Need both comfort and style? That's no problem for our classic penny loafers, which add a dash of dapper to any outfit.
Color:Black
Extras (optional)
Leather Formal Belt - Black
was
$89
$89
now
$89
$89
3 Pair Cotton Rich Multipack Socks - Black
was
$35
$35
now
$35
$35
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6 month quality guarantee
Product code:
SHC0245BLK
Product code:
S H C 0 2 4 5 B L K
We've designed these with a curved toe silhouette, built on a flexible yet sturdy rubber sole boasting plenty of grip. 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
Lining: 100% Leather
Leather sole with hard wearing rubber heel
New and improved fit
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.
Leather Penny Loafers - Blackhttps://www.charlestyrwhitt.com/on/demandware.static/-/Sites-ctshirts-master/default/dw18a0fcbd/hi-res/SHC0245BLK_SIDE.jpgSHC0245BLKWe've designed these with a curved toe silhouette, built on a flexible yet sturdy rubber sole boasting plenty of grip. 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/leather-penny-loafers---black/SHC0245BLK.htmlUSD219.00InStock3.307
We’ve listened to customer feedback and have updated our fit for a more comfortable shoe that can be worn all day. It's slightly wider than our old standard fit, and is the new universal size for all formal Tyrwhitt shoes.
Top drawer
Our smart shoes are made with 100% finest calf leather - used for its breathable and durable nature. We source all our leather from Italy, France, and Portugal for first-class quality.