Skip to Content

10 Women’s Chelsea Boots to Shop Now

Fall is a-coming and so it may be time to upgrade your footwear. The high-end labels will have you wearing stilettos and furry heels, but really? Those aren’t great for workdays or errand days. So I’m suggesting an investment in a more wearable shoe this season: the Chelsea boot.

This post may contain affiliate links*

Women’s Chelsea boots are convenient and stylish. They’re also very easy to find. You can shop Chelsea boots for women on DSW, Zappos, Amazon, and countless random shoe stores.

Read on to learn more about this style, why you might love owning a pair, and 10 styles to shop now.

Women’s Chelsea boots 101

How to spot a Chelsea boot? The style is most easily recognized by the elastic panels that sit on either side of the boot’s shaft. Those elastic sections deliver some truly useful benefits. For one, you can slip the boot on and off without having a personal assistant help you. Two, you get a snug ankle fit (so you don’t look like you’re standing in a pair of empty buckets).

Save this

Enter your email below and I'll email this post to you!

And finally, those elastic panels add a fun mixed media vibe to your footwear.

Other characteristic features of the Chelsea boot include a pull tab at the back of the shaft, an embellishment-free design, and the super versatile ankle height.

That’s not to say all Chelsea boots look the same, though. You can find them in varying colors, materials, and heel heights.

A short history of Chelsea boots  

The boot takes its name from London’s Chelsea neighborhood. Chelsea is home of King’s Road, a popular street that spawned plenty of fashion trends and designer names in England’s Victoria era and beyond.

In the late 1800s, men and women wore Chelsea boots as traditional garb. From those early days, Chelsea boots were popular for both casual and formal occasions.

Some 100 years later, Chelsea boots came back to mainstream fashion — and in a big way. Why? Because The Beatles and The Rolling Stones wore Chelsea boots. The masses, of course, followed suit.

Since the 1960s, Chelsea boots for men and women have been on and off the runways. But that only means the sleek, minimalist boot has earned classic status. So while the feeds may not be overrun with Chelsea boots today, you can confidently wear this style now and for seasons to come.

Of course, if you prefer a shoe that’s very current, you have that option. Look for:

  • Women’s Chelsea boots in colors other than black or brown
  • Boots that substitute rubber construction for leather in a stab at rain-friendly iterations
  • Chelsea boots with lug soles and contrast stitching
  • Hybrid styles that take the classic Chelsea elements and add embellishments

10 best women’s Chelsea boots

Now for a look at this season’s best Chelsea boots for women. All are conveniently available on Amazon.

1. The lug

Sale
Vepose Women’s 9608 Chelsea Lug Sole Casual Outdoor Boots Ankle Booties,Black,Size 9M US(CJY9608 Black 09)
  • IF YOUR TOES PART ARE LITTLE WIDE,…
  • Bilateral elastic bands are…
  • This chelsea boots with premium…
  • It can match with different types…
  • Product measurements were taken…

This style blends an edgy lug sole with the classic elements of a traditional Chelsea. Wear these with cuffed or cropped jeans or, if you dare, a short skirt. You could also experiment with leggings and a long coat.

2. The everyday

Thursday Boot Company Women’s Duchess Chelsea Ankle Boots, Dark Olive Suede, 8
  • THE PERFECT FIT – We recommend…
  • THE DUCHESS CHELSEA BOOT – The…
  • UNPARALLELED WORKMANSHIP – Genuine…
  • THURSDAY’S SIGNATURE CRAFTSMANSHIP…
  • CLASS OF ITS OWN – We make zero…

Streamlined and simple, Thursday Boot Company’s Duchess Women’s Chelsea Boot embodies the classic Chelsea style. You can choose from nine colors, but I love this Dark Olive Suede. The texture adds interest and the neutral color delivers great versatility.

3. The rain protector

Sale
TOMS Women’s Dakota Chelsea Boot, Water Resistant Black Leather, 7.5
  • Casual lugged Chelsea boot style…
  • Featuring TPR welt with stich,…
  • EVA midsole and TPR outsole with…
  • High-rebound comfort OrthoLite Eco…
  • Outsole height approximately 1 3/4″

Tom’s Dakota boot is available in water resistant black leather with a rubber sole. The tan strip at the base of the boot sets this style apart from the rest.

Budget Fashionista Tip: Get coupon codes now with Capital One shopping. Here's how.

