2020 Update: We still think this is a fun discussion of the best ankle 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.
Even though it’s been so warm lately, boots season will be upon us soon — so if you’re hunting for the best ankle boots for work, this roundup is for you. For this Hunt we’re focusing on low-heeled or flat options that are really walkable. Readers, do you have a favorite pair of ankle boots for work right now, or are you eyeing one in the store? Do you still feel like the Chelsea style is a classic, or do you prefer some of the newer iterations of ankle boots?
- Hall of Famers (specific styles that have stood the test of time): Blondo, Sam Edelman, Everlane
- Usual Suspects (reliable brands or stores to check first): Blondo, Sam Edelman, Everlane,
- Under $100: Me Too, TOMS, Marc Fisher, Blondo, Sam Edelman, Sofft, Top Moda, Blondo, Cole Haan (lucky sizes), Dolce Vita
- Extended sizes (4-13): Blondo (Hall of Famer), Sam Edelman (Hall of Famer) (4-13), Naturalizer (4-12),
- Extended widths (AA, C, W): Blondo (HoF), Sam Edelman (HoF) (W), Naturalizer (W),
- Comfort: Naturalizer, Taryn Rose, Sofft, Josef Seibel, Clarks, FLY London, Dansko, BeautiFeel (don’t forget to check out our entire guide to comfortable heels!)
- Waterproof: Blondo (HoF), Blondo ($99), Aquatalia, La Canadienne, Jack Rogers,
|If you’re on the hunt for a classic Chelsea style and the Edelman boots that have been around for eons don’t work for you, I like the look of these affordable $99 boots from TOMS. They have a ton of great reviews at Nordstrom, come in four colors, sizes 5-12, and regular and wide widths. TOMS|
|I love the teensy little block heel on these cute boots from Ann Taylor. They’re $198 full price, but AT is offering 40% off all full-price styles today — so they come down to $118. Nice. Jocelyn Suede Booties|
|We featured these booties in leopard print a few days ago, and I love both the price point ($135 on sale) and the subtle texture to the leather that I’m including them again. They’ve got 149 positive reviews at Nordstrom, as well as a ton of good reviews at Zappos — where if you don’t like the slightly pebbled look here, they’ve also got them in a black patent and a “black leather snake” for $160-$178. Pictured, for $135: ‘Yale’ Chelsea Boot|
|I suppose the Chelsea bootie BR has right now fits more with the spirit of the post, but I really like these low block heel booties, and think that they look pretty darn walkable as well with the sturdy 2.5″ block heel. They’re available in the black leather pictured as well as navy suede and “sand” suede in sizes 5-12. They’re $168. (Note that everything at BR is “buy one get one: half off everything” which is a nice deal if you’re looking to stock up on something basic in multiple colors.) Low Block Heel Bootie (BR)|
|I always like J.Crew’s shoe choices, and these cap-toed ankle boots from the brand look sleek and walkable. They were $258 full price, but for “today only” they’re offering 40% off everything, which brings the ankle boots down to $155. They also come in a fun faux snakeskin. Pictured: Cap-toe ankle boots|
|These suede booties from Aquatalia are super low, super waterproof, and for some reason look very sleek to me. They’ve got 14 rave reviews at Nordstrom, and are best sellers at Bloomingdale’s, and are our splurge pick for today: they’re $495. They’re also available in espresso and navy suede, as well, at both Zappos and Nordstrom. Ulyssa Weatherproof Bootie|
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