15 of the Best Flat Boots That Combine Fashion and Function (Starting at Just $75)

If the last couple of years have taught us anything, from a clothing standpoint, other than the fact that wearing the same repeated sweat is no longer a fashion misstep, it’s that when it comes to dressing, comfort is key. Why tie an underwire bra when girls can rest easy in a soft bralette? (Or no bra at all?) And pinch your legs in jeans when you can WFH in comfortable home wear? The logical traces also for shoes. Because while we love our trendy flatforms and high heels, nothing beats a pair of really comfortable flat boots.

Best of all, there is no shortage of foot-friendly options that will be kind to your soles and tolerant to your arches. From equestrian-style booties to above-the-knee shows, here are 15 of the best flat boots you should add to your collection soon.


The best lace-up boots

“These are my favorite boots,” writes one reviewer. “I love the zipper in the back and they are much more comfortable than they look. I match them with a nice printed sock that peeps out over the edge. ” It sounds like a fashion tip that we will definitely consider.

Buy it ($ 295; $ 177)

The best combat boots

Combat boots are in trend once again, and we won’t be mad at them. We particularly like the rugged topline of these bad boys and the silver hardware that gives them the * right * touch of edgy rock we’re looking for.

Buy it ($ 200; $ 140)

The best creeper boots

The elastic neoprene that adapts to the ankle and the padded footbed give these vines the feeling of walking on a cloud.

Buy it ($ 160)

The best weatherproof boots

Sure, it’s raining cats and dogs outside, but that doesn’t mean your sense of style should suffer. These rain boots feature a non-slip tread, stretch panels and a cushioned insole for a comfortable fit that leaves enough wiggle room for your thicker pairs of socks. Oh, and they’re very cute too.

Buy it ($ 75)

The best knee-high boots

Do the soft leather and horse-riding-inspired vibe of these knee-highs make someone else want to slip on the warmest cable sweater to go browse the piles of books in the library? Only U.S?

Buy it ($240; $ 190)

The best boots worthy of a splurge

Yes, these are definitely a splurge, but after a stroll in these timeless and ridiculously comfortable booties, you’ll understand why Aquatalia is one of Meghan Markle’s favorite shoe brands.

Buy it ($ 495)

The best ankle boots

This is one of those styles that looks both modern and timeless at the same time. We particularly like that the durable outsoles are waterproof and that the insoles are made with Ortholite for an extra soft fit.

Buy it ($ 199; $ 159)

The best over the knee boots

Over the knee boots in stretch material can be a little intimidating due to their fit. But if you’re worried that these feel a little too stuffy for your legs, fear not. “I was really nervous about ordering them, as I have really big thighs and boots rarely fit me,” notes one reviewer. “These did not disappoint! They look and feel great. “

Buy it ($ 170; $ 120)

The best rubber-toe boots

Is another footwear trend we’re not disappointed with making the rounds? Boots with lug sole. And this pair offers that cool, street-style factor thanks to the thick soles and rubber bumper (which is also great for protecting your toes during your daily commute on the subway).

Buy it ($ 140; $ 84)

The best riding boots

Going back to equestrian-style footwear, these riding boots are definitely important, but they easily pair with almost anything currently hanging in your closet. “I love these riding boots,” writes one five-star reviewer. “They are chic but comfortable and so versatile and elegant. They look great with a midi dress, black leggings or a long-sleeved tunic ”.

Buy it ($ 558)

The best pull-on boots

Sometimes you want a pair of boots that you can get in and out of the door, a no-nonsense kind of shoe if you want. If so, these will become your reference points. It is important to note that this model is only available in full sizes, so if you typically order mid-size shoes, your best bet is to take the larger size.

Buy it ($ 375)

The best Chelsea boots

Combining style with function, these best-sellers pair well with your more casual outfits, but can easily be dressed up if the opportunity arises. Plus, they come in a variety of neutral tones, so you’ll find one that suits your vibe, whether or not you’re hoping to mix things up and move away from the usual black.

Buy it ($ 195)

The best winter boots

The winter weather has arrived and the time to keep your little feet warm is now. These water-resistant ankle boots with faux shearling lining will be right up your alley. As one reviewer says, “These are the most comfortable boots ever. The tongue is so soft and wraps around the entire front of the leg and ankle. I don’t want to take them off.” Sold it.

Buy it ($ 250)

The best boots with fur lining

Speaking of winter-friendly footwear, if you’re hoping to get a more understated design this season, we recommend these pups. But don’t just take our word for it. “I’ve been searching endlessly for the perfect winter Chelsea boot and these are,” writes one reviewer. “The shearling interior makes them the most comfortable boots I’ve ever owned, so warm and soft, and the fact that they’re waterproof is a huge plus. They look really tough but they also look expensive and stylish.

Buy it ($ 239; $ 143)

The best zippered boots

We love a good utilitarian boot, and they are particularly sold on this zippered pair from Matisse. The thicker sole gives your feet extra support and the soft leather conforms to the ankles for a true-to-size fit.

Buy it ($ 118)


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