The 14 Best Jeans Under $100, According to Esquire

<p>In 2025, though, not many <a href=”https://www.esquire.com/style/mens-fashion/jeans-every-man-should-own-based-on-what-he-wants/” target=”_blank”>denim styles</a> can be considered truly affordable, and if you’re buying vintage Levi’s in a vintage store or on eBay, the seller often knows what they have. You can still buy Cowboy Cuts for under $50, but beyond that, even the most run-of-the-mill denim now runs North of $100.</p><p>But fear not, dear denim lover—there are ways to find a deal if you know where to look. And as it happens, looking for deals is part of my job. Pro tip: certain brands have near-constant markdowns that drop prices from the mid-$100 range to under $100 (looking at you, <a href=”https://www.esquire.com/style/mens-fashion/jcrew-rollneck-sweater-fall-2025/” target=”_blank”>J.Crew</a>), so that’s always a solid place to start. But to make things really easy for you, I searched far and wide to find the best jeans under $100—many of which will run you less than<em> $75</em>. You’re welcome.</p>” data-next-head/>

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Cowboy Cut Jeans

When it comes to affordable denim, Wrangler’s Cowboy Cut is as good as it gets. Available in slim and regular fits, a range of colors and washes to suit any wardrobe, and nearly every size imaginable, they’ve earned their reputation for a reason.

The broken twill denim is unique to Wrangler and makes these jeans incredibly durable. You can even get a raw version to shrink yourself. As Esquire’s commerce editor Luke Guillory puts it, “Wrangler’s dirt-cheap Cowboy Cut is keeping [America’s] great denim tradition alive.”

501 Original Fit Jeans

Over the years, Levi’s has expanded its lineup to include many of its most popular fits at a variety of price points. Some new 501s made with premium denim will run you $300 or more—but you can still grab the brand’s most timeless pair for well under $100. Fair warning, they are more tapered than they used to be. So much so, that they border on a slim fit if you’ve got an athletic lower body.

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505 Regular Fit Jean

501s too slim for you? Try the 505. A dialed fit still keeps things tight in all the right places, but a straight cut from the seat to the floor gives these a more relaxed, modern vibe.

Relaxed Straight Fit Jeans

Abercrombie has gone through a few identity crises over the years, but given its current success, we’ve got to applaud the brand’s ability to read the moment. These days, it’s got a seriously wide range of denim—baggy or slim, straight-leg, cargo-style, work-ready dark washes, you name it. There’s truly something for everyone, from your TikTok-obsessed cousin to your old man you’re still trying to wean off Kirkland Signature.

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Straight Jeans

Gap has been a denim mainstay for decades, and thanks to the recent mall-brand renaissance—and a few well-timed commercials—the label is firmly back in the denim conversation. This pair has an easy, universally flattering straight fit, but you can also go slim or baggy if that’s more your speed.

90s Straight Jeans

Much like the brand’s famous underwear, Calvin Klein jeans never go out of style. These straight-fit jeans were big in the ’90s, but the cut still feels just right for 2025. The fact that you can score a pair for under $100 is just icing on the cake.

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Uniqlo Straight Jeans

If you keep tabs on the runway circuit, you know that prolific designer Jonathan Anderson loves a good pair of denim. His latest link-up with longtime collaborator Uniqlo delivers just that: a perfect pair of straight-leg jeans, which will only run you 50 bucks.

Lee Legendary 100% Cotton Regular Straight Jean

Much like Levi’s and Wrangler, Lee is a cornerstone of American denim. They, too, have premium options that will run you a few hundred bucks, but you can still snag a pair of 100 percent cotton jeans like these for under $50.

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Dickies Loose Fit Double Layer Knee Straight Leg Jeans

Workwear brands have always known their way around good denim, and Dickies is no exception. These rugged double-kneed jeans from the brand offer a cool, modern fit while still feeling timeless.

Carhartt Relaxed Straight Rugged Flex Double-Front Denim Dungaree

American workwear staple Carhartt also makes some excellent jeans. A broken-in pair of its dungarees adds instant character to just about any outfit—and, best of all, they’ll rarely set you back more than 70 bucks.

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770 Straight-Fit Jean

J.Crew has long been turning out dependable denim. And while the list price on these is $148, I can say with confidence that in all my years covering style, they’re almost always marked down to $100 or less.

 Straight Luxe Traveler Jean

Another mall brand that’s undergone a surprisingly successful rebrand in recent years, Banana Republic has a solid lineup of denim that’s usually on sale in one form or another. These straight-leg jeans have a bit of added stretch for all-day comfort, but if you prefer something more rigid, you can spend a few more bucks for 100 percent cotton.

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Standard 5

If you don’t know Stan Ray yet, it’s time to get familiar. The workwear brand makes hard-wearing, durable gear that’ll outfit you from head to toe without draining your bank account. The Standard 5 is a loose-fit jean that’ll feel like your favorite pair of sweats after just a few washes. And because the designs are always on point, you won’t be itching to ditch them the next time you switch up your personal style.

Stretch Selvedge Denim

Selvedge jeans for just over $100—on sale for $95? Sign us up. These jeans are made from quality cotton with just a hint of stretch, not an absurd amount. This pair looks great with everything from boots to loafers to sneakers.

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What to Look For In a Pair of Jeans

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There’s a ton of variation in denim, even among the pairs above. Here are a few things to keep in mind when hunting for your perfect pair.

Weight: Serious denim enthusiasts tend to favor traditional heavyweight fabric—typically 14 ounces or more. Many modern jeans, though, especially those blended with stretch materials, are lighter and better suited for year-round wear.

Fit: If you’ve got larger thighs or calves, look for a relaxed fit to keep the silhouette from looking too tight below the knee. Guys with athletic builds may prefer a tapered fit—wider at the top, narrower through the leg. For a classic look, we like a straight-leg jean that toes the line between slim and loose. In the end, it all comes down to personal preference—whatever feels and looks best to you.

Wash: Jeans are a wardrobe staple for a reason—but not every pair is suitable for every occasion. For the office or dressier nights out, a streamlined dark wash is the move.

Material: All of the jeans above are made from cotton, though some pairs include a bit of spandex for extra give. We’re not huge fans of stretch, but plenty of guys appreciate the added comfort,

Frequently Asked Questions

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What’s the difference between cheap and expensive jeans?

The difference boils down to construction and quality of materials. Premium jeans typically use higher-grade cotton—often long-staple and woven on selvedge looms—resulting in a heavier, more durable fabric that molds to your body and fades uniquely over time. Cheaper jeans, on the other hand, often rely on lower-quality cotton blended with synthetics like polyester or elastane to add softness and stretch. That mix can make them more comfortable out of the box, but also more likely to lose their shape and wear out faster.

Do cheap jeans last?

Cheap jeans rarely offer the same longevity, largely due to cost-cutting in production. Thinner cotton and high-stretch fibers are less resistant to friction—especially in high-stress areas like the inner thigh and knees. That said, classics like Wrangler and Carhartt still make exceptionally durable jeans for under $100.

How can I find quality affordable jeans?

Finding good denim on a budget requires careful inspection. Start by checking the fabric: look for at least 98 percent cotton and no more than 2 percent elastane or spandex, since too much stretch means less durability. Next, examine the pockets and seams—double stitching with thick thread is a good sign of quality. If the seams look flimsy or you hear threads pulling when you stretch the fabric slightly, skip them. And finally, steer clear of heavily pre-washed styles, since those treatments can weaken the fabric before you even wear them.

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