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Best Men’s High-Waisted Pants: Vintage Fashion Back in Style

High-waisted pants were at the height of popularity in the ’90s, but in recent years they’ve come back in style. So, if anyone is looking to hop back on this trend, check out our collection of the best men’s high-waisted pants! 

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  TOP PICKS AT A GLANCE  
Wrangler Cowboy Cut Original Jeans
  • Perfect for outdoor work
  • Super comfortable
  • Durable
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Dickies Men's 874 Work Pant
  • Made from wrinkle-resistant material
  • Slim-cut chino fit
  • Budget-friendly
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Haggar Classic-fit Pants
  • Includes a stretchable waistband
  • Come in a wide range of colors
  • Easy to care for
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Our Top Picks for Men's High-Waisted Pants

Wondering where to buy men’s high-rise pants? Whether I’m seeking something casual, formal or suitable for the workplace, this review has me covered. After browsing the internet, we’ve found the best men’s high-waisted pants for any occasion. 

Wrangler Men's 13MWZ Cowboy Cut Original Fit Jean

Best Cowboy Jeans 

If I’m looking for some high-waisted jeans with a cowboy flair, Wrangler’s cowboy cut original fit jeans are a great choice. Pair them with a belt buckle and some matching boots for a complete look. 

PROS: They’re durable and super comfy—perfect for outdoor work. 

CONS: These jeans are prone to shrinking in the wash, so consider buying a size up. 

  • Star rating: 4.5/5 
  • Fit: Original 
  • Comfort: Flexible and breathable More Online
  • Durability: Long-lasting 
  • Value: Fairly budget-friendly 

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Dickies Men's Original 874 Work Pant

Best for Work 

Keep things professional yet stylish with these high-waisted Dickie’s work slacks. They come in several different colors, so whatever aesthetic I’m wearing, these trousers can be an excellent fit. 

PROS: The material is wrinkle-resistant, so men who don’t like to iron may love these slacks. 

CONS: The sizes run small, so ordering them online can be a little risky. 

  • Star rating: 4.5/5 
  • Fit: Slim-cut chino 
  • Comfort: Soft, polyester-cotton blend material 
  • Durability: Can last for several years 
  • Value: A budget-friendly choice 

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Haggar Men's Work Pants

Best for Any Occasion 

Haggar men’s work to weekend classic-fit pants are super comfy, super stylish and super professional. If a man likes to keep his wardrobe small and buys pants suitable for any occasion, these men’s high-waisted pleated trousers are a fantastic choice. 

PROS: They’re super easy to care for and come in a wide range of colors. 

CONS: They’re not quite as durable as other options on the list since the hems are prone to fraying. 

  • Star rating: 4.5/5 
  • Fit: Classic 
  • Comfort: Includes a stretchable waistband 
  • Durability: May wear down after several washes 
  • Value: Budget-friendly 

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Amazon Classic Fit Work Pants

Best for Casual Dress 

Need some casual-yet-stylish pants? I recommend purchasing these men’s high-waisted chinos. These trousers come in a wide variety of colors for any outfit or occasion. 

PROS: They are comfortable and affordable. 

CONS: The pants are not particularly durable. 

  • Star rating: 4.5/5 
  • Fit: Flat-front chino 
  • Comfort: A comfortable, roomy fit that’s ideal for larger men. 
  • Durability: The material holds up well, but the colors may fade after several washes.  
  • Value: Budget-friendly. 


Plaid&Plain Men's Stretch Dress Pants

Best for Younger Men 

Young adults will look great in these men’s high-waisted tapered pants from Plaid & Plain. They’re a perfect balance of professional and stylish, and they pair well with a white button-up shirt

PROS: The material is wrinkle-resistant, making maintenance easy. 

CONS: They have a snug fit that may not be comfortable for many people. 

  • Star rating: 4.5/5 
  • Fit: Skinny 
  • Comfort: A bit snug, so they’re not the best for lounging 
  • Durability: Fairly long-lasting 
  • Value: Budget-friendly 


Asos Chino Pants

Best for Summertime 

A pair of loose-fitting high-waisted pants are ideal for summertime outfits. When you wear these men’s high-waisted pants from ASOS, you can keep cool and look stylish all at once. 

