If you’re a commuter, I really recommend the brand All Black! I have a few of their slip-on Vans-style shoes and have received so many compliments on them. They’re super comfy for the commute into work, and they’re nice enough to wear in the office if you work somewhere a bit more casual/ slip off super easily if you’re running to a meeting and need to quickly change shoes. They’re the best (and currently on sale)!
For those of us not in an office setting that requires heels and the like…Hoka One One Bondi 5 and Hoka One One Clifton 4 running shoes are amazing. Working in a research lab on my feet all day I’ve found there’s no point in wearing anything other than sneakers (and absolutely no open toed shoes – you’ll lose a foot!). I have gigantic and WIDE hoofs with a supination issue and high arches. Hoka One One makes the best shoes for my feet (the Bondi is the cushiest). Insoles that support your unique foot shape are a must (I’ve found that Superfeet Green insoles do it for me, plus a custom pair of orthotics for long runs). But seriously, go see a podiatrist and get your feet and your gait analyzed (multiple times throughout your life – it changes!). Well worth the co-pay.
I bought a pair of Ecco sandals (the hauraches) for my summer Italy trip, and they were the best! They look kind of dowdy online, but are way cuter on than in the photos, and they have a really supportive insole, and really stable almost sneaker like outsole/bottom, so they really hold up for tons of city walking, while keeping your feet cooler than a regular sneaker, and work with dresses and pants.
I bought a pair of Ecco sandals (the hauraches) for my summer Italy trip, and they were the best! They look kind of dowdy online, but are way cuter on than in the photos, and they have a really supportive insole, and really stable almost sneaker like outsole/bottom, so they really hold up for tons of city walking, while keeping your feet cooler than a regular sneaker, and work with dresses and pants.
For you Australian Cup of Jo readers out there – check out Bared Footwear. Their footwear is stylish, comfortable and the company was started by a podiatrist. I wear the “Parrot” style at work, where I’m on my feet for up to 9 hours sometimes. I LOVE THEM, they are supportive and my legs don’t feel nearly as tired at the end of the day, compared to when I don’t wear them.
When I was working full time, on my feet all day, I had an amazing pair of Naturalizer boots, so I’d recommend that brand for sure, Also a favorite, Geox shoes are incredibly comfortable. I still wear a pair of wedge sandals I bought about 5 years ago, and they feel like you’re walking on pillows! Bought them in brown too, love them so much! Geox has seasonal warehouse sales, where you can score some great deals, and they have mens, ladies, and childrens footwear.
I bought a pair of Ecco sandals (the hauraches) for my summer Italy trip, and they were the best! They look kind of dowdy online, but are way cuter on than in the photos, and they have a really supportive insole, and really stable almost sneaker like outsole/bottom, so they really hold up for tons of city walking, while keeping your feet cooler than a regular sneaker, and work with dresses and pants.

I’m a long-time reader but first-time commenter – this post has made me want to share my shoe shopping secret. On New Year’s Day, Saks has an incredible sale (up to 75 percent off!) before noon. It’s amazing for shoes! In the past few years, I’ve gotten black Rag and Bone 1.5” heel booties and grey suede Stuart Weitzman loafers for 70 percent off. Still a splurge, but so worth it. I wear them constantly. I work in a formal environment and have to be *dressed* for work each day (though I avoid suits). I also generally avoid heels, save for a pair of ridiculously comfortable oxford heels I got from L.L.Bean, of all places, and always get compliments on. Flats, loafers, and boots are my mainstays, even though I’m short and pretty small. You don’t have to wear heels to look professional!
So I tried the Susina loafers and they ARE soft as butter, which was nice, but I know I am hard on shoes, so I returned and opted for the Everlane Modern Loafer (and got my official Everlane Club Member card…jk) Significant price difference, but I feel worth it. LOVING them! Ordered 1/2 size up and will likely use a stretcher to break in the toebed a bit more.
I second Ali’s comment! Have you tried Gekk’s? I’m newly obsessed with them! They’re no show socks except you basically glue them in place in your shoe so they don’t slide around like normal no-show socks seem to do constantly. Then if they get stinky you can pull them out and wash them. They’re not cheap but neither is replacing smelly shoes every three months :-) 

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You are eligible for a full refund if no ShippingPass-eligible orders have been placed. You cannot receive a refund if you have placed a ShippingPass-eligible order. In this case, the Customer Care team will remove your account from auto-renewal to ensure you are not charged for an additional year and you can continue to use the subscription until the end of your subscription term. 

