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The Only Shoe Pairing Guide You Need for Cargo Pants (Men & Women)

The Only Shoe Pairing Guide You Need for Cargo Pants (Men & Women)

Cargo pants are back—again—and at this point, we’re not even surprised. Season after season, they return with a fresh twist, proving they’re more than just a fleeting trend. But with their utilitarian vibe, one question remains: what shoes go with cargo pants?

No longer just “dad trousers” or Hailey Bieber’s off-duty go-to, cargo pants have evolved into a streetwear staple for both men and women. While the classic combo of a white tee and sneakers works, there’s a world of styling possibilities beyond the basics.

Whether you’re rocking a baggy, structured, or tapered fit, we’re here to break down the best shoes to pair with cargo pants—so you can embrace the trend without looking like a fashion cliché.

1. Sneakers

Sneakers might be the easiest answer to your question, but there’s nothing wrong with that.

When you’re searching for something simple and subdued to wear with your cargo pants, throw on your favorite white sneakers and a graphic tee and own up to the fact you’re wearing one of the most basic, boring outfits out there. Who doesn’t love basics?!

On the other hand, you can switch things up by wearing statement, pop-of-color type of sneakers. Sure, that might sound scary at first, but when you throw on a few accessories and accents to tie the entire ensemble together, you’re going to notice how much more polished and put-together you appear.

Some of our favorite sneakers at the moment are Wales Bonner x Adidas Samba “Cream Green” sneakers, Tom Sachs x Nike general-purpose shoes, and Adidas Gazelle sneakers, but you can pretty much go with whatever floats your boat.

2. Converse

“Aren’t Converse… Sneakers?”

Sure, but Converse deserves an entire paragraph discussing how fashion-forward and on-trend they are. Whether we’re talking about boys or girls, Converse sneakers have been stealing the spotlight for quite some time, which means we have to add them to our “shoes to wear with cargo pants” discussion.

Combine your Converse with tailored cargo trousers (yes, those do exist) and a button-down for a workwear-appropriate outfit. Or, wear them with darker cargo trousers or denim cargo trousers, graphic tees, and statement jackets for a “next-door neighbor” moment.

Of course, you can’t go wrong with any style of Converse but we suggest going for Converse Chuck Taylor All-Star high-top sneakers or Converse x Rick Owens DRKSHDW “DRKSTAR” Chuck 70 sneakers.

3. Chunky, combat boots

We’re down to experiment with the “chunky trend,” and what better way to do that than to combine chunky, combat boots with even chunkier cargo trousers?

Pockets-on-pockets worn with the biggest, baddest military-inspired bovver boots promise to turn heads wherever you go, which attests to the fact that chunky, combat boots are the best shoes to wear with cargo pants.

Now, you can get chunky boots pretty much everywhere these days. But, we’ve seen some of our favorites made by Prada, Bottega Veneta, and Valentino. Or you can always go for classic Dr. Martens. Breaking the bank never seemed as easy as right now, right?

4. Slip-on shoes

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Source: Amazon

We decided to end the discussion of the best men’s shoes to wear with cargo pants with one of the season’s most surprising hot takes, slip-on shoes. Now, slip-on shoes have been around for quite some time, but they seemed to have gained traction over the past couple of months.

With Nick Jonas and Zac Efron rocking Vans or Bradley Cooper and Brad Pitt sporting Acne Studios slip-on sneakers, we can’t help but notice you could probably rock them with cargo trousers, too.

Wear them with sportier pieces (sweatshirts, tees, and hoodies) for running errands or patterned button-downs and leather accents for grabbing lunch.

We adore the Acne Studios “Ballow” tumbled slip-on sneakers and Vans classic checkerboard slip-on sneakers, but you can go with whichever style works for you.

5. Flip Flops

Toes in the sand and pants rolled up, flip flops with cargo pants embody that laid-back beach vibe. Whether you’re strolling along the shore or just feeling like you’re on vacation, this pairing is all about comfort.

While flip flops may not be everyone’s first choice, their casual nature pairs surprisingly well with cargo pants, offering a breezy, effortless charm.

Opt for quality flip flops with solid straps and cushioned soles to avoid discomfort during long walks. This combination is perfect for sunny days and impromptu beach outings. It’s a nod to the carefree spirit without sacrificing style.

6. Loafers

Elegance meets functionality with loafers and cargo pants. Picture yourself heading to a casual meeting or a lunch date; loafers add a dash of sophistication. The sleek design of loafers contrasts beautifully with the rugged cargo design, creating a balanced look.

