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About Madewell

The Chelsea Boot
full size
The Chelsea Boot
The Chelsea Boot
The Chelsea Boot
Product Details
Our take on the time-tested Chelsea boot, in supple Italian leather that will just get better with age. A true boot icon first designed in the early 1800s in England, it has been favored by everyone from Queen Victoria to '60s-era London mods. Great news, considering it will never go out of style. Please note: When you select your size, "H" equals a half size.  
  • Leather upper.
  • 4 3/4" shaft height (based off size 7).
  • 9 13/16" shaft circumference (based off size 7).
  • 9/16" heel.
  • Leather lining.
  • Man-made sole.
  • Import.
  • only.
Free shipping exclusively for Madewell Insiders
*For complete details, see our Shipping Policy.

The Chelsea Boot

The Chelsea Boot is rated 4.1 out of 5 by 10.
Rated 5 out of 5 by from A wardrobe staple Love these boots. Beautiful, thick, shiny leather and and nice sturdy sole. Fits a little tight in the ankle and definitely gave me a blister or two while I was breaking them in, but no surprise there. Wearable with my skinny jeans and blazer or tights and a skirt. Very versatile and very well made!
Date published: 2014-11-13
Rated 5 out of 5 by from Love!! They are beautiful and seem indeed well made!! I love them. I wish they come in different width. Narrow for my feet.
Date published: 2014-10-06
Rated 5 out of 5 by from Comfortable all day, chic, and versatile I got these boots the day I left for London and wore them every day for a full week, walking everywhere all day. I was shocked at how comfortable they were -- it usually takes a little while to break boots in but not these. They're great with skinny jeans and even dresses. I ended up wearing them to the wedding I went to. The leather is soft but durable and even though there is no zipper there's enough stretch to the upper part of the boot so they slip on easily and there is a loop at the back to help with getting them on and off. I wish they carried these in the stores!
Date published: 2014-09-30
Rated 5 out of 5 by from My favorite boots possibly ever I purchased these boots last fall and, for me, personally they were the perfect fit. Purchased my usual size. I found them to be very comfortable (I do a lot of walking, can't say much about standing in them for long periods of time). They are looking a little worn to wear to work so I purchased the hayes boot, which was on sale. I like those boots but, I still prefer these boots. I might pick up another back up pair if the price is right.
Date published: 2014-09-17
Rated 4 out of 5 by from Comfortable, Beautiful Boot! These boots are great! I just recently visited NYC and walked everywhere in these without problem, plus they look awesome and go with just about any outfit. I stepped out in the rain with them one day and they were fine, although I can't attest to whether they would handle alot of water exposure. Overall the fit is really nice, but give yourself a day or two of breaking these in before you walk long distances. Once they were broken in, they were pretty comfy. I definitely recommend these!
Date published: 2014-11-10
Rated 4 out of 5 by from Good Value for the price I was looking for a classic boot to wear now and forever and this boot is definitely a classic. Leather lining is great from a comfort standpoint. Just a few wears and they will break in nicely. The exterior leather is also nice, although the quality on the left foot seems to be breaking in slightly different than the right side. I was hoping these were made in Italy since my previous pair of Madewell boots were, however these are made in Romania. Overall, decent buy for the money and comfortable boots that I hope to continue to wear in the future.
Date published: 2014-10-19
Rated 4 out of 5 by from Good looking boot, but not made for walking The leather is dark and smooth, but there is not much padding, arch support, or cushion inside. Great for dressing up or for casual occasions. Delivery was a bit slow, the box it was delivered in was open, and the leather on the left shoe was a bit more worn than the right. Overall, a fine shoe to add to the repertoire, but not as comfortable as would have liked.
Date published: 2014-10-14
Rated 4 out of 5 by from Must have boot I bought these boots for work. I am on my feet all day, and I do a lot of walking. After wearing them from 7:30am to 5:30pm today, I found them to be okay comfort-wise. They did not pinch or rub my feet, and they relaxed nicely to fit the widest part of my feet; however, I would have preferred a little more cushion in the soles. That said, the quality is excellent, and they look expensive. I would definitely recommend purchasing them. The Chelsea boot is a great style that goes with everything. I can wear them with skinny jeans and dressier pants.
Date published: 2014-09-09
Rated 3 out of 5 by from Love the boots except for their heel I love the look of these boots but I had to get them resoled after only a few wears. I live in a walking city and do walk a lot, but the heel disintegrated super quickly, which was very disappointing. I've since gotten them resoled and I love them. Super comfortable and they go with everything.
Date published: 2014-11-26
Rated 2 out of 5 by from Surprisingly Masculine I thought I had FINALLY found the perfect Chelsea boot, but when these arrived they were much more masculine than I had expected. The sole was much thicker and heavier than it appeared, and they had almost a Doc Martin feel to them. The shine was overwhelming, and they looked huge with tapered jeans. Was disappointed and sent them back.
Date published: 2014-10-30
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