Check out our latest arrivals section for the latest styles and brands in men's shoes, like Allen Edmonds, Kenneth Cole, Timberland, Steve Madden, Frye, Cole Haan, Bass and DSQUARED2. We feature categories of men's shoes that fit the latest trends and styles, from fashion sneakers to dress boots, so you can always be on the cutting edge of men's shoe fashion.
Leather sandals or easy flip flops> for sultry summer days? You got it. Pumps for important lunch meetings and happy hour with friends? You can count on us. And don’t think we’ve forgotten about comfort. Our shoes are beautifully designed and comfy enough to wear all day (no blisters here!) Say goodbye to sad feet and hello to a look that rocks—from the boardroom to the weekend and everything in between. Shop our different colors and styles of boots, flip flops, slide sandals, ankle boots, and more!
I can’t say enough about Rothy’s flats! I have two pairs – a leopard print and a bright blue with orange soles and they are both the pointed toe flats. I get a ton of compliments from random people on the street, and all of my coworkers have bought a pair. They feel like sneakers but are fashionable and can be washed in the washing machine so if I get caught in a rainstorm, they aren’t ruined.
I work at a business school and rarely wear heels anymore. I have embraced a feminine menswear style. I have the everlane loafers, cole haan oxfords (they come in wide which translates to less narrow), an old pair of jcrew monkstrap type shoes. I have one pair of 1” -ish heels, again “wide” cole haans. Non work I do clogs/clog boots (everyone has their fancy faves but Dansko is still my go to for their sole) and multiple Ecco leather sneakers. Very comfy, those!
Ahh, shoe shopping! The perfect pair is the cherry on top of a well put-together outfit. There’s no better feeling than finding that perfect pair that goes with everything in your closet. And at J.Crew Factory, you can shop the look you need at prices you’ll love. Our shoes come in an array of classic styles and stunning colors, which means you get everything you need and nothing you don't. Colorful flats in tons of styles that easily match all your favorite outfits? Done. Whether you are looking for boots, t-strap sandals, slip-on sneakers, ankle boots, or ballet flats, J. Crew Factory has something for you.
Check out our latest arrivals section for the latest styles and brands in men's shoes, like Allen Edmonds, Kenneth Cole, Timberland, Steve Madden, Frye, Cole Haan, Calvin Klein, and Bass. We feature categories of men's shoes that fit the latest trends and styles, from fashion sneakers to dress boots, so you can always be on the cutting edge of men's shoe fashion.

So I tried the Susina loafers and they ARE soft as butter, which was nice, but I know I am hard on shoes, so I returned and opted for the Everlane Modern Loafer (and got my official Everlane Club Member card…jk) Significant price difference, but I feel worth it. LOVING them! Ordered 1/2 size up and will likely use a stretcher to break in the toebed a bit more.


Check out our latest arrivals section for the latest styles and brands in men's shoes, like Allen Edmonds, Kenneth Cole, Timberland, Steve Madden, Frye, Cole Haan, Calvin Klein, and Bass. We feature categories of men's shoes that fit the latest trends and styles, from fashion sneakers to dress boots, so you can always be on the cutting edge of men's shoe fashion.
Love this post. I used to always buy cheap shoes and they would leave me tired and blistered every time. One Christmas I got the Everlane Babo shoes and I am NEVER going back. I literally where these shoes everywhere—work, out, walks around the city. They are by far the most comfortable shoes that I’ve ever owned. I feel so passionately about these shoes that I will find myself on unsoliciated ramblings on elevators telling everyone they should buy these shoes. I realize they aren’t the *cutest* shoe (I call them my elf/witch shoes) but I love their interesting shape and they go with everything! Do yourself a favor and buy these shoes: https://www.everlane.com/products/womens-modern-babo-black?utm_medium=cpc&utm_source=pla-google&utm_campaign=838132553&utm_content=197323891655&utm_term=pla-341116225674&adgroup=43249559952&pid=2414-8509&device=m&gclid=CjwKCAiA24PVBRBvEiwAyBxf-TmH1XO5IYJ8Bi3MK5k-SUMQmo8tvfiC1Gc0v86JuwjptnbHnglemhoCwPAQAvD_BwE
Love this post. I used to always buy cheap shoes and they would leave me tired and blistered every time. One Christmas I got the Everlane Babo shoes and I am NEVER going back. I literally where these shoes everywhere—work, out, walks around the city. They are by far the most comfortable shoes that I’ve ever owned. I feel so passionately about these shoes that I will find myself on unsoliciated ramblings on elevators telling everyone they should buy these shoes. I realize they aren’t the *cutest* shoe (I call them my elf/witch shoes) but I love their interesting shape and they go with everything! Do yourself a favor and buy these shoes: https://www.everlane.com/products/womens-modern-babo-black?utm_medium=cpc&utm_source=pla-google&utm_campaign=838132553&utm_content=197323891655&utm_term=pla-341116225674&adgroup=43249559952&pid=2414-8509&device=m&gclid=CjwKCAiA24PVBRBvEiwAyBxf-TmH1XO5IYJ8Bi3MK5k-SUMQmo8tvfiC1Gc0v86JuwjptnbHnglemhoCwPAQAvD_BwE 

