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 (Big and Tall)$55.001 colors40% off $100+: Applied in Cart
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Signature Comfort Flex Shirt, Classic Fit (Big and Tall)$50.001 colors40% off $100+: Applied in Cart
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Signature Comfort Flex Shirt, Classic Fit (Big and Tall)$55.001 colors40% off $100+: Applied in Cart
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Signature Comfort Flex Shirt, Classic Fit (Big and Tall)$55.001 colors40% off $100+: Applied in Cart
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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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Garfield Dress Shoes$34.98 Regular Price
$49.97$80.00Sold Out1 colors30% off Sale: No Code Needed -
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Rugged Microsuede Boater Moccasin Slippers$20.98 Regular Price
$29.97$50.001 colors30% off Sale: No Code Needed -
Rugged Microsuede Boater Moccasin Slippers$20.98 Regular Price
$29.97$50.001 colors30% off Sale: No Code Needed -
Rolled Collar Wool Moccasin Slippers$13.98 Regular Price
$19.97$55.001 colors30% off Sale: No Code Needed -
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Rugged Microsuede Moccasin Slippers$17.48 Regular Price
$24.97$50.001 colors30% off Sale: No Code Needed -
Oasis Slip-on with Crashback Heel$17.48 Regular Price
$24.97$60.001 colors30% off Sale: No Code Needed -
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Rugged Microsuede Boater Moccasin Slippers$20.98 Regular Price
$29.97$50.001 colors30% off Sale: No Code Needed -
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Oasis Slip-on with Crashback Heel$17.48 Regular Price
$24.97$60.001 colors30% off Sale: No Code Needed -
Ultralite Quilted Clog Slippers$17.48 Regular Price
$24.97$60.001 colors30% off Sale: No Code Needed -
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Rugged Microsuede Boater Moccasin Slippers$20.98 Regular Price
$29.97$50.001 colors30% off Sale: No Code Needed -
— 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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1/2 Cushion Quarter Socks, 3 Pack$9.08 Regular Price
$12.97$15.002 colors30% off Sale: No Code Needed -
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Slimfold Wallet with Removable Card Case$17.48 Regular Price
$24.97$34.001 colors30% off Sale: No Code Needed -
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Stretch Belt with Ornament, 35 MM$17.48 Regular Price
$24.97$34.001 colors30% off Sale: No Code Needed -
Stretch Belt with Ornament, 35 MM$17.48 Regular Price
$24.97$34.001 colors30% off Sale: No Code Needed -
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Reversible Fabric Belt, 35 MM$9.08 Regular Price
$12.97$34.001 colors30% off Sale: No Code Needed -
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Flat Knit Crew Socks with Embroidery, 6 Pack$13.98 Regular Price
$19.97$28.001 colors30% off Sale: No Code Needed -
1/2 Cushion Athletic Crew Socks, 6 Pack$13.98 Regular Price
$19.97$28.002 colors30% off Sale: No Code Needed -
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Cotton Woven Boxers, 3 Pack$13.98 Regular Price
$19.97$32.001 colors30% off Sale: No Code Needed -
30MM Non-Reversible Braid Belt$17.48 Regular Price
$24.97$34.001 colors30% off Sale: No Code Needed -
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Flat Knit Crew Socks with Embroidery, 6 Pack$13.98 Regular Price
$19.97$28.001 colors30% off Sale: No Code Needed -
Cotton Woven Boxers, 3 Pack$13.98 Regular Price
$19.97$32.001 colors30% off Sale: No Code Needed -
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Cotton Woven Boxers, 3 Pack$13.98 Regular Price
$19.97$32.001 colors30% off Sale: No Code Needed -
1/2 Cushion Athletic Crew Socks, 6 Pack$13.98 Regular Price
$19.97$28.002 colors30% off Sale: No Code Needed -
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Extra Capacity Trifold Herringbone Wallet$17.48 Regular Price
$24.97$34.001 colors30% off Sale: No Code Needed -
1/2 Cushion Crew Sock with Embrodiery, 3 Pack$6.98 Regular Price
$9.97$15.003 colors30% off Sale: No Code Needed -
Extra Capacity Trifold Herringbone Wallet$17.48 Regular Price
$24.97$34.001 colors30% off Sale: No Code Needed -
Extra Capacity Trifold Wallet$17.48 Regular Price
$24.97$34.001 colors30% off Sale: No Code Needed -
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1/2 Cushion Quarter Socks, 3 Pack$9.08 Regular Price
$12.97$15.002 colors30% off Sale: No Code Needed -
1/2 Cushion Quarter Socks, 3 Pack$9.08 Regular Price
$12.97$15.002 colors30% off Sale: No Code Needed -
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Slimfold Wallet with Removable Card Case$17.48 Regular Price
$24.97$34.001 colors30% off Sale: No Code Needed -
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Stretch Belt with Ornament, 35 MM$17.48 Regular Price
$24.97$34.001 colors30% off Sale: No Code Needed

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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1/2 Cushion Athletic Crew Socks, 6 Pack$13.98 Regular Price
$19.97$28.002 colors30% off Sale: No Code Needed -
1/2 Cushion Athletic Crew Socks, 6 Pack$13.98 Regular Price
$19.97$28.002 colors30% off Sale: No Code Needed -
1/2 Cushion Crew Sock with Embrodiery, 3 Pack$6.98 Regular Price
$9.97$15.003 colors30% off Sale: No Code Needed -
1/2 Cushion Quarter Socks, 3 Pack$9.08 Regular Price
$12.97$15.002 colors30% off Sale: No Code Needed -
1/2 Cushion Quarter Socks, 3 Pack$9.08 Regular Price
$12.97$15.002 colors30% off Sale: No Code Needed -
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2 Pocket Workshirt, Regular Fit$17.48 Regular Price
$24.97$60.007 colors30% off Sale: No Code Needed -
2 Pocket Workshirt, Regular Fit$20.98 Regular Price
$29.97$60.007 colors30% off Sale: No Code Needed -
2 Pocket Workshirt, Regular Fit$27.98 Regular Price
$39.97$60.007 colors30% off Sale: No Code Needed -
2 Pocket Workshirt, Regular Fit$20.98 Regular Price
$29.97$60.007 colors30% off Sale: No Code Needed -
2 Pocket Workshirt, Regular Fit$20.98 Regular Price
$29.97$60.00Sold Out7 colors30% off Sale: No Code Needed -
2 Pocket Workshirt, Regular Fit$17.48 Regular Price
$24.97$60.007 colors30% off Sale: No Code Needed -
30MM Non-Reversible Braid Belt$17.48 Regular Price
$24.97$34.001 colors30% off Sale: No Code Needed -
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All-Day 5-Pocket, Straight Fit$34.98 Regular Price
$49.97$80.001 colors30% off Sale: No Code Needed -
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Alpha Button-Up Shirt, Slim Fit$20.98 Regular Price
$29.97$70.001 colors30% off Sale: No Code Needed -
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1/2 Cushion Athletic Crew Socks, 6 Pack$13.98 Regular Price
$19.97$28.002 colors30% off Sale: No Code Needed -
1/2 Cushion Athletic Crew Socks, 6 Pack$13.98 Regular Price
$19.97$28.002 colors30% off Sale: No Code Needed -
1/2 Cushion Crew Sock with Embrodiery, 3 Pack$6.98 Regular Price
$9.97$15.003 colors30% off Sale: No Code Needed
Need Some Inspo?
Outfit Ideas ft. Your Favorite Khaki Pants
How do you wear your khakis? Show us what you got by tagging us @dockerskhakis and #DockersCrew. We might just share it on Instagram.