
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Rugged Microsuede Boater Moccasin Slippers$39.99 Regular price
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Microsuede Boater Moccasin Slippers$32.99 Regular price
$40.001 colorsBuy 2, Save 30%: Applied in Cart -
Rugged Microsuede Boater Moccasin Slippers$39.99 Regular price
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Rolled Collar Wool Moccasin Slippers$44.99 Regular price
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Ultralite Quilted Clog Slippers$48.99 Regular price
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— And Everything in Between
What Accessories Should I Wear with Khakis?
A belt does so much more than hold your pants up. It’s what distinguishes a shirt and pants from a whole look. Dress your khakis up with a leather belt or opt for a webbed belt if you’re going for a more low-key vibe.
Shop Accessories
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Herringbone Crew Socks (4 Pack)$12.99 Regular price
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Rugged Microsuede Moccasin Slippers$39.99 Regular price
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Herringbone Recycled Knit Beanie$12.97 Regular price
$28.001 colorsSpecial Price for a Limited Time -
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Twin-Gore Slip On Corduroy Slippers$24.97 Regular price
$38.001 colorsBuy 2, Save 30%: Applied in Cart -
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Herringbone Recycled Knit Beanie$12.97 Regular price
$28.001 colorsSpecial Price for a Limited Time -
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Rugged Microsuede Boater Moccasin Slippers$39.99 Regular price
$50.001 colorsBuy 2, Save 30%: Applied in Cart -
Birdseye Knit Fingerless Gloves$19.97 Regular price
$38.001 colorsSpecial Price for a Limited Time -
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Herringbone Recycled Knit Beanie$12.97 Regular price
$28.001 colorsSpecial Price for a Limited Time

According to our Head Stylist, Jackie Groffman, neutrals are always a good way to go. Think: black, white, cream, gray, navy and earthy green. That said, we’ve never met a khaki look we didn’t like, so feel free to reach for any color. Just trust your gut and have fun with it.
When it comes to khakis, the only rule is there are no rules.
Shop Bestsellers
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Signature Khakis, Straight Fit$44.99 Regular price
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Easy Stretch Khakis, Classic Fit$39.99 Regular price
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Easy Stretch Khakis, Classic Fit$39.99 Regular price
$50.005 colorsBuy 2, Save 30%: Applied in Cart -
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Signature Khakis, Straight Fit$44.99 Regular price
$62.006 colorsBuy 2, Save 30%: Applied in Cart -
Signature Khakis, Pleated, Relaxed Fit$44.99 Regular price
$62.003 colorsBuy 2, Save 30%: Applied in Cart -
Signature Khakis, Straight Fit$44.99 Regular price
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Signature Khakis, Straight Fit$44.99 Regular price
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Signature Khakis, Athletic Fit$44.99 Regular price
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Signature Khakis, Pleated, Classic Fit$44.99 Regular price
$62.001 colorsBuy 2, Save 30%: Applied in Cart -
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Signature Khakis, Straight Fit$44.99 Regular price
$62.006 colorsBuy 2, Save 30%: Applied in Cart -
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Easy Stretch Khakis, Classic Fit$39.99 Regular price
$50.005 colorsBuy 2, Save 30%: Applied in Cart -
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Signature Khakis, Straight Fit$44.99 Regular price
$62.006 colorsBuy 2, Save 30%: Applied in Cart -
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Easy Stretch Khakis, Classic Fit$39.99 Regular price
$50.005 colorsBuy 2, Save 30%: Applied in Cart