4. Winter white

Jeossy Women’s 9605 Chelsea Ankle Boots White Slip on Short Booties for Women Size 7(DJY9605 White 07)
  • Material: Synthetic leather and…
  • Cushioned insole that snuggles your…
  • These chelsea ankle boots feature…
  • Suitable for wedding, night…
  • Size: Heel Height: 2.24″, Platform…

The Jeossy white women’s Chelsea boot looks suspiciously like Dr. Martens unisex Chelsea boot of the same color. Jeossy’s is the budget version, of course, made with synthetic leather and white stitching. The Docs are real leather with yellow stitching.  

5. Faux furry

Dr. Martens Women’s Leonore Burnished Wyoming Leather Boot, Black, 5 Medium UK (7 US)
  • Constructed for comfort on the…
  • This boot is Goodyear-welted,…
  • Good abrasion and slip resistance
  • Lined with warm faux fur
  • Retains essential Doc DNA, like…

Speaking of the world’s most famous shoe doctor, Dr. Martens Leonore Chelsea incorporates one of the season’s hottest shoe trends: fur. Faux fur lining keeps your ankles toasty, while a thick sole distances you from ground water.  

6. For the office

Marc Fisher LTD Alva Medium Natural 8 M
  • The versatile Marc Fisher LTD Alva…
  • Available in leather or suede upper…
  • Please note: upper material is…
  • Pull-on design with dual side…
  • Rear pull-tab for easy entry.

Add a heel and a pointed toe and the Chelsea boot could be the MVP of your work wardrobe. Go with classic black or choose one of 10 other colors, including a gorgeous camel.

7. The cowboy Chelsea

Teva Women’s Anaya Chelsea RR Boot, Bison, 8
  • Microfiber lining for a soft and…
  • Elastic gore stretches with your…
  • Metal shank stabilizes and supports…
  • Rubber outsole for durability and…
  • Best for: all weather city wear

Teva’s boot has an on-trend cowboy boot vibe, plus microfiber lining and a rubber outsole for comfort and durability.

8. Sock-inspired

Sale
Athlefit Women’s Chelsea Platform Ankle Boots Elastic Chunky Heel Lug Sole Apricot Booties Size 9
  • 【FEATURES】: The boots feature a…
  • 【DESIGN】: A unique combination…
  • 【MATERIAL】: Use leather/suede…
  • 【NON-SLIP】: These fashion lug…
  • 【OCCASION】: Our chic chelsea…

A sock boot and a Chelsea boot in one. Your ankles stay warm and you’re super chic in a pretty pair of light tan boots, for a wallet-friendly price. It doesn’t get much better.

9. Sleek easy

Sale
Dr. Scholl’s Shoes Womens Teammate Slip On Chelsea Dress Ankle Boot, Black Smooth, 7 US
  • SIZE SUGGESTION: recommend…
  • MATERIALS: Faux leather and…
  • FIT: Womens dress bootie with slip…
  • COMFORT: Be Energized insole…
  • MOVEMENT: Lightweight, flexible…

Dr. Scholl’s style doubles down on sleek styling, with smooth faux leather and a minimal sole. Have fun dressing this shoe up or down as your calendar demands.

10. Taupe terrific

Juliet Holy Womens Chelsea Boots Fashion Winter Pointed Toe Chunky Stacked Low Heel Slip On Ankle Booties
  • 【Measurement】:The boots heel…
  • 【Material】: Faux leather and…
  • 【Convenient Side Elastic…
  • 【Low Stacked Block Heel】: The…
  • 【TIPS】:These boots for women…

Juliet Holy’s women’s Chelsea boot is also understated, but it comes in this lovely faux suede taupe. Reach for these to complement nearly any outfit palette.

Chelsea boots: A cool-weather classic

Whether your signature style is always on-trend or classic, there’s a pair of Chelsea boots out there for you. Have fun shopping and styling the only boot that was equally loved by Brits in the Victoria era and rock-n-roll fans of the ’60s.

Sixta Seminario

Monday 14th of March 2016

I'm bored at work so I decided to browse your site on my iphone during lunch break. I love the information you present here and can't wait to take a look when I get home. I'm amazed at how quick your blog loaded on my phone .. I'm not even using WIFI, just 3G .. Anyhow, excellent blog!

Cohen Jacobson

Friday 16th of October 2015

I know I feel kind of weird looking up women's boots, but I really need to find something nice for my wife. Her birthday is coming up in a couple weeks and she keeps mentioning these kinds of boots, but I'm not quite sure which ones she would like. I think though, this is a great place to start and I really appreciate the help and great info!

Comments are closed.