I commute in Cole Haan ballet flats (unless boots are needed) and then change into heels at my desk. My most comfortable are the Sam Edelman Hazel pumps, which are honestly the most comfortable heels I’ve ever worn. Pro tip – Zappos sells the black and nude (in various materials) in a narrow width, which has been a life saver for my feet! I’ve also found Ann Taylor and Tory Burch heels to be pretty comfortable and narrow feet friendly.
I love this post! I splurged on Rothy’s (cherry red point) last year and love them, especially when wearing a basic white shirt + jeans (I work from home). Have you ever done a post on summer travel shoes? We’re taking our kiddos to Europe this summer and I’d love to find a super comfortable (because of all the walking) but also super stylish (because Italy) shoe that would work well with dresses, shorts and pants in hot weather.
When I was working full time, on my feet all day, I had an amazing pair of Naturalizer boots, so I’d recommend that brand for sure, Also a favorite, Geox shoes are incredibly comfortable. I still wear a pair of wedge sandals I bought about 5 years ago, and they feel like you’re walking on pillows! Bought them in brown too, love them so much! Geox has seasonal warehouse sales, where you can score some great deals, and they have mens, ladies, and childrens footwear.
I second Ali’s comment! Have you tried Gekk’s? I’m newly obsessed with them! They’re no show socks except you basically glue them in place in your shoe so they don’t slide around like normal no-show socks seem to do constantly. Then if they get stinky you can pull them out and wash them. They’re not cheap but neither is replacing smelly shoes every three months :-)
Emily, thanks for this comment! I work in disaster relief, so I wear work boots when I’m on sites. I LOVE that my “work uniform” is a)whatever I want when I’m remote, and b)work boots and a hard hat when I’m on site. I wear Vasque hiking boots. These are sturdy and comfortable, with traction and support. They are not, however, steel-toed or puncture-proof, which would technically be best practice. I love them and am willing to forego the latter precautions, but I know that as another commentor mentioned, Red Wing has those things. I would recommend checking out Sierra Trading Post for certain boots, because nice quality brands tend to get very expensive, but they are worth seeking out at a discount.
I absolutely LOVE Pikolinos! They are definitely the most comfortable and longest lasting/wearing shoes I’ve owned. I have 2 pairs of sandals that are going on 4 and 5 years of daily use from May – September for work, city walks, and travel. Last fall I purchased a pair of Pikolino brogues and loafers that were comfortable right out of the box, and are perfect for work or a dressing up a casual outfit. Unfortunately, I find the shoes to be extremely expensive in Toronto, but I’ve been fortunate to come across the brand during visits to Portugal, France, and Spain where they are much more reasonably priced.
I’ve been wearing Sam Edelman Felicia flats to work almost everyday for over a decade (not the same pair…I have a couple pairs at a time that get replaced every two years or so). They are cute and have a padded sole so they’re comfortable to walk distances in. A few years ago the manufacturer changed the design a bit, so now they have an embroidered logo on the heel (yuck) and are slightly less comfortable for my foot. I haven’t found anything as good yet to replace them though, so I am soldiering on with them.

Right now I’m wearing Audrey Brooke ballet flats that I found at DSW and liked so much I got them in both black and beige: https://www.dsw.com/en/us/product/audrey-brooke-winny-ballet-flat/346590?cm_mmc=CSE-_-GPS-_-G_Shopping_Flats-_-New_Flats&cadevice=c&gclid=CjwKCAiA24PVBRBvEiwAyBxf-YsFHhzrUN7TieTobdfNN7iEDu3NDesJZ8uQvBpgDPTQFkIHUFyfrBoCevoQAvD_BwE

