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This hour's deals
Allen Edmonds
Allen Edmonds Windsor Men's Shoe
−56%
Shoes · Allen Edmonds

Allen Edmonds dress shoes, sharpened up

Allen Edmonds Windsor Men's Shoe

Allen Edmonds' Windsor men's shoe — a classic dress shoe for the guy who wants to look put-together at work and beyond.

Deal score 7.7 · Steal
$199.00$450.00 Allen Edmonds's regular price

You save $251.00 at Allen Edmonds

This deal was in an earlier drop. The store may have changed its price since.

Why it's a great deal

  • Elsewhere right now: Nordstrom $450.00
  • Allen Edmonds lists its regular price at $450.00: 56% off by its own figures
  • Rated 4.4 out of 5 by 191 buyers
Visit Allen Edmonds

Every store we checked

  • Allen EdmondsNew

    In stock

    $199.00Checked 4 h ago
    Visit Allen Edmonds
  • Allen EdmondsNew

    In stock

    $309.98Free shippingChecked 4 h ago
    Visit Allen Edmonds
  • NordstromNew

    In stock

    $450.00Checked 4 h ago
    Visit Nordstrom
  • Bloomingdale'sNew

    In stock

    $450.00Free shippingChecked Nov 13
    Visit Bloomingdale's
  • 888Lots.comNew

    Availability unknown

    $165.00Checked Nov 2
    Visit 888Lots.com
  • eBayNew

    Availability unknown

    $349.99Checked 4 h ago
    Visit eBay
  • RealryNew

    Availability unknown

    $369.00Checked 4 h ago
    Visit Realry
  • Sherman Brothers ShoesNew

    Availability unknown

    $450.00Checked 4 h ago
    Visit Sherman Brothers Shoes
  • LystNew

    Availability unknown

    $450.00Checked 4 h ago
    Visit Lyst
  • EditorialistNew

    Availability unknown

    $450.00Checked 4 h ago
    Visit Editorialist
  • AmazonNew

    Availability unknown

    As an Amazon Associate, Deal.ai earns from qualifying purchases.

    $450.00Free shippingChecked Nov 13
    Visit Amazon

Store links may earn us a commission. Some prices via Klarna.

Price history and every store's price →

From Allen Edmonds

  • Lace-up plain-toe derby shoe
  • Looks sharp and sleek dressed up or down
  • 360º bench welt construction for durability and stability
  • Leather lined interior
  • Double layer, vegetable-tanned leather soles
  • CustomCork™ insoles mold to the unique shape of your foot
Sizes
7, 7.5, 8, 8.5, 9, 9.5, 10, 10.5, 11, 11.5, 12, 13, 14
Materials
Premium leather uppers; leather lined interior; double layer, vegetable-tanned leather soles; CustomCork™ insoles
Fit
Classic fit: take your regular size
Sizing
Reviews say these are true to size; classic fit, take your regular size
Returns
FINAL SALE. No Returns
Shipping
Ship to Address: receive in 3-5 business days with standard shipping; free store pickup

What buyers say

Buyers like
  • Beautiful, well-made shoes
  • Comfortable right out of the box
  • Excellent fit for business wear
  • Great combination of comfort, durability and style
  • Sharp looks, even better in person
  • Made in the USA quality
Buyers complain about
  • Chili color is more red than in the online photos
  • Restocking fee on returns
  • Shoe laces could be longer

Specs

Gender
MALE, Men's
Boot Style
Oxfords
Type
Derby shoe
Closure Style
Lace-up
Material
Leather
Leather Material
Vegetable-tanned leather (soles), Premium leather, Premium leather (uppers)
Occasion
Dress Shoe
Outsole Material
Leather
Age Group
Adult
Department
Men's

About the Allen Edmonds Windsor Men's Shoe

The Allen Edmonds Windsor is a plain-toe derby in premium leather with a leather lining and a CustomCork insole that molds to the foot. It sits on a double-layer vegetable-tanned leather sole built for stability, and the sole can be resoled and the shoe recrafted by Allen Edmonds. Reviewers rate it well for its leather and classic look, while noting the leather sole and break-in as the main drawbacks. It suits men who want a resolable dress derby and are willing to care for it.

Best forMen who need a dress shoe for work or formal occasionsShoppers who want a resolable, recraftable leather shoeWearers of derby-style lacing who want an open-lace fitBuyers comparing it to a plain-toe oxford
Pros
  • Premium leather upper with a full leather lining
  • CustomCork insole molds to the foot over time
  • Double-layer vegetable-tanned leather sole for stability
  • Resolable and recraftable by Allen Edmonds
  • Clean plain-toe derby lines suit business dress
Cons

More deals like this

  • All Allen Edmonds deals and products
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  • All Lyst deals and prices
  • Early Black Friday Shoe Deals 2026

Price facts

  • This deal was $199.00 at Allen Edmonds on Nov 15.
  • Last seen at $165.00 at 888Lots.com on Nov 2.
  • Checked at 11 stores.

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  • Leather sole offers little grip on wet or slick surfaces
  • Derby lacing is less formal than a closed-lace oxford
  • Needs shoe trees and regular care to hold shape
  • Break-in period before the cork insole conforms
  • What reviewers say

    • 4.4 / 5191 ratings

    Rated 4.3 out of 5 from 185 ratings, the Windsor draws praise for its leather and classic look. Owners note the leather sole and break-in as the main drawbacks.

    What people mention
    • Leather qualityPraisedOwners describe the upper and lining leather as premium and well finished.
    • ComfortMixedThe CustomCork insole molds to the foot, but several say the shoe is stiff out of the box.
    • Sole gripCriticisedThe leather outsole is called slippery on wet pavement and smooth floors.
    • FormalityMixedThe plain-toe derby reads as dressy but less formal than a closed-lace oxford.
    • RecraftingPraisedBuyers value that the sole can be resoled and the shoe recrafted by Allen Edmonds.

    Questions and answers

    Is the Windsor worth it over a cheaper dress shoe?
    The premium leather, leather lining and recraftable sole put it above budget dress shoes. If you wear dress shoes often, the resoling and recrafting extend its life.
    How does the Windsor differ from an oxford?
    The Windsor is a derby, so its laces sit on open quarters and the fit is more forgiving across the instep. An oxford's closed lacing is considered more formal.
    Is the leather sole slippery?
    Yes, new leather soles have little grip, especially on wet or smooth floors. Scuff the sole on rough pavement before wearing them outdoors and avoid rain.
    Does the Windsor need breaking in?
    Expect some stiffness at first. The CustomCork insole molds to your foot over several wears, and shoe trees between wears help the leather hold shape.
    Can the Windsor be resoled?
    Yes. The vegetable-tanned leather sole is resolable, and Allen Edmonds offers recrafting service for the shoe.
    What is the Windsor made of?
    A premium leather upper with a full leather lining, a CustomCork insole and a double-layer vegetable-tanned leather sole.

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