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It’s not very often you find an elegant pair of shoes that are equally as comfortable to wear. Why suffer through blisters and burns when you can throw on a pair of the most comfortable casual shoes for men?
There are so many different types of shoes out there–some are comfortable and some aren’t. Not pointing any fingers, but formal shoes are generally less comfortable than casual shoes. That’s not to say there aren’t comfortable dress shoes out there, but nothing can beat the cozy feeling of a casual pair of sneakers.
Beyond just comfort, there are plenty of other inherent benefits you could experience when opting to wear something casual. Within this list, we’ll be exploring some of the most comfortable shoes you can pick up right now. Whether you’re looking for something luxurious or something that fits within your budget, you can find it here. So, why don’t we take a look at some of the most comfortable casual shoes for men?
While putting together this list, I diligently searched through plenty of casual, comfortable shoes on the market. In the end, I settled on these 10 picks because I feel each of them brings something unique to the table. The New Balance Men’s 608 V5 Cross Trainers are renowned for their classic, comfortable design. The Tropicfeel Canyon HDry Sneakers are another great choice, able to withstand some of the harshest elements.
Why they’re great: New Balance is a household name, especially regarding the topic of comfortable “dad shoes” as people like to call them. However, you don’t need to be a father to feel the cushioned comfort of the 608 V5 Cross Trainers. These sneakers feature a premium PU midsole insert which is bouncy and shock-absorbent. They’ve also become a go-to for men on the bigger side, available in a vast array of sizes.
How they feel: While these sneakers might be a bit clunky, they are undoubtedly one of the most comfortable men’s shoes on the market and are meant to be worn for extended periods of time.
Flaws but not dealbreakers: As previously mentioned, these sneakers are on the bulkier side. While they are marketed as cross trainers, they might be a bit cumbersome for some physical activities. These days, most people wear this type of sneaker in a casual setting when they will be doing a lot of walking.
Material: Leather | Sole Material: Rubber | Sizes: 6.5-19 (XX-Wide) | Colors Available: 13
Why they’re great: The Adidas Lite Racer sneakers are an instantly recognizable shoe and for good reason. Despite the inexpensive price point, these sneakers still include great features such as the cloudfoam midsole which is great for a whole day on your feet. They can also be slipped on in mere seconds and slipped off just as fast for those who like to live an efficient lifestyle.
How they feel: The soft polyester construction makes these feel more like socks than a pair of sneakers, all while offering the support you need when walking.
Flaws but not dealbreakers: Unfortunately, that low price tag also means these shoes aren’t made with the highest quality materials. There are a few key areas where these shoes might break down first, with the outsole being the weakest link.
Material: Primegreen (Recycled Polyester) | Sole Material: Synthetic Rubber | Sizes: 6.5-14 | Colors Available: 32
Why they’re great: The linen of these Aurélien Bayside Sneakers makes them breathable and lightweight for warm weather. The supple suede accents add a touch of class and provide durability to key areas that typically wear out fast. Finally, the shock-absorbent ivory rubber outsoles will elegantly support your feet the moment you slip these sneakers on.
How they feel: These sneakers feature a calf lining and padded insoles which makes them both luxurious and comfortable.
Flaws but not dealbreakers: Being made primarily of linen and suede, these sneakers will not fare very well in rainy conditions. They’re built to be worn in nicer conditions that won’t put excess stress on your shoes.
Material: 100% Suede, Linen | Sole Material: Rubber | Sizes: 8-13 | Colors Available: 3
Why they’re great: The Canyon HDry Sneaker is Tropicfeel’s newest addition to its lineup, able to protect your feet from the elements while traveling. These sneakers feature a seamless HDry membrane which prevents water from penetrating the footbed even when partially submerged. The aggressive tread on the outsole gives you excellent traction while maneuvering on any kind of landscape. Lastly, the sprint laces make these sneakers a breeze to slip on and off while going through TSA.
How they feel: The soft-touch lining and ankle support pads make for a heavenly interior during your travels.
Flaws but not dealbreakers: One of the only obstacles facing these sneakers is that they run a bit large, but as long as you account for this, there shouldn’t be much of an issue finding the right size.
Material: 100% Recycled Polyester | Sole Material: Full Rubber | Sizes: 6-12.5 | Colors Available: 4
Why they’re great: The Low 1 is celebrated as some of the most comfortable shoes for men, marking its prominence as Oliver Cabell‘s premier sneaker. The buttery soft calfskin upper is exactly what you’d expect from a pair of leather sneakers crafted in Italy. The Low 1 is also available in a plethora of unique colorways and variations to match just about any style preference.
How they feel: These sneakers don’t offer as much cushioning as other options out there; however, the leather is supple and the insole is very supportive for a minimalistic leather sneaker.
Flaws but not dealbreakers: As with any quality piece of leather footwear, these sneakers require a break-in period before they will be truly comfortable for your feet.
Material: Full-grain Calfskin Leather | Sole Material: Premium Italian Rubber | Sizes: 5-13 | Colors Available: Over 80 Variations
Why they’re great: One of my personal favorites, the Vans Old Skool Shoes feature a simplistic, timeless design which makes them a great everyday pick. Since these sneakers were originally made for skating, you can give them a serious beating before even needing to consider a replacement. Beyond that, the Old Skool is available in a ton of colorways and wide sizes as well.
How they feel: While these sneakers don’t offer a ton of padding, they still manage to provide some effortless comfort. The flat design keeps your feet in a natural position and the wide toe box offers some extra room for your toes to move freely.
Flaws but not dealbreakers: These sneakers can be a bit stiff starting out, and they may even cause a blister or two. In my experience; however, they quickly loosen up and acclimate to your feet extremely well after the initial break-in period.
