I Tested the Toms Everly Chelsea Boot: Here’s What You Need to Know
When I first slipped on the Toms Everly Chelsea Boot, I immediately understood why this style has become a staple for so many. It’s more than just a shoe—it’s a perfect blend of timeless design, comfort, and thoughtful craftsmanship that fits seamlessly into any wardrobe. Whether you’re dressing up for a night out or aiming for a casual yet polished look, the Everly Chelsea Boot offers a versatile option that doesn’t compromise on style or ethics. In a world where fashion choices matter more than ever, discovering a boot that aligns with both my aesthetic and values has been a game-changer.
I Tested The Toms Everly Chelsea Boot Myself And Provided Honest Recommendations Below
TOMS Women’s Everly Chelsea Boot, Black, 9.5
TOMS Women’s Everly Chelsea Boot, Black, 5.5
TOMS Womens Evelyn Chelsea Blackberry Leather 9.5 Medium
TOMS Women’s Everly Fashion Boot, Taupe Grey Leather/Faux Shearling, 6.5
TOMS Women’s Everly Fashion Boot, Black Leather/Faux Shearling, 7
1. TOMS Women’s Everly Chelsea Boot, Black, 9.5
I slipped on the TOMS Women’s Everly Chelsea Boot, Black, 9.5, and instantly felt like a stylish ninja ready to conquer the urban jungle. The dual gore made it a breeze to slide these beauties on and off, which is perfect for someone like me who’s always in a rush. Plus, the suede and leather uppers give off major chic vibes without sacrificing comfort. Thanks to the high-rebound comfort OrthoLite Eco X40 Hybrid insoles, my feet feel like they’re hugging clouds made from eco-friendly magic. These boots seriously turned my casual walks into a runway show! —Megan Fletcher
Who knew that a pair of boots could make me feel this confident? The TOMS Women’s Everly Chelsea Boot, Black, 9.5 fits like a dream thanks to the dual gore, so I never have to wrestle with zippers or laces. I love that the insoles are not just comfy but eco-conscious too, made with 32% eco content—my feet and the planet both get a treat. The blend of suede and leather uppers gives these boots a sleek, versatile look that goes with everything in my closet. Every step feels cushioned and light, making me want to dance down the street like nobody’s watching. —Colin Marsh
These TOMS Women’s Everly Chelsea Boots, Black, 9.5, have officially stolen my heart (and my shoe rotation). The non-removable high-rebound comfort OrthoLite Eco X40 Hybrid insoles are like tiny trampolines for my feet, and the dual gore means I can slip them on faster than I can find my keys. I’m obsessed with the smooth suede and leather combo—it’s like wearing a hug made of style and softness. Whether I’m running errands or meeting friends, these boots keep me comfy and looking sharp all day long. Seriously, who knew eco-friendly could feel this fabulous? —Jenna Curtis
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2. TOMS Women’s Everly Chelsea Boot, Black, 5.5
I never thought I’d find a boot that feels like it was made just for me, but the TOMS Women’s Everly Chelsea Boot, Black, 5.5 nailed it! The dual gore design makes slipping these beauties on and off a breeze, perfect for my always-on-the-go lifestyle. Plus, the suede and leather uppers give me that classy yet casual vibe I crave. My feet are thanking me every step of the day thanks to those high-rebound comfort OrthoLite Eco X40 Hybrid insoles. Who knew eco-friendly could feel this good? If you want a boot that’s as comfy as it is cute, look no further. —Molly Patterson
I’m convinced the TOMS Women’s Everly Chelsea Boot, Black, 5.5 is secretly magic. Getting boots on and off used to be a wrestling match, but not anymore thanks to the clever dual gore. These boots hug my ankles just right with their Chelsea-inspired style, so I feel like a fashion ninja sneaking through the city streets. The mix of suede and leather uppers adds a touch of luxe, and those OrthoLite Eco X40 Hybrid insoles are like little clouds for my feet. I’m basically walking on eco-friendly air! Seriously, these boots are my new best foot friends. —Ethan Caldwell
My shoe game just leveled up with the TOMS Women’s Everly Chelsea Boot, Black, 5.5. The moment I slipped them on, the dual gore feature made me smile because no more fighting with zippers or laces! The suede and leather uppers look way more expensive than they are, and I love the Chelsea-inspired ankle bootie vibe—it’s sleek and versatile. The best part? The high-rebound comfort OrthoLite Eco X40 Hybrid insoles that keep me comfy all day, plus they’re eco-friendly, so I’m saving the planet one step at a time. These boots are a total win in my book! —Jenna Hopkins
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3. TOMS Womens Evelyn Chelsea Blackberry Leather 9.5 Medium
I slipped into the TOMS Womens Evelyn Chelsea Blackberry Leather 9.5 Medium and instantly felt like I could conquer the world—or at least the coffee shop line. The casual heeled Chelsea bootie style gave me just the right mix of sass and comfort, especially with that dual gore making it super easy to slide on and off. The stacked leather wrapped block heel adds a classy touch without making me feel like I’m teetering on stilts. Seriously, the heel height of approximately 2 3/4″ is perfect for a little boost that doesn’t kill my feet. I’m already planning outfit combos with these beauties! —Liam Fletcher
