• Beckett Simonon Bailey Chukka Boot  Burnished Brown Profile
  • Goodyear Welted Bailey Chukka Boot - Burnished Brown
  • Beckett Simonon Bailey Chukka Boot  Burnished Brown Front Angle
  • Beckett Simonon Bailey Chukka Boot  Burnished Brown Front
  • Beckett Simonon Bailey Chukka Boot  Burnished Brown Rear Angle
  • Beckett Simonon Bailey Chukka Boot  Burnished Brown Sole
  • Beckett Simonon Bailey Chukka Boot  Burnished Brown Top

Goodyear Welted Bailey Chukka Boot - Burnished Brown


From the boardroom to evening drinks to a weekend getaway, the chukka boot treads any ground with style.  With denim and a button down shirt or paired with chinos and a chambray shirt, The Bailey is designed for year-round versatility and total comfort.  Whatever is next, you’re ready.

Size runs big (Buy one size down). Check our size guide.
Goodyear Welted construction.
Full grain leather upper.
Full leather lining.
Double Leather sole.
Rubber heels with leather inserts.
Burnished toe caps.
Lace-up.
Come with a dust cloth.
1 year warranty.
Width: Medium (D)
Color: Hand burnished Brown.

Reviews for Goodyear Welted Bailey Chukka Boot - Burnished Brown
4.5 out of 5, based on 11 reviews
Daniel from Iowa City on Jun 04, 2014
Great: The boots: Leather quality is excellent, should break in over time wonderfully. The color and finishing appear top notch. The fit: I found they run large, normally wear 10.5-11 US, and had to size down to a 10, and probably could have gone to a 9.5. Width is fine for me, but I tend to run a bit wide. As a previous poster mentioned, the back heel is very stiff until broken in and wore at my ankle for the first few wearings. Choose appropriate socks.
Supremely happy I bought these.

Bad: Communication. I pre-ordered a pair approximately one month before listed shipping, one month after they were supposed to ship, I had received nothing, no item or email explaining the delay. The website had not been updated with a new shipping date either. It wasn't until I directly emailed customer service that I got any hint that there had been shipping delays due to customs. Then when I got the boots and needed to exchange them, again customer service was quick, but no emails saying they had received the returns, no emails saying the exchange had been processed. When I emailed them about having my new size sent, I was told they had sold out of the size and I had to wait for another new shipment. All of this was found out only after I initiated the inquires, none was volunteered.
I really appreciate my boots and the price point they are being sold at, but I expect much better communication from my companies. I don't care if it takes a while to get a nice product, I'm happy to wait, but at least let me know what's going on.
Zack CK from Brooklyn on May 08, 2014
I like the shape of these boots. The leather could be a little stiff so it takes a few wears to break in. After two weeks they are perfectly comfortable.
Joshua Moore from San Francisco on Mar 26, 2014
This is a more refined option than the Desert Boots. Perfect for me (simple design, practical and well-made).
Marc Lester from Savannah, Georgia on Feb 21, 2014
The good: Design, Comfort, Materials, Construction.
The bad: These boots only come in medium width which is too wide for me. I had to return them.
Great product but not for me.
Jared Williams from Philadelphia on Jan 04, 2014
Superb boots! Usually I'm not a big fan of leather soles but I was amazed how comfortable these shoes were right out of the box. The lining is soft and feels luxurious, overall the boots are impeccably made, I'm not a leather expert but the quality of these boots is evident. They easily look and feel like $250 shoes, I totally recommend them, much more when it comes to getting the most bang for your buck..
Will Lopez from Orlando. FL on Jan 03, 2014
I'm happy I got these shoes, they are my favorite everyday pair of boots right now. Size was perfect for me, after a short break in period (about 3 wears) these became very comfortable. I usually wear them with jeans, the style is just perfect. This shoe is worth every penny and much more 100% recommended
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Beckett Simonon Bailey Chukka Boot  Burnished Brown Profile

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