Denim shorts have been a wardrobe staple for decades, evolving from Daisy Duke’s iconic cut-offs to today’s trendy high-waisted mom shorts. But finding the perfect pair? There’s nothing short about that mission. 

I’ll admit, I’ve long been skeptical of denim shorts. They never seemed comfortable or flattering to me, and I often opted for poplin shorts or full-length jeans instead. But recognizing their enduring popularity and versatility, I decided to give them another chance. After scouring the internet for the best denim shorts, I’ve had a change of heart. Spoiler alert: the perfect pair has completely transformed my opinion.

Join us as we unpack just what constitutes the perfect pair of denim shorts—because let’s face it, when you find “the one,” it’s like slipping into a second skin that makes you feel confident, comfortable, and utterly chic.

What to Consider When Finding the Best Denim Shorts

Finding the best denim shorts is a personal journey. As with any type of clothing, these are not one-size-fits-all. The denim shorts that your best friend raves about might not be right for you, and vice-versa. Don’t be afraid to try on multiple styles and trust your instincts. When you find the right pair, you’ll know—but here are some factors to consider when shopping. 

• Length Options. From micro-shorts to Bermudas, the length of your shorts can dramatically change your look. Consider where you’ll be wearing denim shorts and what you feel most comfortable in.
• Rise. The rise of your shorts—low, mid, or high—can make a big difference in both comfort and style. A higher rise tends to be more flattering and versatile, while a low rise can be more relaxed and comfortable.
• Wash and Color. While classic blue denim is always a go-to, don’t be afraid to experiment with different washes and colors. A crisp white pair can be the perfect complement to a summer tan, while black denim shorts offer edgy versatility.
• Distressing and Details. From subtle fading to rips and tears, the level of distressing on your shorts can take them from polished to lived-in. Consider your personal style and where you’ll wear them when deciding on the amount of distressing.
• Comfort and Flexibility. The best pair of shorts are the ones you’ll want to wear. Look for a comfortable waistband that doesn’t dig in and consider stretch denim if you prioritize ease of movement.
• Price Range. While it’s tempting to go for the cheapest option, investing in a quality pair of denim shorts can pay off in the long run. They’ll last longer, fit better, and often become more comfortable with each wear.

The Best Denim Shorts, From Cut-Offs to Bermudas

After an extensive search involving numerous online orders and countless trips to the mall, I’ve curated a comprehensive list of the best denim shorts for women. This carefully selected collection covers a wide range of styles, from timeless cut-offs to contemporary boyfriend fits. Each pair has been personally tested and evaluated for comfort, style, and versatility.

So, let’s dive into the ultimate guide to the best denim shorts available today. Whether you prefer a classic look or something more on-trend, I’m confident you’ll find your perfect pair.

When I close my eyes and envision what denim shorts should look and feel like, I picture these exact shorts from Citizens of Humanity. Sitting right at the waist with a slight a-line silhouette, the Marlow Vintage Short is the perfect pair to kick-off your denim short journey. The denim isn’t stretchy, but it’s by far the softest of the bunch and is made from 100% regenerative cotton. I ordered my true size and they fit like a glove. 

When researching the best denim shorts, I came across Abrand denim, and it might be my favorite brand discovery to date. I was pleasantly surprised by the fit and quality of these sub-$100 shorts, as in the past I’ve been burned by cheaper denim. With a classic fit, raw hem, and vintage blue wash, this is the perfect pair for anyone who’s still a bit skeptical of denim shorts. I sized up for a more relaxed fit. 

For all of us who appreciate a full coverage denim short, the Annabelle Long Vintage pair from Citizens of Humanity are everything. Though you can find them in just about any wash you could want, I ordered the “Amaretto” wash and am obsessed with the dark, vintage wash. Extremely comfortable and soft, these run true to size and have just the right amount of give. 

I’ve owned a pair of AGOLDE Parker denim shorts for years, and while they are still in great shape, I’ve been feeling like I’ve outgrown the short length. When I saw they offer the same style in a longer version, I immediately added the white colorway to cart. The loose-fitting, high-rise, vintage vibe is exactly what I’m looking for in the best denim shorts. Plus, AGOLDE runs a bit large, and it always feels great to order my smaller denim size, IYKYK!

If there was a category for most surprising denim shorts, this boyfriend pair from Reformation would take the gold. The second I tried these shorts on, I immediately fell in love with the flattering, effortless look, but was sold on the top-tier comfort. I sized up thinking that I’d need more room throughout the leg, but wish I got my true size instead—they’re naturally baggy! Although less versatile than classic denim shorts, I think these might be my favorite pair that I tried.

Statement pieces are rarely affordable, but these Source Unknown shorts are without a doubt both. Almost a cross between a skirt and shorts, these flared, A-line denim shorts are the perfect pair to style up and get creative with. Girly girls everywhere need these in their closets because I’ve never felt cuter. These are on preorder in most colors, but I guarantee they are worth the wait. 

When ordering denim online, I always recommend sticking with brands that you know you can trust for fit and quality. If you’re looking for classic, distressed cut-offs that elongate your legs, look no further than these Levi’s 501 shorts. They’re on the shorter side, but I appreciate that the back has no distressing, providing ample coverage. These have a mid-rise fit and run a bit small. I sized up for some extra room and length, and they ended up fitting just right. 

Bermuda shorts tend to polarize opinions, and these Rolla’s shorts have transitioned me from a hater to a lover. The super high-rise with the super loose leg creates the most flattering shape on my body and definitely looks high fashion. While I loved them styled with a tight tank and ballet flats, I think these shorts would look adorable dressed up with a heel. I recommend ordering your true size or smaller to maintain that snatched-waist look.

More Denim Shorts You’ll Love

Madewell Denim Emmett Short: Patch Pocket Edition

Perhaps the classiest denim shorts I’ve ever seen, these fitted A-line shorts have a high rise with front patch pockets. Even paired with a simple white t-shirt, these dark wash denim shorts are a stand-out.

Gap 4″ Low Rise Stride Denim Shorts

Low-rise and loose, these affordable denim shorts are an excellent choice for those that put comfort first. Like all of the best denim shorts, these just get better with wear.