Need both comfort and style? That's no problem for our classic penny loafers, which add a dash of dapper to any outfit.
Colour:Chestnut Brown
Extras (optional)
Formal Leather Belt - Chestnut Brown
was
C$119
C$119
now
C$119
C$119
Cotton Rich 2 Pack No Show Socks - Black
was
C$25
C$25
now
C$25
C$25
3 Pair Cotton Rich Multipack Socks - Black
was
C$49
C$49
now
C$49
C$49
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6 month quality guarantee
Product code:
SHB0283CBR
Product code:
S H B 0 2 8 3 C B R
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
New and improved fit
Clean with specialist shoe care products
1 stars out of 5 stars
August 2026
Ordering orders was easy. Shipping was perfect. Quality control?
I received shoes that are supposed to be new - yet they were either used and resold as new or defective from the manufacturing process. The leather on one shoe has deep scratches, and the soles are dirty.
Mistakes happen, but QC is as important as shoe quality. For a company they fashions itself as a higher end clothier, this was disappointing.
Response from Charles Tyrwhitt:
Thank you for taking the time to provide this feedback, though we are sorry that you received a garment that was not up to scratch, in this case scratched and dirty. This should absolutely not have happened and we have issued an expedited replacement which will be thoroughly checked to ensure it is as close to perfect as can be. We are confident that this will restore your faith in our products and service.
5 stars out of 5 stars
October 2025
Great shows that can dress up and down your wardrobe. Quality made and comfortable.
Standard shippingC$14.95
Delivery in 8 - 10 working days
Premium trackedC$17.95
Delivery in 5 - 7 working days
Allow an extra 4 business days for orders with alterations
Returns
You can return any item for up to 6 months
You have 6 months to return your order from the day you receive it - no questions asked. Just show us your proof of purchase - that's our quality guarantee to you. If you request a refund, we will deduct C$9.95 from the total amount of your refund, to cover processing costs.
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 - Chestnut Brownhttps://www.charlestyrwhitt.com/on/demandware.static/-/Sites-ctshirts-master/default/dw74d41239/hi-res/SHB0283CBR_SIDE.jpgSHB0283CBRSay 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/ca/en_CA/leather-penny-loafers---chestnut-brown/SHB0283CBR.htmlCAD329.00InStock32