The Best Pleated Pants for Men Never Actually Go Out of Style

Many trends have made an unexpected comeback, and like a bad sequel to a bad movie, many of them are just as bad as they were the first time. But pleated pants are not such a trend. Though they’ve often gotten a bad rap, the best pleated pants are a classic menswear piece that have slowly worked their way back into stylish guys’ closets for the past few years. It shouldn’t come as too much of a surprise, though. Pleats line up perfectly with the trend toward looser, more comfortable silhouettes that have given men permission to ditch the drainpipe jeans.

But if you’re wondering if you can pull them off, the answer is an emphatic yes. They may seem like an embellishment, but pleats serve a practical purpose. The folds create more room in the front of the pants, keeping you comfortable, whether sitting or standing. In short, the best pleated pants look as flattering on the tall and lean as they are on the short and stout. Of course, if function were the only factor, we’d recommend Crocs, fanny packs and dad sneakers (oh wait, we are). Beyond practicality, pleats are big on style, too. By creating extra dimension, pleated pants drape in a more interesting and flattering way than plain front pants.

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Pleats have receded so far from popular consciousness that it’s easy to forget what they are. Not every pant with a crease is pleated. Rather, pleats are a piece of folded-over fabric on either side of the zipper, just below the waistband. Many pleated pants don’t even have a crease down the middle.

The key to pulling off the pleat is to think about the two fits. The first ‘fit is your outfit. Swapping chunky dress shoes for stylish sneakers or sleek loafers can make pleated pants feel more modern, as can ditching the billowy blue shirt for a crisp T-shirt or camp collar shirt. The second fit is the literal way the pants fit. A tapered cut that’s maybe slightly cropped will look way more stylish than overly baggy khakis. Pleated pants also come in a range of colors and styles, including khakis and cargos. of course, wearing them with confidence will go a long way. We can’t give that to you, but we can supply you with 11 good pleated pants. Good luck ever going back.

  

1. J.Crew Classic Relaxed-fit Pleated Chino Pant

BEST OVERALL

One sure sign pleated is back? J.Crew, the grandaddy of accessible menswear, is all in on the trend. They’ve got a slew of pleated offerings, including this slouchy chino available in tan or navy.

j crew pleated pants
j crew pleated pants

J.Crew Relaxed Chino Pant

Price: $89.50
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2. Alex Mills Standard Pleated Pant in Chino

RUNNER UP

If Alex Mills wares feel like elevated takes on J.Crew and The Gap, that’s because the brand was co-founded by Mickey Drexler, the fashion maven who helmed both of those brands. These pleated chinos have a simple, relaxed look with a cropped cut that’s easy to style with high-top sneakers.

pleated pants alex mill
pleated pants alex mill

Alex Mill Pleated Trouser

Price: $135.00
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3. Banana Republic Archives Pleated Pant

BEST CARGOS

Why not go all in on two divisive trends at once? These pants from Banana Republic have a single patch pocket on the side, creating a streamlined take on both pleats and cargos.

banana republic pleated pants
banana republic pleated pants

Banana Republic Pleated Pant

Price: $120.00
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4. Todd Snyder Italian Cotton Gurkha Trouser

BEST SPLURGE

Todd Snyder is a bit like a menswear historian, digging up classic styles and elevating them for today. The Gurkha is a military-inspired trouser named for Southeast Asian soldiers who were part of the British army. The pants have a built-in belt and a double-pleated design, but the tapered cut keeps them feeling wearable. They’re pricey, but they’re a best seller from Todd Snyder for a reason, and they’re one of the best pleated pants for men.

pleated pants todd snyder
pleated pants todd snyder

Todd Snyder Pleated Trouser

Price: $298.00
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5. Club Monaco Belted Pleated Trousers

BEST WIDE FIT

Club Monaco consistently delivers streamlined, classic styles. These pants are a great wide-fit take on the pleated pant trend. They’re made from 100% cotton and have a deep double pleat.

pleated pants club monaco
pleated pants club monaco

Club Monaco Pleated Trouser

Price: $99.00 (orig. $158.00) 37% OFF
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6. Amazon Essentials Men’s Pleated Chino Pant

BEST BUDGET

Afraid to go all in on an expensive pair of pleated khakis? We get it. These chinos from Amazon Essentials are affordable and come in various colors.

pleated pants amazon essentials
pleated pants amazon essentials

Amazon Essentials Pleated Pants

Price: $27.30
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7. Polo Slim Tapered Fit Prepster Pant

MOST COMFORTABLE

Just because you’re going pleated doesn’t mean you need to give up the elastic waists you’ve grown accustomed to. These pants from Polo are made with a lightweight blend of linen, lyocell and cotton and have a small dogtooth print. The tapered fit keeps things feeling modern.

pleated pants polo ralph lauren
pleated pants polo ralph lauren

Polo Ralph Lauren Prepster Pant

Price: $125.00
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8. Officine Generale Hugo Pleated Cotton Pants

BEST FOR FALL

If we had to sum up Officine Generale, we might dub it French Americana. The brand brings an elevated European eye to stateside staples like tees, denim and canvas sneakers. And they make great pants. These are a cotton/modal blend in a fine wale corduroy and have a built-in belt.

pleated pants officine generale
pleated pants officine generale

Officine Generale Hugo Pleated Pant

Price: $280.00
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9. Uniqlo Pleated Tapered Pants

BEST VALUE

Uniqlo’s economical pants feature a single pleat with a dressy, wool-like finish. They’re polyester but classy-looking enough to pass for the real deal.

pleated pants uniqlo
pleated pants uniqlo

Uniqlo Pleated Pant

Price: $49.90
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10. Allsaints Tallis Pleated Cotton & Wool Trousers

BEST CROPPED FIT

Allsaints is probably already on your radar if you’re fond of all-black everything. Their take on pleated pants is slimmer and sleeker, with a cropped cut for showing off your sneakers.

pleated pants allsaints
pleated pants allsaints

AllSaints Pleated Pant

Price: $215.00
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11. Giorgio Armani Straight-Leg Pleated Wool-Blend Trousers

MOST LUXURIOUS

Armani was king of the ’80s, and the menswear maestro is the perfect man for the return of pleated pants and double-breasted blazers. These pants are made from a blend of wool and polyester and come in a rich earthy color. They’re expensive, but dressing like Richard Gere in American Gigolo doesn’t come cheap.

pleated pants armani
pleated pants armani

Giorgio Armani Pleated Pant

Price: $1,195.00
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