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The Ray Boot
full size
The Ray Boot
Product Details
With its chunky faux-crepe sole, polished leather finish and leather loop pull, this is the timeless Chelsea boot, toughened up. We love it with a pair of skinny jeans or a flowy skirt. Please note: When you select your size, "H" equals a half size.  
  • Leather upper.
  • 4 3/4" shaft height (based off size 7).
  • 9 3/4" shaft circumference (based off size 7).
  • 1" heel.
  • Leather lining.
  • Faux-crepe sole.
  • Import.
Free shipping exclusively for Madewell Insiders
*For complete details, see our Shipping Policy.

The Ray Boot

The Ray Boot is rated 4.4 out of 5 by 17.
Rated 5 out of 5 by from Cool and Comfortable I got these on sale and they were definitely worth the price! I have really terrible foot problems and they were super comfortable the first time I wore them. I was unable to purchase them in the size suggested, so got my normal size (9) and they are a bit roomy but still very comfortable. They look really expensive and cool on.
Date published: 2015-01-31
Rated 5 out of 5 by from Great leather, strong rubber sole A casual but stylish boot. Gorgeous leather. Durable rubber sole. I love the chunky look - reminds me of a cross between a chelsea and a doc marten. It could use a little more lift in the heel - my feet hurt from the shoe being so flat (I know, weird problem).
Date published: 2014-12-18
Rated 5 out of 5 by from My New Favorite Boots I have worn them every day since they arrived. Comfortable, stylish and well-made. The kind of shoes that make you happy every time you look at your feet!
Date published: 2014-12-16
Rated 5 out of 5 by from Great booties! Thick sole and really nicely made. Love how they look. They feel a little narrow on my feet but they are getting more comfortable the more I wear them.
Date published: 2014-12-08
Rated 5 out of 5 by from LOVE! So glad I invested in these boots! I was able to get these at a very very affordable price thanks to a friend and I have absolutely no regrets with my decision. It took a good 2-3 full days of walking around on campus to break them in but now they are perfect! I usually wear an 8.5 and this was my first Madewell shoe purchase and ended up sizing down to an 8. The bottom of the shoe is another big plus in regards to durability so I expect this to last a long, long time. Great buy! Would definitely recommend to anyone looking for chelsea boots and don't mind the casual brown of the bottoms.
Date published: 2014-12-07
Rated 5 out of 5 by from LOVE THESE i get compliments all the time. plus no need to break them in
Date published: 2014-12-05
Rated 5 out of 5 by from If you buy one pair of shoes... These boots are, hands-down, the best shoe purchase I've made in years. I am a true size 8, average width, and every single time I have purchased shoes from Madewell, I've powered through pain of varying degrees and duration - the Chelsea boots from last year were pretty comfortable after a few painful wears (they ran extremely narrow), the d'orsay flats continue to be agonizing every time I let my guard down and try them again. The Ray is perfect. Comfortable right out of the box, zero rubbing, great for walking long distances in the city, etc. Room enough for thick socks, but they won't swallow your foot if you're wearing tights or thinner socks. Warm enough to power through cold months in the mid-Atlantic with a sole that won't land you on your bum in the rain. Style-wise, they walk the line between biker/farmer/punk/mod. These boots carry a woman through the world with their head up and their fists out. If you're wary about the price, just do it. Every penny well spent.
Date published: 2014-12-05
Rated 5 out of 5 by from Love these! I was eyeing these for a little bit on the site and it didn't look like my local store was getting them in, and when one of the % off promos came on I decided to take the plunge. I'm SO glad I did! These are everything I wanted them to be - great quality, comfortable (a little stiff but in a good, strong leather kind of way), and so perfect with jeans either tucked in or folded up. I debated about sizing based on some of the other reviews mentioning sizing down, but I stayed TTS and I'm glad I did. They are comfy without being too roomy and I can wear thick socks if I want to do so. Overall just a terrific purchase, and even after just a couple of wears people are asking where I got them!
Date published: 2014-12-05
Rated 5 out of 5 by from A stellar pair of boots I absolutely love these boots. I was looking for a second, sturdier pair of Chelsea boots to avoid breaking down my only pair. These are good quality and they look it, too. I fluctuate between a 7H and a size 8 (normally 7H but occasionally an 8) and I had to size up with these boots. They're a bit chunky but that was definitely the style I was looking for.
Date published: 2014-11-25
Rated 5 out of 5 by from Great Boot I received these in the mail a couple of weeks ago. I didn't like them when I first tried them on at home but one day I was running out to go to the airport and threw them on and bam...just like that, my favorite boots. They are really comfortable, they look great with skinny jeans, leggings and, tights. They fit true to size, I'm a size 6 and, ordered them in a 6-no problem. The quality is really good, the sole is thick and durable.
Date published: 2014-11-24
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