Need both comfort and style? That's no problem for our classic penny loafers, which add a dash of dapper to any outfit.
Color:Dark Chocolate Brown
Extras (optional)
Leather Formal Belt - Chocolate
was
$75
$75
now
$75
$75
3 Pair Cotton Rich Multipack Socks - Black
was
$35
$35
now
$35
$35
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6 month quality guarantee
Product code:
SHC0256DCL
Product code:
S H C 0 2 5 6 D C L
Say hello to our penny loafers. They'll lend classic charm to your everyday style. Quality European calf leather give this pair unbeaten durability and longevity. You’ll be comfortable every step of the way too – because these easy-on shoes have been crafted with a full leather insock.
Upper: leather
100% leather lining
Insock: full leather
Leather sole with rubber heel
European calf leather
Clean with specialist shoe care products
Country of Origin: Portugal
2 stars out of 5 stars
October 2026
I recently purchased a pair of dark brown penny loafers from Charles Tyrwhitt. Unfortunately, the original pair arrived with noticeable creasing, prompting me to request an exchange.
The replacement pair initially looked better and fit comfortably. However, after wearing them for just a few days at a professional conference, the leather developed deep, pronounced creases across both shoes.
While I understand that leather naturally creases with wear, I did not expect this degree of deterioration so quickly, particularly given the price and quality associated with Charles Tyrwhitt.
Response from Charles Tyrwhitt:
We're really sorry to see that you haven't had the best experience with our Dark Chocolate High Shine Leather Penny Loafers, which is such a huge shame. We definitely share your disappointment in this regard, as we truly want each and every product we sell to be loved and to be the very best quality possible. These high-quality Loafers are made from 100% European calf leather, made in Portugal, and we expect them to be perfect.
We'll be in touch with you shortly to offer further assistance, including with a return if you'd like to make one.
5 stars out of 5 stars
October 2026
No comment provided.
Allow an extra 4 business days for orders with alterations
Basic Shipping $14.95
Delivery in 8 - 10 business days
Premium Tracked $17.95
Delivery in 5 - 8 business days
Express shipping via UPS $29.95
Delivery in 2 - 4 business days
Hand-picked and shipped from London, UK
Returns
You can return any item for up to 6 months
The only exceptions to our guarantee are:
Goods purchased online and altered by Charles Tyrwhitt, including Monogrammed products, cannot be returned,
refunded or exchanged.
High Shine Leather Penny Loafers - Dark Chocolatehttps://www.charlestyrwhitt.com/on/demandware.static/-/Sites-ctshirts-master/default/dwae6d5eca/hi-res/SHOES/CT/SHC0256DCL_SIDE.jpgSHC0256DCLSay hello to our penny loafers. They'll lend classic charm to your everyday style. Quality European calf leather give this pair unbeaten durability and longevity. You’ll be comfortable every step of the way too – because these easy-on shoes have been crafted with a full leather insock.https://www.charlestyrwhitt.com/us/high-shine-leather-penny-loafers---dark-chocolate/SHC0256DCL.htmlUSD219.00InStock3.307