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!

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.
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.

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.
I have such a hard time with content like this because I work a (literal) blue collar job. my go to work shoes are 5.11 ATAC 8″ boots. theyre kind of expensive, but theyre by far the most comfortable tactical boots I’ve ever tried on. I am in the market for a new pair though, and I think I want ones with a puncture resistant shank, so if any other work boot wearing cup of jo readers have recommendations Id love to hear them.
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)!
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.
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