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Penny Driver

Penny Driver

7 total reviews

Regular price $198.00 USD
Regular price Sale price $198.00 USD
Sale Sold out
Shipping calculated at checkout.

An updated take on a timeless classic. Our Penny Driver is comfortable enough to wear all day long.

  • Imported leather
  • Cushioned leather insole
  • Rubber driver soles

Size & Fit

If you are unsure of your size, please feel free to reach out to one of our customer experience experts. We will be more than happy to guide you to the right fit.

Shipping & Returns

• Free standard shipping on orders of $150+

• Free 30-day returns and exchanges on U.S. orders for unwashed, unworn items. Final sale styles are not eligible for return or exchange.

• Orders placed between Nov 1st and Dec 25th are eligible for return until Jan 15th, 2023.


We include care instructions inside all of our garmets. Please follow those instructions to ensure you get the longest life out of your clothing. If you are unsure, please reach out to one of our customer experience experts.

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Customer Reviews

Based on 7 reviews
Tyler Johnson

Penny Driver

Kevin Tison
Shoes good/ pants not good

I currently purchased 3 pairs of Onwards pairs of pants at the minimum of $145 a pair. Not knowing how bad they wrinkle!! Do not buy the pants, they are not worth the money!!!

Mark Riley
Mark’s comments

Bought these before going to nyc for a month and wore them walking all over the City. Very comfortable and looked nicer than running or walking shoes. Great shoes!

These don’t work as shoes

Do they look great, feel great (for short distances), and are they made of dreamy soft leather? Yes!

Can you wear them for a full day without wrecking them? No!!

In catalog they are positioned as a cool take on a loafer. But one day touring a distillery, going to Keeneland for a race and out to dinner (yes, sounds like the brand talking, they should be made for this), and the front of the shoes, and parts of the bottoms and sides are totally roughed up. They really were in a couple hours. They are not designed for walking on anything but carpet, there is no sole in the front and not much elsewhere.

Karen Saenz
So comfortable!

Fit true to size, so comfortable from the minute you put them on!!