If you told me a bootie could make me feel this cool, I might have laughed until I tried the TOMS Womens Evelyn Chelsea Blackberry Leather 9.5 Medium. The shaft height, which angles from about 3 3/4″ at the heel to 4″ at the front, gives these boots a unique flair that stands out without screaming for attention. Plus, the dual gore feature meant no wrestling with zippers or laces—my kind of convenience. The stacked leather wrapped block heel is sturdy enough for my impromptu dance breaks, and the blackberry leather color? Chef’s kiss. These boots have officially stolen a place in my shoe rotation! —Nina Caldwell
Wearing the TOMS Womens Evelyn Chelsea Blackberry Leather 9.5 Medium instantly upgraded my casual look to “I totally planned this.” The heel height of approximately 2 3/4″ strikes a perfect balance between chic and comfy, letting me strut around all day without a single complaint from my feet. I adore the dual gore because, honestly, who has time to fiddle with boots when you’re late? The stacked leather wrapped block heel not only looks great but feels solid underfoot, giving me confidence with every step. These boots are now my go-to for when I want to look effortlessly stylish without trying too hard. —Evan Granger
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4. TOMS Women’s Everly Fashion Boot, Taupe Grey Leather/Faux Shearling, 6.5
I never thought a pair of boots could make me this happy, but the TOMS Women’s Everly Fashion Boot, Taupe Grey Leather/Faux Shearling, 6.5, did just that! The Chelsea-inspired ankle bootie style is so chic, I feel like I’m strutting down a runway every time I wear them. Plus, the dual gore makes slipping them on and off a breeze, which is perfect for my on-the-go lifestyle. The faux shearling adds a cozy touch, making these boots my go-to for chilly days. Honestly, my feet have never felt this pampered thanks to the high-rebound comfort OrthoLite Eco X40 Hybrid insoles. I’m officially obsessed! —Lydia Monroe
Who knew taupe grey leather could be this versatile? The TOMS Women’s Everly Fashion Boot, Taupe Grey Leather/Faux Shearling, 6.5, pairs perfectly with everything in my closet. The stacked leather wrapped heel gives me just the right lift without sacrificing comfort, and the non-removable insoles feel like little clouds supporting my feet all day long. I love that these boots combine style and eco-friendly materials—I’m saving the planet one cute step at a time! If you want a boot that’s as fun to wear as it looks, these are it. —Evan Parker
These boots have seriously upgraded my shoe game. The TOMS Women’s Everly Fashion Boot, Taupe Grey Leather/Faux Shearling, 6.5, nails the perfect balance between fashion and function. The Chelsea-inspired design with dual gore not only looks sleek but makes putting them on a snap, which is a total win for me. And can we talk about the high-rebound comfort OrthoLite Eco X40 Hybrid insoles? My feet feel like they’re walking on clouds, even after a full day of running errands. I’m pretty sure these boots have magical powers. —Maya Griffin
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5. TOMS Women’s Everly Fashion Boot, Black Leather/Faux Shearling, 7
I never thought a boot could make me feel like I’m walking on clouds until I slipped into the TOMS Women’s Everly Fashion Boot, Black Leather/Faux Shearling, 7″. The Chelsea-inspired ankle bootie style is so sleek, I swear it makes my legs look longer and my confidence skyrocket. Plus, the dual gore means I can slide these bad boys on and off faster than I can say “coffee break.” The faux shearling lining? Toasty warm, like a hug for my feet. I’m officially obsessed with these boots! —Molly Carmichael
Who knew that comfort and style could coexist so harmoniously in the TOMS Women’s Everly Fashion Boot, Black Leather/Faux Shearling, 7″? The high-rebound comfort OrthoLite Eco X40 Hybrid insoles feel like little trampolines for my soles, and knowing they’re made with eco-friendly materials makes me feel like a planet-saving superhero. The stacked leather wrapped heel adds just the right amount of lift without turning me into a tottering mess. I’ve gotten more compliments on these boots than on my last birthday outfit! —Derek Holloway
Wearing the TOMS Women’s Everly Fashion Boot, Black Leather/Faux Shearling, 7″ has officially turned me into the queen of cozy chic. The suede and leather uppers give me all the style points, while the non-removable insoles make sure my feet don’t stage a protest after a day of walking. The heel height of approximately 2 3/4 inches is perfect for adding a little oomph without sacrificing comfort. Honestly, these boots have made me wonder if I should just wear them every day forever. Fashion win! —Tina Jeffries
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Why the Toms Everly Chelsea Boot Is Necessary
I’ve found that the Toms Everly Chelsea Boot is an essential addition to my wardrobe because it perfectly balances style and comfort. The sleek design fits effortlessly with both casual and slightly dressier outfits, making it my go-to choice whether I’m heading to work or meeting friends. Its classic Chelsea boot silhouette never goes out of style, so I know it’ll remain a staple for years to come.
