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Chic and Trendy Women's Chelsea Boots

If you want versatile footwear that matches perfectly with both causal and formal outfits, slip on a pair of new Chelsea Boots. With an elastic gore, Chelsea boots are a quick pull-on boot style that elevate your look without the addition of distracting zippers or laces.

From chic pairs to wear with dresses to trendy rugged styles worn with trousers, shop your next pair to ship worldwide, and pay no US sales taxes with MyUS!

Marc Fisher Ulora Bootie $99.99

A pair of tan suede Marc Fisher Ulora Booties sitting on top a dark red brown picnic table in front of a white wall

This Marc Fisher Ulora Bootie is the go-to boot that women collectively agree is awesome for a number of reasons. They love the boot's pointy toe that elongates their frame, the perfect blend of comfort and style, and the non-existent break-in period. 

“I get compliments every time I wear these shoes. They need a little breaking in, but otherwise are very comfortable and the heel is the perfect height.” states Sarah12.

Marc Joseph New York Leather Chelsea Boot $21.50 - $150.15

A woman wearing a pair of Grey Colored Marc Joseph Chelsea Boots with silver studs throughout the boot, a black leather strap, and a silver buckle with blue jeans in front of a garden and wooden gate

For a little bit of a casual-cool flair, check out these Studded Chelsea Boots. The stud and buckle detail add some fun to the simple Chelsea style without compromising the easy-pull-on elastic gore. Also, the gel heel insert, densely padded footbed, and blunt arch supports your feet through each step.

“These boots are so well made and so comfortable. They slip on pretty easily and stay on. They do run a tad bit big. I'm normally a size 8, and the size 7 fit perfectly.” says Erica in her honest and constructive feedback. 

Frye Sabrina Chelsea Bootie $377.95

Frye Sabrina Chelsea Bootie in black leather with a pull-tab at back and rugged 2.25 inch stacked heel

The Sabrina Chelsea Bootie from Frye are great if you prefer a higher heel and more feminine style. With an easy pull tab and grippy rugged outsole, these boots are made for walking, dancing, and taking you on your next adventure!

Journee Ramsey Chelsea Boot $49.99

A women sporting red Ramsey Chelsea Boots with black skinny jeans on a tree branch at the park

Sport these trendy Journee Ramsey Boots for your next outing. With a vibrant red faux suede finish, these boots will complete any outfit without effort. Wear them on the way to errands, work, vacation, and school. 

“I had a hard time finding a high quality attractive bootie that didn’t have a tall heel. These are perfect. a tiny heel to support arch and make it a little more dressy.” Col84 comments.

Marc Fisher Yale Chelsea Boot $178.95

Chic cream leather Yale Chelsea Boot from Marc Fisher, Acne Jensen dupe, with stacked wood sole and heel and shiny metal toe detail

Had your eye on the well-known Acne Jensen Chelsea boots? Try out the pointed-toe style with this pair from Marc Fisher, the Yale Chelsea Boot. While it also comes in black and croc-embossed, we're loving the chic and refreshing cream leather with the lighter stacked-wood sole and heel! The insole is cushy and the low 1 1/2-inch heel makes it easy to wear all day—perfect for travel or daily commuting. These boots include a shiny metal detail at the toe as well. 

"The pointed toe elongates my legs without making my feet look too big/long. These feel like a million bucks & look that way, too. I couldn’t be happier with my purchase. If you’re considering these, they’re 100% worth the price!" says Lorrianne92, who is loving her boots!

Seven Dials Marisah Women's Ankle Boots $49

A pair of beige Seven Dials Marisah Women’s Ankle Boots with leopard print on the quarter in front of a potted plant

Add a touch of the wild side to your footwear with these Marisah Ankle Boots. You’ll notice the two-tone design of synthetic leather and subtle leopard print around the back of the boot shaft. 

“These boots are so cute. The best thing about them is that they are actually comfortable. I have horrible feet (lots of pain) and have trouble finding comfortable, cute boots. I was able to wear them all day. I do wear my orthotic inserts so I order 1/2 size up and they fit perfectly. Look great with jeans (all styles) or leggings.” Sandra states in her online review.

ASOS DESIGN Action Chunky Chelsea Boots $43

A woman sitting on a white chair, wearing a pair of black ASOS DESIGN Action Chunky Chelsea Boots with an olive green jumpsuit

Not afraid to get your boots dirty? These Chunky Chelsea Boots will take you through the roughest terrain and the harshest weather with the chunky soles also adding some height. They accomplish a tough, yet cute look for school, work, and dates. 

“These shoes are AMAZING. They have great support and you can wear them all day with no feet pain. Also, adorable! I highly recommend.”AliStar345 raves.

Rag & Bone Brynn Boot $270

Pointed toe Rag & Bone Brynn Boot in black suede with 65mm heel and 5-inch heel

Dress up for date night with the Rag & Bone Brynn Boot. With a fitted 5-inch shaft and easy-to-walk-in 2.5-inch heel, this pair of pointed-toe suede booties make any outfit more dressy and chic. The elastic gore on this pair goes all around the ankle for the sleekest fit for your 'fit.

"These boots are beautiful and so stylish! They are Chelsea boots so they require a little effort to get on and off but do does any other Chelsea boot. I have other Rag & Bone boots as my regular size (even when indicated they run small) but went up a half size in this one. They’re perfect!!" raves polkadotprep in her five-star review.

Proenza Schouler Lug Sole Chelsea Boots $825

Looking to splurge on this style? Try on these Proenza Schouler Lug Sole Chelsea Boots for size! Their cool, on-trend lug sole and contrast rows of stitching and premium designer leather will draw the envy of fellow fashionistas. Two pull-straps on front and back are both functional to help you slide them on and act as a nod to the more rugged look trending these days.

"Love my new boots!! Fits perfectly. Very comfortable. Great quality. I have had a lot of compliments" says Sofie in her online review.

Whether you are heading to the office or going on a date, any of these Chelsea Boots will keep you on your feet. When you become a MyUS member, you can shop your favorite pairs and use our fast international shipping. 

We always aim to bring our members the best shopping options available, but some of the products featured in this post may have purchase restrictions. To find more information, please visit the merchant’s terms of sale, shipping guidelines and/or terms and conditions.

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