The Men's Shoes Department at Amazon.ca is the gateway to the latest trends and fashions found in men's shoes today. Looking for a good work shoe that can also transition to the weekend? We've got them. See a shoe, but not sure who makes it? Check out Shoe Shape guide and discover what you're looking for. Whether it's your first dress shoe or the latest pair of casual shoes, we have the men's shoes you need for any occasion.
I commute in Cole Haan ballet flats (unless boots are needed) and then change into heels at my desk. My most comfortable are the Sam Edelman Hazel pumps, which are honestly the most comfortable heels I’ve ever worn. Pro tip – Zappos sells the black and nude (in various materials) in a narrow width, which has been a life saver for my feet! I’ve also found Ann Taylor and Tory Burch heels to be pretty comfortable and narrow feet friendly.
If you’re a commuter, I really recommend the brand All Black! I have a few of their slip-on Vans-style shoes and have received so many compliments on them. They’re super comfy for the commute into work, and they’re nice enough to wear in the office if you work somewhere a bit more casual/ slip off super easily if you’re running to a meeting and need to quickly change shoes. They’re the best (and currently on sale)!
From slip-ons to lace-ups, buckles, and side zips, our selection of women’s work footwear can help protect your feet and keep your comfortable. Whether you’re looking for work and safety shoe features like steel toes, waterproofing, insulation, slip-resistance, puncture-resistance, or electrical hazards, you can find it all here, as well as a selection of toe styles, including steel, soft, and composite. With your feet protected, you can complete your tasks safely.
I work at a business school and rarely wear heels anymore. I have embraced a feminine menswear style. I have the everlane loafers, cole haan oxfords (they come in wide which translates to less narrow), an old pair of jcrew monkstrap type shoes. I have one pair of 1” -ish heels, again “wide” cole haans. Non work I do clogs/clog boots (everyone has their fancy faves but Dansko is still my go to for their sole) and multiple Ecco leather sneakers. Very comfy, those!

My husband splurged and got me a pair of Tory Birch flats for Christmas this year (these: https://www.toryburch.com/minnie-travel-ballet-flat–leather/32880.html?dwvar_32880_color=232&cgid=shoes-ballet). After years of wearing el cheapo Target flats, it was AMAZING. Zero break-in period. One of the most comfortable pairs of shoes I’ve ever worn. It has definitely made me realize that, if you can float it, better quality shoes are worth it!

I work for a public transit system, so I have a job that has my time split in offices with public officials wearing suits and walking around in train yards and tunnels with oil-covered rail mechanics. Sometimes I’ll have time to swap out my shoes at my desk, but I’ve relied on these suede Vans https://goo.gl/yVJZxT for 3 years now. They’ll never pass for heels, but they are incredibly versatile and comfortable plus the price point is perfect.
My husband splurged and got me a pair of Tory Birch flats for Christmas this year (these: https://www.toryburch.com/minnie-travel-ballet-flat–leather/32880.html?dwvar_32880_color=232&cgid=shoes-ballet). After years of wearing el cheapo Target flats, it was AMAZING. Zero break-in period. One of the most comfortable pairs of shoes I’ve ever worn. It has definitely made me realize that, if you can float it, better quality shoes are worth it!
The Men's Shoes Department at Amazon.ca is the gateway to the latest trends and fashions found in men's shoes today. Looking for a good work shoe that can also transition to the weekend? We've got them. See a shoe, but not sure who makes it? Check out Shoe Shape guide and discover what you're looking for. Whether it's your first dress shoe or the latest pair of casual shoes, we have the men's shoes you need for any occasion.
The Men's Shoes Department at Amazon.com is the gateway to the latest trends and fashions found in men's shoes today. Looking for a good work shoe that can also transition to the weekend? We've got them. See a shoe, but not sure who makes it? Check out Shoe Shape guide and discover what you're looking for. Whether it's your first dress shoe or the latest pair of casual shoes, we have the men's shoes you need for any occasion.
I work at a business school and rarely wear heels anymore. I have embraced a feminine menswear style. I have the everlane loafers, cole haan oxfords (they come in wide which translates to less narrow), an old pair of jcrew monkstrap type shoes. I have one pair of 1” -ish heels, again “wide” cole haans. Non work I do clogs/clog boots (everyone has their fancy faves but Dansko is still my go to for their sole) and multiple Ecco leather sneakers. Very comfy, those!
I absolutely LOVE Pikolinos! They are definitely the most comfortable and longest lasting/wearing shoes I’ve owned. I have 2 pairs of sandals that are going on 4 and 5 years of daily use from May – September for work, city walks, and travel. Last fall I purchased a pair of Pikolino brogues and loafers that were comfortable right out of the box, and are perfect for work or a dressing up a casual outfit. Unfortunately, I find the shoes to be extremely expensive in Toronto, but I’ve been fortunate to come across the brand during visits to Portugal, France, and Spain where they are much more reasonably priced.
I commute in Cole Haan ballet flats (unless boots are needed) and then change into heels at my desk. My most comfortable are the Sam Edelman Hazel pumps, which are honestly the most comfortable heels I’ve ever worn. Pro tip – Zappos sells the black and nude (in various materials) in a narrow width, which has been a life saver for my feet! I’ve also found Ann Taylor and Tory Burch heels to be pretty comfortable and narrow feet friendly.
Whether you’re in search of practical mary-jane sneakers to look polished while on the job, or a pair of lightweight clogs with shock-absorbing cushioning for a day on your feet, Amazon.com offers a wide variety of women’s work footwear in a selection of styles, shapes, colors, materials, closures, and brands so you can complete your tasks in comfort.