PROS: These pants look great for just about any style. 

CONS: They only come in one color. 

  • Star rating: N/A 
  • Fit: Chino 
  • Comfort: A roomy fit that allows the wearer to move comfortably 
  • Durability: Fairly long-lasting 
  • Value: Affordable, but not the cheapest on this list 

Levi's Men's XX Standard Tapered Chino Pants

Best for Vintage Styles

Men’s high-waisted trousers are great for vintage styles. If I’m looking for something to complete my vintage fit, I’d give Levi’s men’s tapered chino pants a try. These pants come in a variety of patterns that will pair well with windbreakers or denim jackets. 

PROS: The material is thick and durable, making these pants perfect for wintertime wear. 

CONS: They’re fairly tight around the calves, so if a man isn’t fond of that, he may want to look elsewhere. 

  • Star rating: 4.5/5 
  • Fit: Tapered chino 
  • Comfort: A roomy fit with soft material 
  • Durability: Thick, durable material that can withstand several washes 
  • Value: Budget-friendly 

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Carhartt Men's Canvas Work Dungaree Pant

Best for Handymen 

Looking for some pants to wear while working around the house? Carhartt’s canvas work dungarees may be the perfect choice for any handyman in need of some work pants. 

PROS: They include several pockets for storing tools and fit comfortably over work boots. 

CONS: The sizing for this product is often inconsistent. 

  • Star rating: 4.5/5 
  • Fit: Dungaree 
  • Comfort: Sits comfortably on your waist, fairly roomy 
  • Durability: Long-lasting 
  • Value: Moderately pricey 

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Perry Ellis Men's Modern Dress Pant

Best for Formal Events 

Perry Ellis’ modern fit portfolio pants will go wonderfully with any dress shirt or sweater vest. They come in a handful of different colors, so choose whichever one is best for your formal event wear. 

PROS: These pants have moisture-wicking material, making them perfect for summertime events where the wearer is a bit sweaty. 

CONS: They’re somewhat snug in the groin area. 

  • Star rating: 4.5/5 
  • Fit: Modern 
  • Comfort: Light and breathable material 
  • Durability: Fairly durable 
  • Value: Average 

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IZOD Men's American Chino Double Pleated Pant

Best for The Classroom 

Consider adding IZOD’s double-pleated, high-waisted pants to the back-to-school shopping cart. They’re an excellent choice for a teacher who aims for a professional, stylish and comfortable style. 

PROS: They contain wrinkle and stain-resistant material. 

CONS: The pockets are a bit small. 

  • Star rating: 4.5/5 
  • Fit: Chino 
  • Comfort: Breathable fabric, sits comfortably on the waist 
  • Durability: Fairly durable 
  • Value: Average 

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History of High-Waisted Pants 

High-waisted pants initially rose to popularity in the 1970s. They fell somewhat out of favor in the 2000s, when low-rise became a more popular design for pants. But in recent years, high-waisted pants have sprung back into style! 

How to Style High-Waisted Pants - Pairing Tips 

A belt is a great way to style high-waisted trousers. If I want my belt to be visible, I make sure to tuck my shirt into my pants. 

man wearing stylish high waisted pants

For a more casual look, we recommend wearing a T-shirt with high-waisted pants. If a man wants something a bit more professional, he should consider pairing his high-waisted pants with a matching blazer! 

In addition, if I’m wearing men’s high-waisted pants with a pattern, I usually wear a solid color top to balance it.  

Final Thoughts 

For any man looking for some pants that are comfy and stylish, high-waisted pants may be the best choice. Regardless of style preference, there’s a pair out there that’ll go great with the wearer’s favorite outfit.

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Best Men's High-Waisted Pants
Writer

Born and raised in Austin, David is a dedicated writer and avid fragrance lover. When he's not trying out perfumes, he enjoys traveling and exploring new restaurants.