Choose loafers in a neutral shade, like brown or black, to maintain versatility. This pairing transforms cargo pants into suitable attire for semi-formal settings.

Remember to keep your loafers polished and your cargo pants crisp for maximum effect. This combination works well for those who appreciate style and comfort in equal measure.

7. Slip-On Sandals

Slip-on sandals offer a perfect blend of relaxation and style with cargo pants. Whether you’re lazing around in a sunny garden or running quick errands, this pairing promises ease.

The open design of slip-on sandals complements the airy feel of cargo pants, making them a go-to for warm weather. Opt for sandals in earthy tones to harmonize with the natural vibe of cargos.

Ensure the sandals provide good arch support to keep them practical for extended wear. This combination is ideal for those relaxed days when you want to be both comfortable and stylish.

8. Chelsea Boots

Step up your cargo pants game with Chelsea boots. These boots are synonymous with style, offering a sleek silhouette that contrasts with the bulkiness of cargo pants. Ideal for evenings out or a smart-casual event.

The elastic side panels and ankle-hugging fit provide comfort, while the polished finish adds a touch of elegance. Choose a dark color to maintain a cohesive look.

Pairing Chelsea boots with cargo pants is for those who value fashion-forward thinking. This duo easily transitions from day to night, ensuring you’re ready for anything the day throws your way.

5. Boat Shoes

Sail smoothly into style with boat shoes and cargo pants. Perfect for a seaside adventure or a casual day out, this pairing exudes a nautical charm.

Boat shoes, with their non-slip soles and water-resistant features, are both practical and stylish. The traditional design works effortlessly with the utilitarian charm of cargo pants.

Opt for classic colors like navy and brown to keep the look timeless. This combination is ideal for those who appreciate a balance of comfort and style, making it a favorite for weekend outings or coastal escapes.

9. Chunky Sneakers

Embrace the bold with chunky sneakers and cargo pants. This pairing is all about making a statement, perfect for those who love to stay on trend.

The exaggerated design of chunky sneakers complements the ruggedness of cargo pants, offering a streetwear vibe that’s hard to ignore. Bright colors or patterns can add an extra pop to the ensemble.

Ideal for city walks or casual hangouts, this combination provides comfort without compromising on style. It’s for fashion enthusiasts who aren’t afraid to stand out in a crowd.

10. Derby Shoes

Elevate your cargo pants with Derby shoes, merging casual and formal seamlessly. This pairing is perfect for gallery visits or stylish dinners.

Derby shoes, with their sleek and polished design, provide an elegant touch that balances the utilitarian nature of cargo pants. Choose leather finishes for an added touch of luxury.

This combination is best suited for those who enjoy refined fashion with a twist. It demonstrates that cargo pants can be both relaxed and sophisticated, adapting to various settings and occasions effortlessly.

11. Sneakers

Argh, the moment we saw Hailey Bieber sporting olive Jaded London cargo trousers with white Adidas Samba sneakers, we knew we had to start with them. Sneakers, as you might have guessed from the boy’s section of the article, are one of the best shoes to wear with cargo pants.

Sneakers are comfortable, fashion-forward, and easy to style with pretty much everything you own, which makes them a wardrobe must-have year-round.

Apart from Hailey’s Adidas sneakers, we suggest you get anything from Tod’s slip-on sneakers and Reebok classic leather 1983 vintage shoes to New Balance XC-72 sneakers and Converse High-Top Chuck Taylor All-Star sneakers.

Whichever sneaker you decide to go with, wear them with baby tees, regular tees, graphic tees, and pretty much every type of tee out there for Hailey’s signature style.

12. Loafers

Now, we know we’ve talked your ears off with Hailey Bieber. But, she’s not the only celebrity that’s been spotted styling lug-sole loafers with cargo trousers.

Also, loafers have been quite a fashion-forward statement for the past few seasons, with chunky silhouettes, souped-up platforms, eye-catching embellishments, metal-worked adornments, and unexpected hues stealing the spotlight.

Whether you’re searching for something to wear to the office, to a restaurant when grabbing brunch with your girlfriends, or on a date, nothing is stopping you from checking out some of the most talked about loafers – Gucci horse-bit loafers, Prada Monolith platforms, or Tod’s always-sophisticated flats.

While you might not think to wear these two together, the chunkier silhouettes work wonders with some of the more simple, subdued cargo styles.

