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Penny Driver

Penny Driver

6 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

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.

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.


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 6 reviews
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!!

Tim Wolfe
Dress casual slip on leather shoes

I had a pair that I wore out because they were the first shoe I put on each weekend. I wore them to the store, running errands, either with shorts, kakis or jeans. I also wore them to play golf before and after I put on my golf shoes since they were so easy to carry and slip on.