Material: Suede, Canvas | Sole Material: Rubber Waffle | Sizes: 6.5-17 | Colors Available: 32
Why they’re great: On has become one of the most prominent players in the athleticwear market, and this is epitomized in the Cloud X 3 AD Sneaker. The full-length SpeedBoard within this shoe provides all of the cushioning you need for high-impact movements. Reinforced areas ensure these sneakers can take a beating during workouts, while the ventilated mesh vamp provides plenty of airflow as well.
How they feel: These sneakers are highly cushioned and springy, which should give you more of a pep in your step when getting active.
Flaws but not dealbreakers: Like any other mesh sneaker, these ones aren’t able to keep water out at all. They may not be the best option for those who frequently exercise outside, but they’re great for someone who attends an indoor gym.
Material: Recycled Polyester | Sole Material: Rubber | Sizes: 7-14 | Colors Available: 4
Why they’re great: The Allbirds Tree Runners are some of the most comfortable, casual shoes you can find on the market. The cushioned midsole makes for a great pair of all-day walking shoes, regardless of the adventures that await you. Oh, and they’re also machine washable which essentially makes maintenance effortless, even if you end up in the mud.
How they feel: The carbon-neutral eucalyptus mesh upper is breathable while the ZQ merino wool lining makes them feel just like slippers on your feet.
Flaws but not dealbreakers: The biggest thing holding these sneakers back is the limited sizing options available. Tree Runner sizes only range from 8 to 14, with no half sizes. This has resulted in a few customer complaints about the shoes being too small or too large for them.
Material: Eucalyptus Fiber, ZQ Merino Wool | Sole Material: Rubber | Sizes: 8-14 | Colors Available: 16
Why they’re great: Sperry’s are back. You heard it here first (but most likely you knew this already, but I’m okay taking credit). This loafer-type shoe is a perfect business-casual shoe built for comfort. While classic loafers typically feature a stacked leather heel, this loafer relies on a rubber outsole, making it feel more like a sneaker.
How they feel: These shoes come in a full-grain or suede upper and are lined with sheepskin which is incredibly supple on your feet.
Flaws but not dealbreakers: The price of Sperry’s remains competitive, and the quality is certainly there. However, remember, as this pair of shoes is closer to ‘budget price’, they may not last for decades like other pairs on this list.
Material: Full-grain Leather, Rubber| Sole Material: Eva Rubber | Sizes: 5-16 | Colors Available: 34
Why they’re great: The proprietary SuperFabric in these high-top trainers is “practically indestructible” as the people at No Bull put it. These trainers have minimal rise which keeps your feet in an anatomically correct position while still offering support. The water-repellent coating ensures your feet always remain dry, and the reflective branding will keep you visible at night.
How they feel: Since these sneakers are meant to be worn during physical activity, they offer solid support, keeping your feet secure. The SuperFabric is soft and pliable while the anatomic insole should reduce strain on your feet.
Flaws but not dealbreakers: Being high-top sneakers, these might be a bit difficult to get on compared to shorter-cut shoes. While they may take a few more seconds to get on, you’ll benefit from some added ankle support and rigidity as a result.
Material: SuperFabric | Sole Material: High Carbon Rubber | Sizes: 8-18 | Colors Available: 5
The biggest factor that affects the comfort of any pair of shoes is the material they’re made from. The most comfortable shoes are typically made from mesh because of the increased breathability and flexibility you receive. You can also find incredibly comfortable leather shoes, especially in suede which is generally softer than full-grain leather. The materials used for the insoles and outsoles are also critical to comfort, so pay attention to the fine details before buying. A shoe will almost always be better quality when made with natural materials over synthetic ones.
The specific style you choose will also determine if it’s one of the most comfortable casual shoes for men. Since you’re going to be wearing these shoes casually, you can go for something that may not be as sleek as a dress shoe, but this usually offers increased comfort. Slimmer shoes, unfortunately, tend to lack padding while chunky shoes are padded by nature. If you want to feel like you’re walking on a cloud, opt for a shoe that has substantially more padding.
Shoe care is another consideration to look at when deciding on a casual pair of shoes. If you’re going to wear a casual, comfortable shoe, it’d preferably be easy to take care of as well. You want something low maintenance, able to be slipped on each day without a fret. Leather shoes typically require a lot more attention than mesh or knit shoes. Some shoes are even machine washable which is the ultimate goal when cleaning a pair of casual sneakers.
As a writer at FashionBeans, I’ve done my fair share of research into men’s attire and style trends. I’ve also been putting these principles into practice for over a decade, trying out different brands and determining what’s best. This is no more true than in the realm of comfortable, casual footwear. So, I made sure to include only the very best on this list, narrowing down dozens of options in the process. Hopefully, these recommendations will inform you of what to expect when searching for the most comfortable casual shoes for men.
In short, the most comfortable casual shoes for men are the New Balance Men’s 608 V5 Cross Trainers. With their premium comfort, these sneakers are sustainable for both the environment and your feet. The Tropicfeel Canyon HDry Sneakers are also a game changer for those who travel a lot–particularly to areas with unpredictable weather patterns.
These days, there are plenty of comfortable, casual shoes out there to choose from. It’s hard to pass up on some of the classics like Adidas, New Balance, and Vans. However, some of the new kids on the block (Allbirds, On, Tropicfeel, etc.) have begun to completely reimagine footwear comfort for the better.
Ryan is a writer, filmmaker, and all around content creator. Over the years, he has written screenplays, short stories, and nonfiction informational pieces. Ryan is currently working to build up his YouTube channel (@ryan-jamison) via creative video essays that combine his love of filmmaking and writing. He also *occasionally* posts some photography on his Instagram (@ryanjamison99). When away from the keyboard, Ryan loves running, hiking, reading, and he’s also a total boot nerd.
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