1
most comfortable knit boots
Everlane The Glove Boot ReKnit
1
most comfortable knit boots
Everlane The Glove Boot ReKnit
Now 24% Off
Cons
- Some sizes tend to sell out often
Everlane’s Glove Boot is a bestseller for a reason. Made of ultra-soft, ribbed knit fabric (which is made from renewed plastic bottles), these boots quite literally fit like a glove, molding to your foot with a sleek look. The walkable 2-inch heel offers some height that doesn’t sacrifice comfort, while the style is easy to dress up or down. Reviewers love that no break-in period is required, and these can be walked in all day long with no discomfort or issues. And the three neutral color options, black, white, and chocolate brown, will go with virtually everything in your wardrobe. Yes, pls.
- Size range: 5 – 11, with half sizes available
- Heel height: 2″
- Colors: Bone, Black, Dark Brown
THE REVIEW: “I absolutely love this boot and own two pairs now: black AND brown,” one reviewer writes. “It’s sleek, polished, versatile and just what I was looking for to add to my capsule wardrobe for travel. And yes, they were oh-so-comfy as I walked several miles over city blocks while at a conference. They didn’t require breaking in either! The height and solid heel were perfect for the occasion!”
2
most comfortable high heel boots
Schutz Maryana Pointed Toe Block Heel Knee High Boot
2
most comfortable high heel boots
Schutz Maryana Pointed Toe Block Heel Knee High Boot
Cons
- May be too high for some
I have been a fashion editor for many (many) years, and trust me when I say the Schutz Maryana boots are the boots I come back to every! single! time! I’ve been wearing these since 2018, and without fail, they are my most worn boots every fall and winter. Don’t let the super sleek and sexy look fool you; the 3-inch block heel and roomy pull-on design are so comfortable for all-day (or all-night) wear. They’re great for the office, date night, or going out and dancing with friends, and are available in black or dark brown croc, a statement snake print, or classic white or black, so there’s a boot for every style.
- Size range: 5 – 11 with half sizes available
- Heel height: 3″
- Colors: Black, Black Snake Embossed, Dark Chocolate Snake Embossed, Snake print, Eggshell
THE REVIEW: “True to size. Easy to slip on and off. The shaft of the boot is firm but has a comfortable snug flex with enough room for your calves to breathe,” one reviewer writes. “I’m an 8.5 & a little more on the flat footed /wide side (along with aging bones) and these are comfortable for walking in and/or standing in for a longer period of time.”
3
most comfortable podiatrist-designed boots
Frankie 4 Liberty Boots
3
most comfortable podiatrist-designed boots
Frankie 4 Liberty Boots
Now 20% Off
Cons
- Some may prefer zipper as opposed to pull-on design
Frankie 4, a footwear brand founded by podiatrist Caroline McCulloch, delivers on cute boots that are designed specifically for comfort (and who better to determine that than a podiatrist herself?!). These may look like your average black leather ankle boots, but inside, they’re sooo much more than that. Featuring a podiatrist-designed sole hero footbed, triple-layered support for your arches, forefront cushioning, and hidden heel support, the Liberty Boots offer next-level comfort. All Frankie 4 boots also come with a Sole Saver Pack of two full-length footbeds, two half-length footbeds, and two cushions that can be mixed and matched to give you your perfect fit, even if your feet are different sizes.
- Size range: 6 – 13 with half sizes available
- Heel height: 2.3″
- Colors: Black, Tan
THE REVIEW: “I have plantar fascitis and really love my Liberty boots,” one buyer writes. “It is very nice, comfy and I could walk for hours without feeling heel pain. High quality, fit perfectly also not too big so enough space for storage.”
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4
most comfortable over-the-knee boots
Vince Camuto Sewinny Extra Wide-Calf Over-the-Knee Boot
4
most comfortable over-the-knee boots
Vince Camuto Sewinny Extra Wide-Calf Over-the-Knee Boot
Cons
- Many reviewers wish there was a zipper to make putting on easier
Comfortable over-the-knee boots can be extremely hard to find (especially if you have wide calves, hi, it me), but Vince Camuto’s Sewinny slouch boots are an amazing pick that won’t break the bank. Available in standard, wide, and extra-wide widths, these over-the-knee boots are comfy in terms of heel height and the slouchy shaft (which you can snag in either suede or leather).
