15 Perfect Shoes to Wear with Shorts: A Summer Style Guide

When you’re rocking shorts, the right shoes can make or break your outfit. You’ve got a style in mind, but which shoes will bring it to life? From laid-back to dressy, there are countless options to choose from.

You might be thinking of classic sneakers, like Converse Chuck Taylor or Adidas Superstar, for a sporty vibe. Or perhaps you’re looking for something more polished, like loafers or boat shoes. Whatever your style, there’s a perfect pair of shoes to match. But which ones will you choose?

In a Nutshell

• For casual summer outfits, opt for classic converse, slip-on Vans, or Birkenstocks that prioritize comfort without sacrificing style.
• Athleisure enthusiasts can pair shorts with Adidas Superstar or New Balance 574 for a sporty and stylish look.
• Dress up your shorts with loafers or Sperry Top-Sider for a sophisticated and preppy cool look.
• Espadrille wedges, mules, or Chelsea boots can add a trendy and edgy vibe to your shorts outfit.
• Boat shoes with nautical details can transport your look to a seaside state of mind, perfect for beach trips or casual outings.

Classic Converse Chuck Taylor

When slipping into shorts, you’re likely looking for a shoe that’s equal parts comfortable and stylish, and that’s where the Classic Converse Chuck Taylor comes in.

This iconic shoe has been a staple in many people’s wardrobes for decades, and its enduring popularity is a tribute to its timeless design.

With a rich Converse history dating back to 1917, the Chuck Taylor has undergone a significant evolution over the years, from its humble beginnings as a basketball shoe to its current status as a fashion icon.

Today, the Classic Converse Chuck Taylor is a versatile shoe that can be dressed up or down, making it perfect for casual outings, summer festivals, or even just lounging around on the weekends.

Its breathable canvas upper and cushioned insole guarantee that your feet stay comfortable all day long, while its sleek design makes it easy to pair with a variety of shorts styles.

Whether you’re going for a classic look or something more bold, the Chuck Taylor is a reliable choice that’s sure to keep you looking and feeling great.

Slip-On Vans for Casual Days

Slipping into your favorite shorts and heading out for a casual day calls for a shoe that’s equally laid-back, and that’s where Slip-On Vans come in.

You’re not trying to make a bold fashion statement, but you still want to look put-together without putting in too much effort.

Slip-On Vans are the perfect solution, adding a touch of California cool to your summer outfits.

• You’re strolling through the farmer’s market on a sunny Saturday morning, Vans slipping comfortably on your feet as you snag fresh produce and artisanal bread.
• You’re lounging in the park with friends, Slip-On Vans adding a laid-back vibe to your casual fashion ensemble.
• You’re running errands on a warm afternoon, Vans keeping your feet cool and comfortable as you dash from one task to the next.
• You’re grabbing brunch with friends, Slip-On Vans pairing perfectly with your shorts and a graphic tee for a relaxed, summery look.

With Slip-On Vans, you can’t go wrong.

They’re the ultimate casual companion for your summer outings, effortlessly elevating your look without trying too hard.

Boat Shoes for a Nautical Look

A dockside breeze carries the scent of saltwater and sunscreen as you step into your shorts, and you know exactly which shoes to pair them with: boat shoes.

The nautical details on these shoes will transport you to a seaside state of mind. From the laces to the stitching, every element screams “coastal cool.”

Boat shoe trends have come a long way, and now you can find styles that range from sleek and sophisticated to rugged and laid-back.

Whether you’re heading to the beach or just running errands, boat shoes will add a touch of sophistication to your shorts. Pair them with light-washed denim shorts for a classic look or with bold, bright shorts for a more playful vibe.

The key is to keep the rest of your outfit simple and let the shoes be the star of the show. With boat shoes, you’ll be rocking a nautical look that’s both stylish and effortless.

Adidas Superstar for Sporty Style

You’re looking for a shoe that screams sporty style, and Adidas Superstar is the answer.

This iconic sneaker has been a staple in street fashion for decades, and its popularity shows no signs of slowing down.

With its sleek design, rubber shell toe, and comfortable fit, it’s no wonder why celebrities like Kanye West and Pharrell Williams often sport them.

Here’s what comes to mind when you slip on a pair of Adidas Superstars:

• You’re walking down a trendy street in SoHo, surrounded by hipster cafes and vintage shops.
• You’re courtside at a basketball game, cheering on your favorite team with the likes of David Beckham and Jay-Z.
• You’re strutting down the sidewalk, turning heads with your bold fashion statement.
• You’re lounging in your backyard, enjoying a casual summer afternoon with friends and family.

With Adidas Superstar, you’ll be making a statement that’s both stylish and athletic.

Pair them with your favorite shorts and get ready to turn up the heat this summer!

Loafers for a Dressy Touch

Swap your sneakers for something sleeker – loafers are the answer when you want to elevate your shorts game.

You’ll instantly look polished and put-together, making them perfect for formal occasions or a dressy outfit. Whether you’re attending a summer wedding or a fancy brunch, loafers will add a level of sophistication to your overall look.

Opt for a sleek leather or suede pair in a neutral color like black, brown, or tan to guarantee they complement your shorts.

