The Hunt: Stylish Comfort Heels
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Hunting for comfortable work heels? We've got a whole guide just for that, but as of 2025 some of our favorites include Marc Fisher LTD, Sam Edelman, M.M.LaFleur, and Cole Haan. On the pricier side, check out Ferragamo, Stuart Weitzman, and Sarah Flint. For comfort-first styles, look to Vionic, Sofft, and Naturalizer.




Sure, we all know what basics professional women are supposed to have in their closets, but if you're buying one for the first time or replacing one you've worn into the ground, it can be a pain to find exactly the right incarnation in stores. In “The Hunt,” we search the stores for a basic item that every woman should have.
One of our top pages of all time is our regularly updated Guide to Comfortable Heels — and while that guide includes brands outside of those that bill themselves as “comfort” brands, sometimes you just really want a heel that is built like a sneaker, whether for commuting, for long days on your feet, or for general foot problems. Finding stylish “comfort” heels can be a challenge, though, so I thought we'd round some up.
- Hall of Famers (best selling styles that have been around for years): Naturalizer, ComfortPlus by Predictions, Stuart Weitzman, Anyi Lu, Trotters, Corso Como, Michael Michael Kors, Salvatore Ferragamo
- Usual Suspects (brands that are known for comfort): Clarks, Børn, Isola, Sofft, Stuart Weitzman, Salvatore Ferragamo, Naturalizer, Aerosoles, Rockport, Geox, Arche, Anyi Lu, AGL, Munro, Cole Haan, Eileen Fisher, Beautifeel, Earthies, Trotters, Vaneli, UKIES, Mephisto, Bella Vita
- Under $100: Corso Como, Aerosoles, ComfortPlus by Predictions, Michael Michael Kors, Naturalizer, Trotters,
- Extended widths (e.g., AA, C, W, etc): Naturalizer (N M W), Aerosoles (B C), Munro (AAAA-EE), Clarks (B D), Stuart Weitzman (N M W), Ferragamo (2A B C)
- Extended sizes (4-13): Naturalizer (4.5-12), Munro (4-14), Stuart Weitzman (4-12), Ferragamo (4-12)
- 2″ or under: Stuart Weitzman, Gabor, Mephisto, Pikolinos, Gentle Souls, Clarks, Geox, Spring Step, Trotters, Ferragamo
- A bit clunkier but great for commuting shoes (particularly if your pants are hemmed for 3″ heels): Camper, Naturalizer, Naot, Aerosoles, Naot
Our Latest Favorite Stylish Comfort Heels
Some of the Hall of Famers are pictured below:
If you're seeking “comfort heels,” check out brands like Clarks, Naturalizer, Trotters, Cole Haan, Sofft, Vionic, and Lifestride! If you definitely want a stable base, check out funkier brands like FLY London, Dansko, Eileen Fisher, and Børn — they're great as commuting heels (because you can maintain height for pants hemmed for heels), but they may also be just the ticket if you want something more comfortable.
Some of our latest favorite comfort heels for 2025 are below…
Our Latest Favorite Low Heels for Work
Some of our favorite comfortable low heels for work as of 2025 include Sarah Flint, M.M.LaFleur, Ferragamo, CK Calvin Klein, Trotters, and Sam Edelman!
(Curious for our other roundups of black pumps? In addition to the several specific shoes mentioned in our Guide to Comfortable Heels, here are our roundups from 2021, 2018, 2017, 2016, 2016, 2015, 2013 (interview pumps AND our low heel roundup), 2012 (under $250) and 2008, as well as our comfort-focused roundups of 2016 and 2010 and our posts on extended sizes for professional women's shoes.)
Some of our favorites for today include:
Ladies, when you're looking for a comfort heel, where do you start the search? Have you bought any amazing, comfortable, stylish heels lately?
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I’ve found JCrew’s heels to be fairly comfortable for the height, and they currently have a range of heights trickling in for the fall — the Dulci (kitten) and Elsie (medium high) are my two favorites.
That said, I feel like you need to try on a bunch of different brands and sizes. It’s like bra shopping. One person’s OMG Swear By It shoe can be painful on others — feet are all shaped so differently. Like for me, Cole Haan’s ankle-to-ball of foot distance is always too short for me (I guess I have short toes relative to my foot length?!), meaning the extra room at the ball is in the wrong place, and Talbot’s cuts their toes too narrow (which is why I can wear their sandals but not closed toe shoes). Other brands might have a too-deep or too-shallow heel cup. Etc etc.
I love the look of the Corso Como heels but have to remind myself that the back of my feet slips out of their shoes and these would be perilous, to say the least.
To add a brand I don’t often see mentioned: boden. I got their 3 inch (3.5?) pumps last year and was pleasantly surprised by how wearable they are. Not pretending I could walk for miles in them, but totally good for all day wear in the office.
Heel grips help with this. I have narrow heels and have these added to all my shoes.
I recently ended a long term relationship and am finally ready to date again. I want to try online dating, but the problem is that I don’t really have any recent pictures of me without my former SO and I gained a fair bit of weight during the breakup so the older ones I do have aren’t reflective of my current body. How do I go about getting pictures and do you ladies have any suggestions for ones to include? What types of photos do you usually include in profiles?
