2020 Update: We still think this is a fun discussion of stylish high-heeled boots for work, but you may want to check out our more recent post on stylish booties for the office.
Sure, we all know what wardrobe essentials for work 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.
There have been so many boot styles lately that it kind of makes one’s head spin — block heel boots! sock boots! shooties! lace-up boots! Chelsea boots! Western style boots! — so we haven’t gone on a Hunt for a while for boots. Still, there are a ton of these very sleek, professional-looking stiletto booties right now — so let’s take a look at what’s out there on the market. (Looking for flat ankle boots for work? Just a few months ago we did a roundup of flat and low-heeled options…)
- Usual Suspects (reliable brands or stores to check first): Clarks, MICHAEL Michael Kors Flex, Cole Haan, Naturalizer
- Under $100: Dexflex Comfort, Franco Sarto, Clarks, Sam Edelman, MICHAEL Michael Kors, Calvin Klein, Alfani Step n Flex
- Extended widths (AA, C, W): Dexflex Comfort (W), Sudini (W), Bella-Vita (N, M, W, WW)
- Extended sizes (4-13): Dexflex Comfort (5-13), Sam Edelman (4-10), Ecco (4-10), Naturalizer (4-11), Bella-Vita (5-12), Linea Paolo (5-13)
- Comfort: Clarks, Michael Kors Flex, Sudini, Naturalizer, Rockport, Dexflex Comfort, (don’t forget to check out our entire guide to comfortable heels!)
This one isn’t the sleekest, but it is $15, and still available in a ton of sizes 8-13 (with wide sizes also!) — that’s kind of hard to beat. (Amazon has a bunch of smaller sizes for $39 and Prime.) Readers have LOVED the DexFlex Comfort line in the past.
If you’re looking for a reliable brand for comfort, it’s hard to go wrong with Clarks — these heeled booties have a bunch of solid reviews at Zappos, and are marked 50% off (down to $60 today!). They’re available in sizes 5-11. Nordstrom has a very similar style for $139, but with a zipper.
Sam Edelman doesn’t market itself as a comfort brand, but their soles are usually packed with comfort features — and these kitten-heeled booties (above) look great to wear with tights and trousers. Note that this one comes in a ton of colors — if you’re on the hunt for white, red, or gold leather booties, this may be the solution you’re looking for. Note that Amazon has even more colors (leopard! shiny silver!) and some colors and sizes are Prime Wardrobe eligible and as low as $51.
Sudini has long been one of my favorite brands for comfortable kicks in sleek packages — these pointy-toed booties with kitten heels look fabulous. They’re only $159 and available in black and cognac suede, sizes 6-11, in medium and wide sizes.
If you’re going for a very sleek look, these DvF stilettos are well-rated, with some colors and sizes on sale for $240 (down from $348). These also come in a variety of colors, including cherry patent, silver, and ivory leather — the vertical details really look fabulous on the ivory pair if you’re on the hunt. Unfortunately the matte black (pictured here) seems to just have lucky sizes left.
Readers have ALWAYS sung the praises of Aquatalia — particularly for waterproof boots — and these pointy-toed styles are a polished and sophisticated way to keep your feet warm and dry. Zappos has the black matte pair for $237.50 (50% off!), while Nordstrom has the black patent still full price at $475.
Like this feature? Check out other recent installments! Looking for older versions of this roundup of boots for work? Here’s 2018 (flat boots), 2017 (boots to wear with tights), 2016, 2015, 2010, and 2009 (yikes).
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