Loafers are also incredibly versatile, so you can dress them up or down depending on the occasion.

Pair them with a button-down shirt and blazer for a more formal look, or keep things casual with a simple white tee and a pair of patterned shorts.

The key is to balance out the volume of the shorts with a more streamlined shoe.

With loafers, you’ll be able to create a stylish, dressy outfit that’s perfect for any occasion.

Espadrille Wedges for Summer Vibes

Summer’s warmth calls for a shoe that embodies its carefree spirit, and espadrille wedges fit the bill.

You’ll feel like a Mediterranean local strolling through the streets of Barcelona or Saint-Tropez, where espadrille sandals have been a staple for centuries.

Espadrille history dates back to the 14th century, and its classic design has been updated with modern twists, making it perfect for your summer shorts.

Imagine yourself wearing espadrille wedges in these scenarios:

• Walking along the beach, feeling the warm sand between your toes and the ocean breeze in your hair.
• Exploring a local market, browsing through colorful stalls and sipping on a revitalizing drink.
• Enjoying a picnic in the park, surrounded by lush greenery and good company.
• Dancing the night away at an outdoor concert, feeling carefree and alive.

Espadrille wedges are the epitome of summer sandals, evoking a sense of freedom and joy.

Pair them with your favorite shorts, and you’ll be ready to take on the sun-kissed season in style.

New Balance 574 for Athleisure

Athleisure enthusiasts, rejoice! You’ve found your perfect match in the New Balance 574.

This iconic sneaker embodies the essence of Athleisure fashion, effortlessly blending style and comfort. With its sleek design, the 574 is a versatile option that complements shorts perfectly.

You’ll appreciate the New Balance features that make this shoe stand out.

The ENCAP midsole technology provides superior support and cushioning, ensuring your feet stay happy all day.

The breathable upper mesh keeps your feet cool, even on the hottest summer days.

Plus, the durable outsole guarantees traction and stability.

For Athleisure fashion, the 574 is a game-changer.

Pair it with distressed denim shorts for a relaxed, weekend look or with athletic shorts for a more sporty vibe.

The classic silhouette and neutral color palette make it easy to mix and match with your existing wardrobe.

Whether you’re running errands or grabbing brunch with friends, the New Balance 574 is the perfect choice to elevate your Athleisure style.

Sperry Top-Sider for Preppy Cool

Step up your shorts game with Sperry Top-Sider, the ultimate go-to for preppy cool.

You can’t go wrong with this classic brand that exudes effortless style and sophistication.

Perfect for summer outfits, Sperry Top-Sider shoes are a staple in preppy fashion.

Imagine yourself strolling through the park or lounging by the beach with:

• A pair of crisp white shorts and a pastel-colored polo shirt
• A lightweight linen shirt and distressed denim shorts
• A nautical-themed ensemble complete with a navy blazer and white shorts
• A classic striped tee and khaki shorts for a laid-back vibe

Sperry Top-Sider’s sleek designs and high-quality materials will elevate your shorts game, making you look and feel like a million bucks.

With their iconic boat shoes, loafers, or sneakers, you’ll be the epitome of preppy cool.

Birkenstock Gizeh for Comfort

You’ve mastered the preppy cool vibe with Sperry Top-Sider, but now it’s time to shift your focus to comfort without sacrificing style.

Birkenstock’s Gizeh is the perfect solution, offering a relaxed, laid-back look that’s both stylish and comfortable. With a rich history dating back to 1990, the Gizeh has become a staple in many people’s wardrobes.

The contoured footbed and soft suede upper provide exceptional comfort features, ensuring your feet stay happy all day long.

The single strap and adjustable buckle allow for a customizable fit, while the cork and latex footbed absorbs shock and distributes weight evenly. Whether you’re running errands, hiking, or just lounging around, the Gizeh has got you covered.

Pair them with your favorite shorts and a casual top for a look that’s effortlessly cool. You’ll be glad you made the switch to comfort without compromising on style.

Chelsea Boots for Edgy Style

Five ways to elevate your shorts game exist, and one of them is by pairing them with Chelsea boots for an edgy style.

This unexpected combination will set you apart from the crowd and create a bold, fashion-forward look.

• Imagine the rough, rugged texture of Chelsea boots contrasting with the lightweight, airy feel of your shorts.
• Picture the sleek, streamlined silhouette of the boots elongating your legs and balancing out the volume of your shorts.
• Envision the ankle details of the boots adding a touch of sophistication to your overall outfit.
• Visualize the edgy outfits you can create by pairing black Chelsea boots with distressed denim shorts or patterned shorts.

Slip-On Sneakers for Easy Wear

Several stylish options exist to elevate your shorts game, and one of them is pairing them with slip-on sneakers for a laid-back, easy-wear vibe.

You can’t go wrong with this combo, especially during the summer months when comfort is key. Slip-on sneakers are a summer staple, perfect for hot days when you want to keep your feet cool and relaxed.

They’re also a great travel essential, as they’re easy to slip on and off at airport security or when you’re on-the-go.

When choosing the right slip-on sneakers to wear with your shorts, opt for neutral colors like white, beige, or navy that will complement your shorts without drawing attention away from them.

