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!
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 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.
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)!
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.
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.
Want something between a men's shoe and a boot? Check out a Chukka. Perfect for going from work to a night out with friends. For a classic comeback, the boat shoe is making waves again, making these men's shoes perfect for casual wear. Whether you lace up, slip-on or buckle down, the men's shoes department has the styles and brands you need at the prices you want.
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 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.
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
You can even find wallet-friendly women’s work footwear when you search by our price and discount filters. Our shoe width and size filters can help you find the right fit, and if you need a new pair quickly, you can take advantage of our free shipping on eligible items. Better yet, if you find they don’t quite fit your needs, you can take advantage of our free returns on eligible items.
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)!
I’m a produce manager so I need to wear comfy, heavy, non-slip shoes. After much searching, I found these https://m.6pm.com/p/shellys-london-tulle-hiker-boot-leopard/product/8940739/color/429?zhlfid=139&kpid=42196438&ef_id=WZirBgAAAHxMmQN_:20180310231403:s ( although I got mine for $60!) and they are both cute and functional. And I get compliments on them all the time.
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.

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. 

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!
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!
after a long search I settled on these. Not super exciting but we will see how it goes. At least they will go with pretty much everything. Sorry for the dansko rant, I am just bitter about them because they are so heavy and I wore them for so long working full time and they changed the structure of my feet! My little toe started rotating. And all the ankle rolls… hard working nurse ain’t got time for that.
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.
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