Do you have a camera? Can you just set it with the timer? Or can you have a friend take a few with either a regular camera or a phone? I think it is best to include pictures where you look like you are doing things you enjoy–so if you like outdoorsy things, take a picture outside by a tree or something (ideally, it would be a picture doing an activity you like, so hiking or whatever, but in the meantime you could do something easier just to get a photo up.)
How important is a picture? Do people assume the worst if there isn’t one?
For my one foray, I was overwhelmed (and didn’t have a picture up, but had one that was sendable) with responses. I didn’t want more, but maybe I was getting people expecting someone to be non-photographable or a liar about size (which I usually ticked the box for fit or trim or something vague but 100% true). I was really mortified about people from work digging me up and for that reason wouldn’t feel very comfortable with that (just get over it? the yield still be more what you want?).
I’d say that a picture is an absolute must. I believe a lot of sites actually let you filter people out who don’t have photos.
There’s no shame in being on an online dating site! Everyone does it, I’m not worried about my coworkers finding out I have a profile.
You cannot online date and meet real people without a picture. The only people that will be interested without one are undesirable people who are trolling for any warm body or trying to scam you. Online dating is normal now, everyone does it and you shouldn’t be worried about your coworkers.
A picture is an absolute must. Don’t bother if you don’t have one.
Grab a close friend and have them take some good pictures of you outside, inside, doing your favorite hobby, etc. Super easy and doable in an evening. Do a variety with some different outfits. Should only take an hour or so.
This. And grab an honest friend, who will tell you how to pose or capture candid pictures of you.
At a minimum, you need a pic of your face and a full body shot.
I had a friend come over and take some closeup pictures inside, and some full body pics outside. I had the dog on a leash with me in the full body shot so that it looked more “natural,” and not as posed.
The secret to taking good pictures is to take a LOT. Out of the many will come the few that you will like.
I like Payless Karmen and LK Bennett Sledge.
That’s range!
Does anyone have experience with the quality difference in Cole Haan vs Cole Haan Outlet? I’m looking at their 65mm pump and they offer an almost identical product at each. One is the Hellen Grand (outlet $180) and the other is the Grace Grand (retail $270). I’ve tried on the outlet version and liked the fit/style. However, I’m pretty rough on my shoes so I wouldn’t mind paying more for something that will last. I will post links in the reply.
https://m.colehaan.com/products/W05351
https://m.colehaan.com/products/W05333?dwvar_W05333_width=B&dwvar_W05333_color=Black%20Leather
I have been wearing the outlet Elsie version of the Talia flats, and the talia flats themselves, and honestly, I much prefer the elsie ones. The shape seems different- they are a little bit shorter in the toe box and the heel doesnt come up quite as high in the back- but I havent seen a noticeable difference in quality.
I’ve had pretty good luck with outlet flats and wedges. I had a pair of outlet heels where the shank broke away from the heel under normal use. That was frustrating for shoes that cost $150+
I am extremely anti-heels but I sucked it up and bought a pair of black Nine West pumps for a job interview and they were surprisingly not terrible! I could actually walk! Not sure of the exact model name but the heel wasn’t too high.
My Cole Haan wedges (back when they were partnering with Nike, RIP) are the most comfortable pair of dressy shoes I own.
A little while ago, I saw a man walking on the side of the freeway as I was driving home at rush hour. I thought about calling 911, but I figured the guy must have run out of gas or something and I didn’t want to create more of a hassle for him. The next day, I read in the local news that a pedestrian was killed on the freeway near where I passed the man. I feel so horrible for not reporting this. Maybe if I’d called, the police would’ve been able to save his life. I will definitely be more diligent about reporting things in the future, but I have to know, what would you ladies do in that situation? Was I as awful as I feel for not reporting it?
I saw on a man walking along the freeway yesterday and didn’t call it in. I figured he was walking to an on/off ramp because of car trouble.
Nothing you can do now, but moving forward, make the call because you never know. But don’t beat yourself up over it
So glad you listed the Rockport Total Motion! I think I’ve included them in responses to comments before. I love them. I just recently bought them in a whole bunch more colors. Also, I have a slightly wide foot so I love that they come in wide widths.
Also, has anyone with slightly wide feet bought the Ferragamo Vera or Verina? How did they fit? Are they comfortable? I’ve heard mixed reviews but they’re so pretty!!
I have the Vara in wide. It’s a lovely shoe, but the leather is incredibly stiff. They are not great shoes if you have high arches.
I second Naturalizer-any shoe with the “N5 technology” is really comfy and wearable all day. And I have a very high standard for comfortable shoes (my knees hurt now after wearing heels, aging is so fun…)
Also, I bought a pair of Ivanka Trump heels, and I was shocked how wearable they are. You’ll probably be ready to take them off at the end of a long day, but they’re not uncomfortable, and they’re never painful. They also hold their nice shape well.
I am a shoe snob but I am also very frugal. I want nice Italian leather shoes but I would rather pay my mortgage with $600. The perfect solution is Ferregamo on eBay. They run true to size and I have never had a problem.
I have also been able to find them for about $12 in consignment stores here. Apparently, few women in this area know the brand, so even the nice consignment stores can’t price them too high. (In contrast, I had to pay $45 for cherry-red Doc Martens at a consignment store. Which, really, seems about right for this place. :) )