Extremely Comfortable Business Casual Shoes
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Readers just had a great discussion on what “extremely comfortable business casual shoes” everyone loves — so I thought I'd round them up for the group. What pair of shoes do you think is your most comfortable business casual shoe? Do you have different shoes for conferences or business travel?
First, here was the reader's question:
I feel like this is now an evergreen item, but has anyone found any flats for fall that are a) appropriate for a business-leaning business casual office and b) actually very comfortable for both lots of walking and standing? I have a great pair of suede flats from Nordstrom (for like $100) but they are from before COVID and each year I have auditioned replacements that haven’t worked either right out of the box or after a day of FAFO on the walking front.
We've talked about comfortable shoes a lot here on the blog, culminating in our Guide to Comfortable Heels — but we've rounded up the best brands for comfortable work shoes in general, the best brands for comfortable work heels, and asked the readers about their most comfortable heels and least comfortable heels. Some of the brands we've called out in the past for their extraordinary comfort include Clarks, Børn, Sofft, Stuart Weitzman, Salvatore Ferragamo, Ann Mashburn, Naturalizer, Rothy's, Aerosoles, Rockport, Geox, AGL, Munro, Cole Haan, Eileen Fisher, Beautifeel, Trotters, VANELi, Bella Vita , Vionic, and Lifestride — also check out specialty stores like The Walking Company.
Specific work shoes that readers have always loved for walkable comfort include options from AGL, Marc Fisher LTD, Sam Edelman, and Salvatore Ferragamo.
The Best Brands In General for Extremely Comfortable Business Casual Shoes, According to the Readers
Readers gave shoutouts to Birdies, Vionic, Rothy's, Sperry, Rockport, Boden, Cole Haan, Naturalizer, M.Gemi, and Clarks in general. We'll round up specific styles mentioned by the readers, below, but in general these are some of our recent picks for flats from these brands:
Extremely Comfortable Business Casual Shoes in 2025
Specific styles the readers loved included these options that were mentioned by name:
Boden's Ballet Flats
One reader mentioned that she loves Boden's ballet flats. They have a few different styles, but these flexible ones have been reader favorites in the past — they currently come in 8 colors, in sizes 36-42, for $129.
Vionic's Ballet Flats
Another classic ballet flat mentioned by the readers is the Vionic Klara — I love that it comes in narrow, medium, and wide sizes. Right now you can find it for $140 in 8 colors, in sizes 5-13, at Nordstrom, Zappos, and Vionic.
Vionic Uptown Loafer
Another vote from Vionic, this time from a reader who loves their Uptown loafer to “get me through conference days with tons of walking.” I hear that! Vionic emphasizes that they're a “packable loafer” because they can collapse flat; they also have a lightweight, flexible sole. Vionic has the widest range of colors (FOURTEEN!), available in medium and wide sizes 5-13 — but you can also find the show at Nordstrom, Zappos, and DSW.
Vionic actually has an entire collection in the Uptown line including sandals, sneakers, Mary Jane flats, mules, and more, all under $150.
Aerosoles Loafer
Not a fan of Vionic (or looking for a more classic loafer)? Another reader said she loved the Aerosoles Winona loafer, which also looks great. The shoe includes Aerosole's “OrthoLite Aerofly footbed” as well as a Diamond Flex sole.
This particular style looks like it may be on its way to being discontinued as there are some sold out sizes (but most sizes are in stock). It's available in 3 colors for $80, with most sizes 6-11 still available. You can find it at DSW and Amazon.
Clarks Mary Jane FLats
One reader noted, “A coworker was wearing a pair of patent leather Clark’s MJ flats with pointed toes that were so cute and didn’t look comfort at all. I bought them and love, comfortable out of the box.” Nice!
This is the main Mary Jane flat that Clarks offers — it looks like there was also a strappier version (well, one with two straps) that is down to lucky sizes at Macy's. The pictured shoe is available at Zappos and DSW for $60-$76. Clarks also has a few newer Mary Janes out with rounder toes, available at Clarks.com and Nordstrom.
More Comfortable Business Casual Shoes for Women
Some of the other reader favorites that we've rounded up include these categories…
Comfortable Flats for Work In General
Some of our favorite comfortable flats for work as of 2025 include AGL, M.M.LaFleur, Vivaia, and French Sole. On the more affordable side, check out Rothy's, Sam Edelman, and Rockport. We've also rounded up the best loafers for work, and our favorite sneakers for work outfits!
The Best Business Casual Sneakers
Sneakers aren't appropriate for every office — know yours!
As of 2025, some of our latest favorite sneakers for work outfits include Cole Haan, J.Crew, and Vince. For comfort we like Dr. Scholl's, Vionic, and Paul Green, and for fancier sneakers we like Loewe and Golden Goose.
“Comfort” Shoes Great for Your Commute
There are a ton of other brands out there that might be a bit too chunky for the office, but are great for running around town and staying comfortable. Some brands to consider: FLY London, Dansko, Eileen Fisher, Børn, and Miz Mooz.
The Winona loafer is being discontinued!?! This explains a lot. Luckily I just bought a backup pair so at least I have that.