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Tommy Hilfiger
Tommy Hilfiger Men's Leather Derby Shoe
−60%
Shoes · Tommy Hilfiger

The leather derby that makes jeans look like a plan

Tommy Hilfiger Men's Leather Derby Shoe

Tommy Hilfiger's men's leather derby — a sharp, versatile shoe for work, weddings and everything in between.

Deal score 6.7 · Great deal
$71.60$179.00 Tommy Hilfiger's regular price

You save $107.40 at Tommy Hilfiger

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

Why it's a great deal

  • Tommy Hilfiger lists its regular price at $179.00: 60% off by its own figures
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Every store we checked

  • Tommy HilfigerNew

    In stock

    $71.60Observed at 9:19 AM
    Visit Tommy Hilfiger
  • EditorialistNew

    In stock

    $72.00Observed at 9:19 AM
    Visit Editorialist
Price history and every store's price →

Reading Tommy Hilfiger’s product page for the details…

About the Tommy Hilfiger Men's Leather Derby Shoe

The Tommy Hilfiger Men's Leather Derby is a dress-casual lace-up built on a classic derby pattern, with smooth leather uppers and a low-profile rubber or synthetic sole. It sits in the affordable designer tier, so expect corrected-grain leather and cemented construction rather than the Goodyear welting of a proper shoemaker. It suits men who want a recognizable label for office wear, weddings and smart-casual outfits without paying benchmade prices. Against plain derbies from Clarks or Rockport it trades durability for branding; against higher-end designers it is lighter and less refined.

Best forOffice and business-casual wearWeddings and dressy occasionsShoppers who want a designer label at an entry priceMen adding a first pair of derbies
Pros
  • Classic derby shape that works with suits and chinos
  • Smooth leather upper with a clean, minimal finish
  • Cushioned footbed is comfortable for a dress shoe
  • Lightweight compared with welted leather-soled derbies
  • Recognizable Tommy Hilfiger styling and flag detailing
Cons

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Price facts

  • This deal was $71.60 at Tommy Hilfiger on Nov 9.
  • Lowest price today: $71.60 at Tommy Hilfiger (checked Nov 9, 2026).
  • Checked at 2 stores.

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  • Corrected-grain leather creases and scuffs more than full-grain
  • Cemented sole is not resoleable like a welted shoe
  • Some owners report the fit runs narrow and long
  • Limited break-in comfort out of the box for wide feet

What reviewers say

Owners generally like the look and the comfort for the money, calling it a sharp dress shoe that pairs easily with suits and chinos. Complaints center on leather quality and fit, with some saying the shoes crease quickly or feel narrow.

What people mention
  • Leather qualityMixedOwners say the upper looks good new but creases and scuffs sooner than full-grain leather.
  • FitCriticisedSeveral buyers find the shoe runs narrow and long, so sizing down or wide widths are suggested.
  • ComfortPraisedThe cushioned footbed is called comfortable for a dress shoe, even during long days.
  • BuildCriticisedThe cemented sole draws complaints because it cannot be resoled like a welted shoe.
  • StylePraisedReviewers like the classic derby shape and say it works with both suits and chinos.

Questions and answers

Is this shoe good for everyday office wear?
Yes, for business casual and desk jobs. The cushioned footbed is comfortable, but the leather shows creasing with daily wear, so rotate it with another pair.
How does it fit compared with other dress shoes?
It tends to run narrow and slightly long. Buyers with wide feet often size up or look for a wide width.
Can the sole be replaced when it wears out?
No. It uses cemented construction, so a cobbler generally cannot resole it the way a welted leather-soled shoe can.
Is it real leather?
It is leather, but a corrected-grain type rather than full-grain. It looks smooth and even but creases more readily.
Can I wear it with jeans?
Yes. The derby shape is casual enough for dark jeans and chinos, though it is dressier than a sneaker.
How does it compare with a Clarks or Rockport derby?
It offers more brand styling but similar or lighter construction. Clarks and Rockport tend to focus more on cushioning and durability.
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