Let’s be honest: jorts (yes, jean shorts) are one of the most misunderstood pieces in the fashion universe. They’ve been called everything from a dad staple to a DIY disaster—but when styled right, they’re actually kind of… iconic. The secret? It’s all in the shoes.
The wrong pair will send your outfit straight into “just ran out for paper towels” territory, while the right ones? They can make jorts look cool, current, and surprisingly chic. Whether you’re working with cut-offs or structured denim bermudas, here are 5 shoes that elevate the look—and 3 that drag it down fast.
1. Pointed-Toe Mules

First and foremost, pointed-toe mules add an unexpected twist to the jort ensemble, infusing a sophisticated flair. The pointed design contrasts beautifully with the rugged texture of jorts, creating a harmonious balance.
Whether in kitten heel or flat, these backless beauties offer a polished touch. Ideal for denim bermudas or longer jorts, they pair wonderfully with a button-up or a cozy sweater. Embrace the contrast and let the mules redefine your casual edge.
2. Flat Sandals or Flip-Flops

Flat sandals and flip-flops bring a whisper of elegance to the laid-back world of jorts. These barely-there shoes soften the rugged masculinity, adding a breezy, vacation-ready feel. Minimalist yet impactful, they work wonders with distressed or light-wash jorts.
Pair them with a simple tank top and oversized sunnies to capture that model-off-duty essence. The sandals effortlessly transform casual into chic, ensuring your jorts never look lazy.
3. Sleek Loafers

Sleek loafers offer a fashion-forward surprise to the jort repertoire. With their glossy finish or heeled design, they elevate the look beyond mere casualness. These shoes make jorts appear as a deliberate, stylish choice rather than an afterthought.
Raw hem or structured jorts find new life when paired with loafers, a boxy tee, and a chic crossbody bag. Let your socks peek through or not—the choice is yours.
4. Ballet Flats

You truly can’t go wrong with everyone’s favorite comfort shoe! Ballet flats breathe nostalgia into the jort equation, lending a cohesive and intentional flair. Think pointed-toe flats or even Mary Jane flats; these classics anchor the jorts without clashing.
They evoke a sense of curated style, perfect for mid-thigh jorts. Add tube socks and a bomber jacket or cropped hoodie, and you’ve mastered the art of retro chic. Let the ballet flats transport your look back in time, where vintage meets modern.
5. Heeled Strappy Sandals

Heeled strappy sandals offer the perfect lift to elevate your jorts game. With their minimalist heels, they elongate the legs and refine the silhouette.
These sandals bring an effortless charm without being overly serious. Best paired with dark-wash jorts and a tucked-in blouse or minimal bodysuit, they create a streamlined, elegant appearance. Let the strappy heels redefine your style with a touch of urban sophistication.
6. Running Shoes

On the other hand, running shoes will ruin the vibe you’re going for. Running shoes, in their true athletic form, clash with the jort’s casual vibe. They can make the outfit appear like an unfinished errand run.
While normcore or gorpcore followers might embrace this blend, for most, it disrupts the outfit’s harmony. Unless you’re fully leaning into those styles, running shoes with jorts can be a fashion misstep. Consider the context and your fashion intent before opting for this combo.
7. Flip-Flops

Flip-flops and jorts might seem like a natural summer pair, but they often fall short in style. Too casual and flat, they lack the chic minimalism needed to elevate jorts. Unless you opt for designer versions, flip-flops tend to make the outfit feel accidental.
For a day at the beach, they might suffice, but for a stylish outing, they’re best left at home. Flip-flops with jorts call for a reevaluation of your style priorities.
8. Over-the-Knee Boots

Over-the-knee boots with jorts present a proportion conundrum, often shortening the leg line with too much bulk. Though it might work on a runway in Copenhagen, the look is tricky to pull off in everyday settings.
The combination can overwhelm the jorts’ relaxed nature, leading to a visual imbalance. If you’re adventurous, you might experiment with this bold pairing, but it’s a choice best approached with caution.