Best Penny Loafer Brands
- Best Classic Penny Loafer: Sebago
- Most Affordable Penny Loafers: Walmart
- Best Slip On Penny Loafer: Freda Salvador
- Best Classic Penny Loafer: Ralph Lauren
- Best Brogue Penny Loafer: Talbots
- Best Chunky Penny Loafer: Madewell
- Best Contrast Stitched Penny Loafer: Aquatalia
- Most Comfortable Penny Loafer: Sperry
- Best Sherpa Penny Loafer: Talbots
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Penny Loafers for Women
Did you know penny loafers were originally Norwegian?
The original penny loafer was designed by Norwegian Nils Tveranger in the early 1900s, after he visited America. He re-designed the traditional laceless teser shoe that Norwegian fishermen wore by incorporating elements from the moccasins worn by Iroquois Native Americans.
Wealthy European and American foreigners visited Norway for salmon fishing and mountaineering, loved the shoe, and brought it all over the world!
Penny loafers didn’t really take off though, until students started wearing them in the 1940s to 1960s. Always late for class and in a rush, Ivy League prepsters loved the easy slip-on design and affordable price point.
They say classics never go out of style, and penny loafers are an American icon.
To put your own spin on the shoe, keep reading for our favorite penny loafers in every style and price point!
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Best Penny Loafers (2023)
Best Classic Penny Loafer: Sebago
Sold on Zappos, Nordstrom & Amazon Check the latest reviews and see all color options here ADVERTIsem*nTSebago Loafers
Most Affordable Penny Loafer:
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I love the look of two tone loafers and these are such a cute, affordable option if you want to try out the look without breaking the bank! These come in a classic black and white and are super soft and pliable! ADVERTIsem*nTBest Slip On Penny Loafer: Freda Salvador
For something slightly edgy, try these penny loafers with cut outs on the side. The fun black and white print gives them a Michael Jackson vibe and I love the croc embossed detail on the shoes too! Check the latest reviews and see all color options here ADVERTIsem*nTFreda Salvador Loafers
Best Classic Penny Loafer: Ralph Lauren
I love a statement shoe. These red Ralph Lauren penny loafers are classic with a pop of color. They’re made from soft, breathable leather, are slightly padded in the insoles and have just a touch of gold branding on the outside heel. ADVERTIsem*nTBest Brogue Penny Loafer: Talbots
These loafers are a fun cross between a classic loafer and a brogue. I like the fun tassel, court shoe silhouette and contrast sole! They also come in a couple other colors. ADVERTIsem*nTBest Chunky Penny Loafer: Madewell
I’ve waxed poetic about these Madewell loafers in several posts, like my Chunky Loafer guide and Brown loafer article because they’re so cute! They combine a bit of everything – a chunky sole, a penny loafer style and a classic look – so they look on trend and timeless at the same time. Sold on Zappos, Madewell & Amazon Check the latest reviews and see all color options here ADVERTIsem*nTMadewell Loafer
Best Contrast Stitched Penny Loafer: Aquatalia
These Aquatalia loafers are super fun. They’re made from all leather but waterproofed to keep you dry even in rain or snow. I like the classic loafer silhouette and the contrast white stitches. It’s got a fun square toe and chunky heel too! Sold on Zappos, Nordstrom, Bloomingdales, Neiman Marcus & Amazon Check the latest reviews and see all color options here ADVERTIsem*nTAquatalia Loafers
Most Comfortable Penny Loafer: Sperry
Sperry’s always been synonymous with boat shoes and loafers to me. The classic American brand makes these cushioned penny loafers in leather, suede and tons of colors. They’re extra supportive in the insoles and super breathable – great to wear all year round! Sold on Zappos, Nordstrom & Amazon Check the latest reviews and see all color options here ADVERTIsem*nTSperry Loafers
Best Sherpa Penny Loafer: Talbots
Love loafers but still want to be able to wear them (and stay warm) in the winter? Then check out these cute and comfy sherpa loafers that are fuzzy soft and lined with cozy fleece. The two tone color contrast makes them stand out with any outfit! ADVERTIsem*nT ADVERTIsem*nT Read More: in our work wear series: Wardrobe Staples How to Look Stylish at Work: 7 Work Wear Staples The Best Classic Sheath Dresses for the Office The Best Oversized Blazers How to Wear an Oversized Blazer The Best Classic Camel Coats The Cutest Sweater Sets (to dress up or down) Work Shoes The Most Comfortable Heels (you can actually walk in) The Best Classic Pumps to Wear to Work The Best Ballet Flats The Cutest Cap Toe Flats Review: Are Everlane's Best Selling Flats Worth Getting? Affordable Workwear Reviewing Amazon's Affordable Workwear Line 5 Amazon Work Dresses - budget friendly! 10 Work from Home Outfit Ideas Formal Work Wear What to Pack for a Business Trip The Best Business Luggage (durable + carry on only!) 7 Cute & Stylish Laptop Bags Follow me @Sher She Goes onShop Penny Loafers
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