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.

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)!


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.
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 think I need the Everlane heels now … I work in a corporate legal department in Northern California, but I am often meeting with executives, so I am trying to look halfways professional. I am also a 6 footer, so don’t really need heels. I love Paul Green oxfords (available on Zappos), they look great with slacks or jeans; they look essentially like mens’ oxfords (wingtip and such), but a bit cuter, and they are incredibly comfy and long-lasting.
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!
Fact: Women’s Shoes define a great outfit — whatever the day (and the weather report) might bring. Is it pouring outside? Our Chelsea boots were made for stylish puddle jumping. Running straight from the office to drinks? Our flats know how to work and play. Just got a pedicure? Bring on the Birkenstocks and sandals. Whether you're a ballet flats lover, a heels devotee, a sneaker head (calling all Comme Des Garcons and Seavees collectors) or a combination of them all, shoes are the exclamation point of any outfit. So let's make them fun(!).
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.
Being a petite lady, I’m a size five in women’s, which proves difficult sometimes. Some shoes don’t even go down to a five! Always a six, never a five. So I’ve started resorting to buying kid’s shoes! A women’s five is around a kid’s 3-3.5, depending on the shoe. I’ve found lots of cute slip on shoes this way, for example! I always get a small internal swell of resourceful pride when I get complimented on them, knowing, little do they know, I got them for cheap from the children’s section!
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 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 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 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!
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