You can also experiment with bold colors or statement sneakers if you want to add some personality to your outfit.

Either way, slip-on sneakers are a versatile and practical choice that will keep you looking and feeling great all summer long.

Mules for a Trendy Look

Since slip-on sneakers provide a more laid-back vibe, mules offer a trendy alternative to elevate your shorts game.

You can instantly upgrade your fashion quotient with a pair of stylish mules that add a touch of sophistication to your trendy outfits.

• Imagine strolling down the street in a pair of sleek, black mules that complement your distressed denim shorts and a crisp white shirt.
• Picture yourself wearing a pair of bold, bright mules that add a pop of color to your neutral-toned shorts and a graphic tee.
• Envision pairing your favorite plaid shorts with a pair of rugged, brown mules that add a laid-back yet stylish touch.
• Visualize wearing a pair of sleek, metallic mules that elevate your all-black shorts and top combo to a whole new level of chic.

Mules fashion is all about making a statement, and with the right pair, you can create trendy outfits that are sure to turn heads.

TOMS Deck Shoes for Laid-Back

With the warm weather in full swing, TOMS deck shoes are the perfect addition to your shorts wardrobe, exuding a laid-back vibe that’s hard to resist.

You’ll instantly elevate your summer style with these effortless shoes that scream Deck Chic. The comfortable design and breathable materials make them ideal for long days outdoors.

Pair them with your favorite shorts, a graphic tee, and you’re ready for a casual afternoon with friends or a stroll along the beach.

TOMS deck shoes are versatile enough to dress up or down, making them perfect for everything from backyard BBQs to summer concerts.

The Summer Soles are lightweight, easy to slip on and off, and come in a range of colors to match your personal style.

Whether you’re running errands or lounging by the pool, these deck shoes will keep your feet cool and comfortable all day long.

With TOMS, you’ll be rocking the laid-back look without sacrificing style or comfort.

Air Jordan for Basketball Chic

Every summer, a select few shoes earn the right to be called iconic, and Air Jordan sneakers are unquestionably one of them.

You mightn’t be a pro basketball player, but that doesn’t mean you can’t channel the style and swagger of the court.

With a rich Jordan history, these shoes have become a staple in basketball fashion, and for good reason.

They’re sleek, they’re stylish, and they’re undeniably cool.

When you slip on a pair of Air Jordans, you’ll feel like you’re part of an exclusive club.

Imagine:

• The smooth, supple leather hugging your feet as you walk
• The bold, bright colors turning heads on the sidewalk
• The iconic “Jumpman” logo gleaming in the sunlight
• The confident, athletic vibe that comes with wearing a piece of basketball history

You don’t have to be a baller to wear Air Jordans, but you do have to be willing to own the style.

Teva Sandals for Outdoor Adventures

Step into the great outdoors with Teva sandals, the ultimate companion for your summer escapades.

You’ll be ready to take on river hiking and trail blazing adventures with confidence. Teva’s rugged designs and contoured footbeds provide superior support and comfort, allowing you to focus on the journey ahead.

Whether you’re traversing rocky terrain or wading through streams, Teva’s grippy soles will keep your feet firmly planted.

For a stylish and functional look, pair your Teva sandals with shorts in earthy tones like olive green or khaki.

The combination is perfect for a day spent exploring the wilderness or a casual afternoon at the lake. Plus, Teva’s quick-drying materials guarantee your sandals will be ready for the next adventure, whenever it may be.

Frequently Asked Questions

Can I Wear Shoes With Socks and Shorts in the Summer?

You can totally rock shoes with socks and shorts in the summer – it’s all about embracing those laid-back summer vibes! Pull off this street style staple by balancing bold socks with neutral shorts and sneakers for a chic, on-trend look.

Are Sandals Considered Shoes When Pairing With Shorts?

You’re wondering if sandals count as shoes, and the answer is yes! Embrace beachy vibes with ankle straps, and you’ll be rocking a stylish, laid-back look that’s perfect for summer adventures.

Do Boat Shoes Only Go With Nautical-Themed Shorts?

You don’t have to limit boat shoes to nautical-themed shorts; they’re perfect for embracing summer vibes with any light, preppy styles. Pair them with pastel shorts for a chic, effortless look that screams ‘I’m a stylish insider’!

Can I Wear Dress Shoes With Shorts for a Formal Event?

You’re wondering if you can break fashion rules by pairing dress shoes with shorts for a formal event. While it’s not traditional, you can pull it off if the dress code allows for exceptions and you style it impeccably.

Are Sneakers Only for Athletic or Casual Shorts Outfits?

You’re wondering if sneakers are only for athletic or casual vibes, right? Nope! Fashion sneakers have evolved, and you can rock them with streetwear styles, even dressing up or down, making them a versatile, fashion-forward choice.

Conclusion

You’ve got the perfect shorts, now it’s time to step up your shoe game! With these 15 styles, you can go from casual to chic, sporty to sophisticated. Whether you’re dressing up or dressing down, there’s a pair that’ll complete your look. So, slip on, lace up, or buckle up – and get ready to take your shorts to the next level!