13. Chunky, combat boots

And, while we’re talking about the chunkiness on the bottom combined with pockets-on-pockets on cargo trousers, we have to talk about chunky, combat boots. Don’t think anyone’s surprised that we’re suggesting styling cargo pants with combat boots because that’s exactly what we suggested to guys, too.

Combat boots are a surefire way to stay comfortable and stay on-trend at the same time. Sneakers and lug-sole loafers work great for warmer weather, but you need something more hardwearing, supportive, and protective for the winter.

Dr. Martens, for example, might be one of the best ways to add some edge to an outfit without turning to leather accents and accessories. Prada offers a similar style for those of you chasing that designer background, and Steve Madden carries a knee-high version.

14. Stilettos

If there’s anything the Kardashians have thought us, we would have to go with “you can wear stilettos with everything.” We’ve seen them wearing the highest of heels with sweats, biker shorts, and full-blown bodysuits.

We’re obsessed with the thought of styling cargo pants with stilettos. We’ve already seen Kim do the same, and we don’t see why you wouldn’t experiment with fashion-forward, loose-fitting cargo trousers and stiletto booties or pointed-toe pumps.

Whatever your style preferences might be, nothing is stopping you from giving the trend a go and checking whether that’s something you would want to wear daily. These Steve Madden heels are a great starting point and we’re sure, they’ll make you fall in love with this trend.

15. Flip Flops

Who would have thought that the laid-back flip flop would make its way into the cargo pant pairing list? Yet here we are, embracing the ultimate relaxation vibe.

Picture yourself walking along the beach, toes in the sand, with a delightful pair of flip flops complementing your cargo pants. This might not be the most conventional choice, but it’s a wonderfully freeing experience.

For those sunny, carefree days, flip flops offer breathability and ease. They might not suit every occasion, but the casual charm they bring to cargo pants can’t be denied. It’s a daring choice, yet one that screams individuality and summer fun.

16. Heeled Ankle Boots

Let’s talk sophistication! Heeled ankle boots are here to transform your cargo pants into an ensemble fit for a night out. The contrast between the ruggedness of the pants and the elegance of the boots creates an intriguing visual harmony.

These boots offer a polished look that’s both modern and timeless, perfect for city adventures or evening gatherings. With just the right heel height, you achieve an elevated stature without sacrificing comfort.

It’s about blending utility with style. Go ahead, take your cargo pants to the next level with a pair of heeled ankle boots that add a touch of chic to your step.

17. Mules

Mules bring a touch of elegance and ease to the cargo pant scene, redefining casual chic. Slip them on for a quick coffee run or a laid-back brunch with friends. Their backless design offers effortless convenience without compromising on style.

Think of mules as the sophisticated cousin to more casual shoe choices. With a variety of designs, from minimalistic to embellished, they offer versatility aplenty.

Pair them with your cargo pants, and you’ll find a harmonious balance between smart and casual. Embrace the ease of mules, where comfort meets fashion in a beautifully understated way.

18. Chelsea Boots

Ah, Chelsea boots, the quintessential footwear that never goes out of style. With their sleek design and elastic side panels, they provide a perfect fit for any cargo pant outfit. Ideal for autumn strolls or casual city outings, Chelsea boots add a touch of refinement.

Their versatility is unmatched, seamlessly transitioning from day to night. Whether you’re exploring new locales or simply enjoying a walk in the park, Chelsea boots lend an air of sophistication.

The combination of practicality and elegance ensures that these boots remain a timeless favorite. Embrace the classic and elevate your cargo pants with Chelsea boots.

19. Converse

Converse and cargo pants—a pairing that echoes timeless youthfulness. Known for their iconic design, Converse sneakers are a staple casual.

Whether you’re capturing the essence of street style or embracing a youthful vibe, these sneakers are here for it. Perfect for a day at the skate park or a casual hangout, their comfort and style go hand in hand.

With a rainbow of colors to choose from, you can personalize your look to match your mood. Converse bring a playful energy to any cargo pant ensemble, maintaining a cool and classic edge that never fades away.

20. Sandals

Perfect for those sun-drenched days, sandals offer a breezy alternative for pairing with cargo pants. Their open design allows your feet to breathe while adding a touch of elegance to your casual wear.

Consider leather sandals for a more refined look or opt for colorful patterns to express your individuality. Ideal for garden parties or casual outdoor gatherings, sandals provide a reliable mix of comfort and style.

They’re not just a summer staple; they’re a statement. Embrace the warmth and freedom that sandals bring, making them an essential part of your cargo pants ensemble.