- Size range: 5 – 12 with half sizes available and standard, wide, and extra-wide width options
- Heel height: 2.4″
- Colors: Tortilla Suede, Sable Suede, Black Leather
THE REVIEW: “If you have a large calf and you want a stylish boot do not hesitate to get these. I was able to wear these with jeans! The heel is comfortable. The only complaint I that there is not a zipper on the side so depending on the with of your foot and heel you may have to do some maneuvers.”
5
most comfortable chelsea boots
Nordstrom Mia Chelsea Lug Boot
5
most comfortable chelsea boots
Nordstrom Mia Chelsea Lug Boot
Cons
- Reviewers say they run large, so you may have to size down
If you’re looking for Chelsea boots that can hold up in winter weather, this top-rated, budget-friendly pair is a favorite from Nordstrom. The rubber lug sole and steady platform offer A+ traction in rain or cold winter weather, and the leather upper is equally water-resistant. Reviewers LOVE how comfortable these boots are for all-day wear, with several comparing them to the feeling of their favorite sneakers.
- Size range: 5 – 12 with half sizes available
- Heel height: 2.5″
- Colors: Burgundy, Black, Ivory
THE REVIEW: “I’ve been looking for some Chelsea boots for a couple of years now. I wanted some that mimicked another pair of boots I had, but the shafts were all too narrow. These have a bit more of an opening but with the Chelsea look, and I love the lug sole. Slightly platform but not too much. They were extremely comfortable, too! Wore them all day in the cold and felt great!”
6
most comfortable customizable boots
Duo Boots Verity Knee High Boots
6
most comfortable customizable boots
Duo Boots Verity Knee High Boots
Now 20% Off
Cons
- May require slight breaking in to soften leather
Most of us are not working with the kind of budget that allows for custom-designed boots—sigh, a tough pill to swallow, it’s true—but Duo Boots is the next best thing. The shoe brand lets you customize your boots based on shoe size and your preferred calf width, so you can get a pair of boots tailored to fit you. The bestselling Verity Knee-High boots score major points for comfort with a memory foam insole, an internal elasticated stretch panel, and low heels made especially for walking. Oh, and did I mention they’re handmade in Portugal?
- Size range: 5 – 12 with half sizes available
- Heel height: 1.4″
- Colors: Black, Burgundy, Tan, Green Suede
THE REVIEW: “I am very impressed with the quality and worksmanship of these boots,” one reviewer writes. “The quality of the leather was top notch. I look forward to purchasing different pairs from Duo.”
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7
most comfortable ankle boots
Madewell The Darcy Ankle Boot
7
most comfortable ankle boots
Madewell The Darcy Ankle Boot
Cons
- Some reviewers say a break-in period is required
Madewell boots are always a go-to for quality and comfort at a semi-affordable price point. The Darcy Ankle Boot (available in suede or leather) features the brand’s Cloudlift Lite padding for an extra cushiony feel, a comfortable 2-inch stacked heel, and a slightly pointed toe that leaves some wiggle room. Reviewers love the sleek look of these ankle boots, where they hit on the leg, and the fact that they’re comfortable for all-day wear.
- Size range: 5 – 12
- Heel height: 2.25″
- Colors: Walnut suede, Olive suede, Black leather, Cinnamon leather, White leather
THE REVIEW: “I love these boots, I wore them to work and my feet were comfortable all day,” a reviewer writes. “The color is perfect for fall/winter, the leather is soft. Very “madewell” boots. I have slightly wide feet and usually wear a size 6.5 but I went up 1/2 size and it was perfect! Can pair them with any outfit leggings or skirts/dresses. They are super comfy, I definitely recommend.”
8
most comfortable combat boots
Dr. Martens 1460 Originals 8-Eye, Unisex
8
most comfortable combat boots
Dr. Martens 1460 Originals 8-Eye, Unisex
If you’re looking for comfortable combat boots, Dr. Martens’ 1460 boots have been an iconic bestseller for decades. Featuring a lace-up design and air-cushioned sole, reviewers love these classics for their lightweight feel, sturdy construction, and comfortable fit (though, disclaimer: some reviewers say some breaking-in was required). With over 30 colors to choose from, this style is a classic for a reason.