My husband splurged and got me a pair of Tory Birch flats for Christmas this year (these: https://www.toryburch.com/minnie-travel-ballet-flat–leather/32880.html?dwvar_32880_color=232&cgid=shoes-ballet). After years of wearing el cheapo Target flats, it was AMAZING. Zero break-in period. One of the most comfortable pairs of shoes I’ve ever worn. It has definitely made me realize that, if you can float it, better quality shoes are worth it!


If you’re in need of a specialized design as well as specific construction, our shoe shape filter helps you browse women’s work footwear in shapes like heeled sandal, pump, athletic, dress boot, flat, slide flat, and work boot. Our search-by-color filter lets you pick from hues like olive green, classic black, playful floral patterns, deep browns and reds, and more. Whether you prefer a marbled leather outer with antimicrobial lining or high-quality suede with cushioned inserts, you can find a range of materials and features all right here. Plus, using our handy filters, you can hone in on quality women’s work footwear brands, including Skechers, KEEN, Timberland, and more.


Emily, thanks for this comment! I work in disaster relief, so I wear work boots when I’m on sites. I LOVE that my “work uniform” is a)whatever I want when I’m remote, and b)work boots and a hard hat when I’m on site. I wear Vasque hiking boots. These are sturdy and comfortable, with traction and support. They are not, however, steel-toed or puncture-proof, which would technically be best practice. I love them and am willing to forego the latter precautions, but I know that as another commentor mentioned, Red Wing has those things. I would recommend checking out Sierra Trading Post for certain boots, because nice quality brands tend to get very expensive, but they are worth seeking out at a discount.
When I was in my early 20’s, I realized that I would not be able to sit at a desk for the next 40 plus years and went back to school to get a degree in occupational therapy. I specialize in pediatrics and work in a sensory integration gym with mats on most of the surfaces, so we take off our shoes when we treat. I wear Crocs at work! I play with children all day long and I don’t have to wear women’s shoes, ever, which I find impossible to walk in, anyway. When I go out I wear Frye boots in the winter or Mephisto sandals in the summer. I refuse to hobble myself.
If you’re in need of a specialized design as well as specific construction, our shoe shape filter helps you browse women’s work footwear in shapes like heeled sandal, pump, athletic, dress boot, flat, slide flat, and work boot. Our search-by-color filter lets you pick from hues like olive green, classic black, playful floral patterns, deep browns and reds, and more. Whether you prefer a marbled leather outer with antimicrobial lining or high-quality suede with cushioned inserts, you can find a range of materials and features all right here. Plus, using our handy filters, you can hone in on quality women’s work footwear brands, including Skechers, KEEN, Timberland, and more.
I work at a business school and rarely wear heels anymore. I have embraced a feminine menswear style. I have the everlane loafers, cole haan oxfords (they come in wide which translates to less narrow), an old pair of jcrew monkstrap type shoes. I have one pair of 1” -ish heels, again “wide” cole haans. Non work I do clogs/clog boots (everyone has their fancy faves but Dansko is still my go to for their sole) and multiple Ecco leather sneakers. Very comfy, those!
I’m a long-time reader but first-time commenter – this post has made me want to share my shoe shopping secret. On New Year’s Day, Saks has an incredible sale (up to 75 percent off!) before noon. It’s amazing for shoes! In the past few years, I’ve gotten black Rag and Bone 1.5” heel booties and grey suede Stuart Weitzman loafers for 70 percent off. Still a splurge, but so worth it. I wear them constantly. I work in a formal environment and have to be *dressed* for work each day (though I avoid suits). I also generally avoid heels, save for a pair of ridiculously comfortable oxford heels I got from L.L.Bean, of all places, and always get compliments on. Flats, loafers, and boots are my mainstays, even though I’m short and pretty small. You don’t have to wear heels to look professional!
I love this post! I splurged on Rothy’s (cherry red point) last year and love them, especially when wearing a basic white shirt + jeans (I work from home). Have you ever done a post on summer travel shoes? We’re taking our kiddos to Europe this summer and I’d love to find a super comfortable (because of all the walking) but also super stylish (because Italy) shoe that would work well with dresses, shorts and pants in hot weather.
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