New Winona lug-sole penny loafers in Italian spazzolato leather
This season, our classic Winona penny loafers are back with a wider fit and extra padding along the insole to ensure they're extra-comfy. This version features a chunky lug sole that's both practical and stylish, finished in Italian leather with a glossy shine.
- Italian leather upper and lining.
- Rubber outsole.
- Imported.
- Select stores.
- Item CH287.
Fits true to size based on
Reviews
Fits true to size based on
11 customer reviewsFilter reviews 1 - 6 of 11 Reviews
What customers are saying:
Most customers are really happy with the overall comfort and style of these loafers, mentioning how quickly they break in and how great they look with both casual and dress outfits. Many also noted a perfect fit and appreciated the classic design with just the right touch of modern edge. A few suggested checking sizing carefully, as a couple mentioned they run a tad big or wished for a slightly chunkier sole, but overall, the positive feedback far outweighs these minor recommendations.
Generated from the text of customer reviews.
Sally k
Review submitted for promo eligibility.
Age: 65 or overBody type: TallHeight: 6'0"Size Purchased: 12Fits true to size
The best penny!!
6 days agoDid a pre-order for these beauties! LOVE LOVE them! Fit is extremely comfortable! Love the bit of shine on the leather! These penny loafers are worth EVERY SINGLE PENNY! Thanks JCrew!!!
Helpful?melissabee47
Age: 45 to 54Body type: Straight and slenderHeight: 5'5"Size Purchased: 9Fits big
Cute-- but run big
1 week agoSuper cute but run a 1/2 size big. I am always a solid 9 & these were roomy. Returning for 8.5
Helpful?RR56
Review submitted for promo eligibility.
Fits true to size
Perfect fall shoe
September 17, 2025Very comfortable on first wearing, no blisters! Yay!. Looks good with all of my fall clothes.
Helpful?Review submitted for promo eligibility.
Size Purchased: 8Fits big
Chic & Comfy
September 13, 2025I finally went for these! They’re super comfortable and chic. The only thing is they run a tad big, but with that said, I’d stick with your regular size.
Helpful?CocorainLA
Review submitted for promo eligibility.
Body type: Curvy on bottomHeight: 5'1"Size Purchased: 8Fits true to size
Cute & Comfy
August 28, 2025Really nice loafer, I only wish it was a slightly chunkier sole- it’s not as “platform-y” as I was going but I’m keeping them. They look and feel great right out of the box. If in between sizes stick with your usual size.
Helpful?Paulin10
Review submitted for promo eligibility.
Age: 55 to 64Body type: Curvy on topHeight: 5'7"Size Purchased: 9Fits true to size
Cool loafers
July 27, 2025Really nice and confortable loafers
Helpful?