- Size range: 5 – 15
- Heel height: 1.25″
- Colors: Over 30 colors
THE REVIEW: “The boot feels durable yet lightweight for the brand. Looks like a stylish workbook more so than a fashion boot but could certainly pass as a fashion boot with the proper attire,” one buyer writes. “All around, a very versatile boot…For me, following the recommendation to size down for those whom typically wear 1/2 sizes, worked well…I can wear thick socks with them, or an orthopedic/insert. OR regular thickness socks and have a little extra wiggle room in the toe-box, which feels good and is good for you. Bottom line, I would recommend!”
9
most comfortable knee-high boots
Vince Camuto Sangeti Wide-Calf Boot
9
most comfortable knee-high boots
Vince Camuto Sangeti Wide-Calf Boot
Cons
- Some reviewers say you may have to size up based on calf size
Yes, Vince Camuto is making this list twice because the brand’s size-inclusive options are great for both comfort and price. These boots win comfort points for several reasons: 1) like many Vince Camuto styles, they’re available in standard, wide, and extra-wide calf width options, so you can find your best fit; 2) the block heel adds some height while still being easy (and comfortable) to walk in; and 3) the sleek leather shaft doesn’t cling too snugly to your calves. Even better? This dark cherry red leather is perfectly on trend, but they’re also available in classic black or white.
- Size range: 5 – 12 in regular, wide, and extra-wide width options
- Heel height: 2.8″
- Colors: Dark Mahogany, Black, White
THE REVIEW: “I love them so much,” one review reads. “Not only are these boots super cute and size inclusive, they’re also really comfortable. I ordered a size up because I like to wear my boots with really thick socks, which worked perfectly! I would definitely recommend these to any of my friends or really, just anyone in general lol.”
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10
most comfortable platform boots
Larroude Miso Bootie
10
most comfortable platform boots
Larroude Miso Bootie
Cons
- Pricey
Don’t be deceived by platform boots: they actually make heels much easier to walk in. Larroude is an editor fave for cool platform shoes, and the brand’s Miso Booties are all the proof you need. I mean, imagine topping literally any outfit off with these? Instant ’70s vibe in the best way possible. Reviewers love how comfortable and easy to walk in these are, between the 3.5-inch heel and soft leather upper.
- Size range: 5 – 10 with half sizes available
- Heel height: 3.5″ with 2″ platform
- Colors: Carmel and Black
THE REVIEW: “Extremely comfortable boot. Runs true to size.”
11
most comfortable moto boots
Frye Veronica Bootie
11
most comfortable moto boots
Frye Veronica Bootie
Now 28% Off
Cons
- Some reviewers wish they had a zipper
In general, moto boots tend to be a solid option for comfort, and these bestselling Frye classics are no exception. Beloved for the durable leather, edgy (but not too edgy) buckle details, and perfectly slouchy leather shaft, these boots will give you the all-day comfort you’re looking for while adding a touch of cool to any look.
- Size range: 5 – 12 with half sizes available
- Heel height: 1″
- Colors: Black, Bronze, Redwood, Stone, Natural, Cream, Slate
THE REVIEW: “These were so comfortable to wear on day one. No breaking in needed,” a reviewer writes. “I’m on my feet all day at work and these were very comfortable.They’re very well made and the leather is quality.”
12
most comfortable splurge boots
Nomasei Aria Boots
12
most comfortable splurge boots
Nomasei Aria Boots
French footwear brand Nomasei has been quietly building up a cult following of fashion girls for the last few years—and these ultra-comfy, lightweight, luxe leather boots are exactly why. Sustainably hand-crafted from soft, lambskin leather in Tuscany, the Aria boots are so light and mold to your foot like a glove. The insole is cushioned with memory foam for added comfort and that walking-on-clouds feeling. And the ballet flat-inspired toe design and contrasting leather zipper detail are just the cherry on top of an already chic design. Are they a splurge? Yes. But they’re perfect if you’re looking for a pair of investment boots that’ll give you comfort for years and years to come.
- Size range: EU 36 – 42 with half sizes available
- Heel height: 2.3″
- Colors: Red, Black, Plum, White, Silver, Mustard
THE REVIEW: “I tried them on, and it’s like wearing a glove on your feet,” one buyer writes. “The softest leather. Boots of glory!! I’m keeping them.”