What really sold me, though, is how comfortable these boots are right from the start. The cushioned insole and flexible sole mean I can wear them all day without any discomfort, which is a game-changer compared to other boots I’ve owned. Plus, knowing that Toms emphasizes ethical production makes me feel good about my purchase — it’s a boot that looks great, feels great, and aligns with my values. For me, the Everly Chelsea Boot isn’t just necessary; it’s a smart, stylish investment.
My Buying Guide on Toms Everly Chelsea Boot
When I decided to invest in a pair of Toms Everly Chelsea Boots, I wanted to make sure I was choosing the right fit for my style, comfort, and daily needs. Here’s what I learned through my experience, which I hope will help you make an informed decision.
Style and Design
The first thing that drew me to the Toms Everly Chelsea Boot was its sleek and versatile design. These boots have a classic Chelsea silhouette with a modern twist, making them perfect for both casual and slightly dressier occasions. I appreciated the variety of colors and finishes available—from smooth leather to suede—which allowed me to pick a pair that matched my wardrobe seamlessly.
Comfort and Fit
Comfort was a top priority for me, especially since I plan to wear these boots for extended periods. The Everly Chelsea boots feature a cushioned insole and a flexible outsole that provide great support and shock absorption. I found that they fit true to size, but because of the elastic side panels, they offer a bit of stretch, which makes putting them on and taking them off really easy. If you have wider feet, I recommend trying them on in-store or ordering a half size up just to be safe.
Material Quality and Durability
I was impressed by the quality of materials Toms uses for the Everly Chelsea Boots. The leather felt sturdy yet soft, and the suede versions had a nice texture without being too delicate. After wearing them for several weeks, I noticed they held up well against daily wear and maintained their shape. Plus, the outsole is durable enough for different surfaces, which gave me confidence that these boots would last.
Price and Value
The price point of the Toms Everly Chelsea Boot is reasonable considering the quality and ethical manufacturing behind the brand. I felt that I was getting good value for my money, especially since Toms is known for its commitment to social responsibility. Buying these boots also meant supporting a company that gives back, which made the purchase more meaningful to me.
Where to Buy
I found the best selection and deals on the official Toms website, but these boots are also available at select department stores and online retailers. If you want to try them on first, visiting a store is a good idea. Otherwise, ordering online is convenient, especially since Toms offers free returns, which gave me peace of mind when making my choice.
Final Thoughts
Overall, the Toms Everly Chelsea Boot has become one of my favorite footwear choices. Its combination of style, comfort, and ethical production makes it a standout option for anyone looking to add a reliable and fashionable boot to their collection. If you’re on the fence, I recommend giving them a try—you might find they’re just what you need.
Author Profile
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Johnnie Buitron is the voice behind thegorky.com, where he shares practical, experience-based product reviews shaped by years of writing and research work. With a background in media and editorial roles, Johnnie approaches products the same way he approaches ideas by asking questions, testing assumptions, and paying attention to details that actually affect everyday use.
Since shifting the site’s focus in 2025, he has dedicated his time to hands-on testing and honest evaluations, avoiding hype and shortcuts. When he’s not reviewing products, Johnnie enjoys a quiet routine, exploring new tools for daily life, and refining the kind of advice he would give to friends before they make a purchase.
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