Handcrafted in the USA, with fine imported materials

Williamsburg Chukka Boot


Item# SF2799


Special Offer
$75 Off with Code: NEWFALL


  • Select Color 2799 Black

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Additional Information



  • Clean, classic dress chukka boot
  • Two-eyelet plain-toe boot
  • Dress it up or down, perfect any way you style it
  • Classic Fit, fits true to size


  • 360º Bench Welt construction for durability and stability
  • CustomCork™ insole forms a custom fit
  • Single oak leather sole
  • Craft

  • Handcrafted in Port Washington, WI, with fine imported leathers
  • Built on the 65 Last
  • Premium European calfskin leather
  • Soft tan leather lining
  • Recraftable
  • Care

    Care Instructions

    STEP 1: Using a damp cloth or sponge, lather our Saddle Soap and apply onto leather to clean and restore its natural oils.

    STEP 2: Moisturize the shoes with our Cream Polish to make them supple and soft, following instructions on the product.

    STEP 3: Condition the shoes with our Speed Polish, protecting them from dirt, rain and snow.

    STEP 4: Take our Heel dressing applicator and apply to the edge of the heel and sole.

    STEP 5: Apply our Leather Lotion as needed for added protection and polish in between cleanings. Use our Horsehair Shine Brush to buff shoes to a desired shine.

    *For camo printed leather, simply rub our Leather Lotion onto print with our Cotton Flannel Polishing Cloth as needed and wipe smudges or dirt away with a damp cloth.

    Classic Fit

    Most people consider a “classic” fit to be a “standard” fit. This fit more closely aligns with the natural shape of your feet.

    U.S. E.U. U.K.
    5 38 4
    5.5 38.5 4.5
    6 39 5.5
    6.5 39.5 6
    7 40 6.5
    7.5 41 7
    8 41.5 7.5
    8.5 42 8
    9 43 8.5
    9.5 43.5 9
    10 44 9.5
    10.5 44.5 10
    11 45 10.5
    11.5 45.5 11
    12 46 11.5
    12.5 47 12
    13 48 12.5
    14 49 13
    15 50 14
    16 50.5 15

    For help getting the perfect fit, we recommend you visit a retail store to get your feet fitted. If you do not have the option to visit one of our stores, you may contact customer service to help you choose the right size.

    Width Available Sizes
    AAAA 8.5-16 Narrow
    AAA 10-12, 13, 14
    AA 10-12, 13, 14
    A 9-12, 13, 14
    B 8-12, 13, 14, 15
    C 8-12, 13, 14, 15
    D 6-13, 14, 15, 16 Medium
    E 6-12, 13, 14
    EE 6-12, 13
    EEE 7-12, 13, 14 Wide
    Ask & Answer
    Williamsburg Chukka Boot is rated 4.3 out of 5 by 16.
    Rated 5 out of 5 by from My first pair of Allen Edmonds. Couldn't be happier. Two years ago, I made a personal choice to look "Made in USA" first with EVERY purchase I made. It has been a daunting task. My shoe size as measured by an Allen Edmonds associate, (thanks Brian) is a 10EEE. Needless to say, wide widths are difficult to find. During my web searches for a "made in america" wide shoes and boots, I came across Allen Edmonds on line. I visited the site and then found there was a store only 40 minutes from my northeast Ohio residence. There, I was greeted by Brian, an AE associate. He measured my feet, as I knew they did differ in size and then spent an enormous amount of time with me trying on different boots with different sizes. Ultimately I went with the Walnut Williamsburg Chukka in 10EEE. They didn't have my color so he ordered it and sent it directly to my home. Fortunately, I caught a sale on this particular boot which made it even more a win-win. Now to the boot came in a wonderfully designed box. I'm the guy that wipes them down and puts them in the original box after each wearing. In the heavy duty box was the boots with a beautiful fleece drawstring AE shoe bag. I LOVED it!! Well done AE. The boot color was the same but slightly different subtle variations from boot to boot. THIS IS NORMAL with finished leather folks. If you want perfect color, then get them in black!! 360 deg welt allows for recrafting, which means they can be re-soled. They fit wonderfully. They were comfortable. I did wish there was 1 more set of lace holes to come up a little higher on the vamp.The waxed laces were a bit thin for my liking and were hard to tie with my fat fingers. Also, they came loose very easily while walking in them. I pulled them out and threw them away and replaced them with a slightly larger gauge and longer waxed lace. Made all the difference.I tuck the lace loops and ends into the side of the boot for a cleaner look so I got them longer to get better leverage for a tight tie. I immediately treated the leather sole with a leather conditioner and preservative as it was winter here and I find the salted sidewalks can dry out leather rather quickly. Inside leather is smooth and even with a thin sock there is no binding. Cork sole is already starting to conform to my feet. Gotta say, I will most likely get another pair in black to go with some darker jackets and sweaters, but I do love these and you will too. Visit a store and talk with an AE professional. If you do go get them on line, get both your feet measured and get your size and width. IMO they run "true to size". Hope this helps. Good luck!
    Date published: 2020-02-20
    Rated 5 out of 5 by from Comfortable perfect fit Excellent construction, smooth supple leather for comfortable fit.
    Date published: 2020-02-12
    Rated 5 out of 5 by from Very attractive dress boot I have two pair of these boots (dark brown and black). They go well with nicer slacks and dress trousers. I believe quality ankle length dress boots give a nice line to properly fitted trousers and slacks.
    Date published: 2020-02-08
    Rated 2 out of 5 by from I returned the boots. I was looking to get as close to the boots I have, the Dundee, which apparently has been discontinued and these were not as close as I had hoped.
    Date published: 2020-02-06
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    Can I order the Williamsburg Chukka boot, black 12 EEE with leather sole?

    Asked by: crazyeddie101
    This style is currently available to order online in your preferred size. If you need assistance placing an order, please call 877-817-7615. Thank you!
    Answered by: CUSTOMER SERVICE
    Date published: 2020-04-23

    What is the drop between the heal and the toe?

    What is the drop measurement between the heal and the toe? Am I able to order modest variations to the drop/heal stack such as +/- a few millimeters or a different material such as cork instead of leather?
    Asked by: William
    The heel drop to the sole is approx. 15mm.
    Answered by: mheidenr
    Date published: 2020-02-20

    Can it be ordered in cordovan leather Chukka boot

    Asked by: Thomas
    Hello, Thank you for your inquiry! Unfortunately, we not offer the Willamsburg in cordovan. -AE Consumer Care Dept.
    Answered by: Anonymous
    Date published: 2019-11-06

    may i order these with the Dainite sole

    Asked by: Joe
    Absolutely yes!
    Answered by: dng
    Date published: 2020-02-12

    What accessories go with shoes, looking for a belt.

    Asked by: Anonymous
    Thank you for your inquiry regarding a belt to go with the Williamsburg Chukka boots! This really depends on what color your boots are. You can check out our current line of belts via this link: https://www.allenedmonds.com/accessories/belts/ We hope you can find one that works perfectly!
    Answered by: Customer Service
    Date published: 2019-09-02

    Do you still have dress boots made of boar skin?

    Asked by: JayJay
    Thank you for your inquiry! The Williamsburg Chukka boots are made of calfskin leather. We also don't currently have any other styles made of boar skin. We hope you can still shop with us!
    Answered by: Customer Service
    Date published: 2019-09-02

    Can you please provide the black Danite option on this sole? It has the same last as Strand which has black option. Thanks!

    Asked by: Anonymous
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