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13
most comfortable snow boots
Sorel Caribou Waterproof Boot
13
most comfortable snow boots
Sorel Caribou Waterproof Boot
Now 25% Off
Cons
- Some reviewers say they’re heavy
Nobody likes buying snow boots—they’re bulky and usually not cute or fun—but the Sorel Caribou boots get points for both style and comfort, which is hard to come by in this category. This lace-up style features a waterproof nubuck leather upper, platform heel, and a cozy Sherpa pile snow cuff for extra warmth and comfort. And let’s be real: they’re chic enough that you’ll be hoping for some snow, even if it’s just to top off that après ski look you’ve been dying to wear.
- Size range: 5 – 12 with half sizes available
- Heel height: 1″
- Colors: Buff, Black, Gray, Stone
THE REVIEW: “I’ve tried several different boots when tailgating in Kansas City. Standing on the cold concrete in the freezing rain, sleet, and snow is never comfortable although these boots are the best I’ve ever worn,” one reviewer writes. “The games are much more fun when your warm and cozy!”
14
most comfortable cowboy boots
ARIAT Heritage Western R Toe Western Cowboy Boots
14
most comfortable cowboy boots
ARIAT Heritage Western R Toe Western Cowboy Boots
Cons
- Some reviewers found the fit too narrow
In the world of cowboy boots (I’m talking actual professionals, horseback riders, and the girlies simply here for the trend), ARIAT boots are a staple. Reviewers love how durable and comfortable the leather is, along with the padded footbed. And the boots are available in a ton of colors, from distressed brown to an ombre red and cool copper, so there’s something for every aesthetic. Disclaimer for the wide-feet folks, though: some reviewers found these to be too narrow of a fit for their wide feet.
- Size range: 5.5 – 12 with half sizes available
- Heel height: 1.75″
- Colors: Distressed Brown, Copper Brown, Black, Ombre Red, Naturally Distressed, Redstone
THE REVIEW: “Needed waterproof western boots for daily wear in the saddle and at the stable and these fit like a glove and feel great on. Padded footbed, genuine leather upper, rubber sole for waterproof, round toe, low heel for ease of getting in and out of stirrup, great looks, feel, durability of genuine leather can’t be duplicated or need to be replaced. Just condition them periodically and enjoy.”
15
most comfortable UGG boots
UGG Classic Mini II Boot
15
most comfortable UGG boots
UGG Classic Mini II Boot
You can’t go wrong when it comes to comfort with UGGs. But if you’re unsure which style to choose amongst the brand’s many options, hear me out when I say the Classic Mini Boot is the underrated MVP. Yes, the Ultra Mini Boots and Platform UGGs are having a moment (and both are v comfy/v cute options!), but the Classic Mini’s give you the best of both worlds in the UGG lineup. They offer a little more coverage (and therefore warmth) than the Ultra Minis, and hit at a comfier/less constricting spot than the Classic Shorts. And while the platform version is still ideal for walking, you can’t beat the comfort of the classic UGGs.
- Size range: 5 – 12
- Heel height: N/A
- Colors: Chestnut, Sand, Black, Gray, Blue, Mustard, Moss Green
THE REVIEW: “These are the most comfy Uggs I own,” one reviewer writes. “I wear these every day, especially in the cold weather, they are so cozy. I definitely need another pair.”
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Why Trust Cosmo?
Why Trust Cosmo?
Cosmo’s team of digital fashion experts have decades of combined experience in the industry. They spot relevant trends on the runway before they even hit your TikTok FYP or Insta Explore Page and conduct research across retailers of all kinds—testing many brands IRL—to bring you the best clothing and accessory picks for every season. Basically, we’ve curated the internet to bring you the chicest options like it’s our job (because it is, heh).
Each of our shopping articles adheres to the 15 Percent Pledge and includes products for all sizes. These comfortable loafers were chosen based on style, functionality, testability, price point, and so many reviews to put together this shoppable list of the very best for you!
Lauren Alexis Fisher is the Senior Editor at Cosmopolitan, overseeing digital content across fashion, lifestyle, beauty, sex, and culture. Previously, she was the Market Editor at Harper’s BAZAAR and has written for publications including WWD, Bustle, and W Magazine. When she’s not busy taste-testing her way through every dirty martini in New York, you can follow her on Instagram for bad jokes, good outfits, and annoying vacation pics.