The Chicest Loafers to Buy Now and Wear Forever (2024)

The Chicest Loafers to Buy Now and Wear Forever (1)

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Owning a good pair or two of comfortable high heels is great and all, but let's face it, you're likely spending most of your time in comfortable flats. And if there's one shoe to have in constant rotation, it's the ever-so-versatile loafer. What was once a style reserved for the boys, the mens-inspired footwear has become a staple in women's closets everywhere in recent decades. And these days, there are options aplenty: Lug Soles! Slip Ons! Velvet! The list of shapes and styles can go on and on. From the all-time classic leather horsebit style to sophisticated smoking slippers, we've got you covered with all the best loafers to wear now and forever.

Meghan Markle Favorite

Birdies The Starling Loafer

The Chicest Loafers to Buy Now and Wear Forever (2)

The Chicest Loafers to Buy Now and Wear Forever (3)

Meghan Markle Favorite

Birdies The Starling Loafer

Now 31% Off

You can't go wrong with Birdies. The cult favorite and Meghan Markle-approved brand makes comfortable yet chic loafers in a wide variety of colors and fabrics. Try out this elegant black velvet pair for a modern take on the smoking slipper.

Rothy's The Loafer

The Chicest Loafers to Buy Now and Wear Forever (4)

Rothy's The Loafer

Now 28% Off

Another Meghan Markle favorite, Rothy's are made from recycled plastic and are machine washable. These breathable shoes even come in loafer form, as seen with this playful navy pair.

Carmina Horsebit Loafers 1891 XIM

The Chicest Loafers to Buy Now and Wear Forever (5)

Carmina Horsebit Loafers 1891 XIM

A refined pair of classic and structured loafers, complete with the horsebit. All of the trappings of good taste, handmade in Mallorca.

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Gucci Leather Horsebit Loafer

The Chicest Loafers to Buy Now and Wear Forever (6)

The Chicest Loafers to Buy Now and Wear Forever (7)

Gucci Leather Horsebit Loafer

You can't beat a classic. This updated Gucci loafer has a soft back, so it can be worn up for a traditional loafer look or pushed down to become a mule. Either way, these shoes are timeless.

Direct-to-consumer brand Margaux is known for their comfortable flats. With memory foam in the base, you can wear these puppies all day long. Try out their signature loafers in a leopard print, so comfort can finally meet style.

Margaux Andie Loafer

The Chicest Loafers to Buy Now and Wear Forever (9)

Margaux Andie Loafer

Perhaps you prefer a leather penny? Margaux's latest loafers, The Andie, is a sleek twist on the Penny with luxuriously smooth leather and a padded keeper detail for an elegant finish. Give them a spin in burgundy for all your autumnal looks.

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Stubbs & Wootton College Slipper

The Chicest Loafers to Buy Now and Wear Forever (10)

Stubbs & Wootton College Slipper

In the mood for something cheeky? These Stubbs and Wootton loafers are sure to get noticed. The "Screw You" embroidery adds some fun to a classic style, but if you don't like this motif, you're in luck, because the brand has a wide array of patterns to choose from, or you can customize the shoes to your heart's content.

Freda Salvador The Light Loafers

The Chicest Loafers to Buy Now and Wear Forever (11)

Freda Salvador The Light Loafers

Take your classic sturdy loafer that will be as supportive as they are stylish, and add serious edge with the metal bar across the front. Cool factor at the slip of a shoe.

Carrie Forbes Atlas Loafers

The Chicest Loafers to Buy Now and Wear Forever (12)

Carrie Forbes Atlas Loafers

Perfect for beach walks and garden strolls alike, these Carrie Forbes raffia slip-ons are an unexpected take on walking shoes. Pair them with faded jeans or a breezy dress for an easy, cool look.

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Stuart Weitzman Soho 65MM Leather Lug-Sole Loafers

The Chicest Loafers to Buy Now and Wear Forever (13)

The lug-soled trend isn't going anywhere, so now's the perfect time to get in on it by pairing this classic loafer look with an edgy (and easy to walk in!) heel.

Jamie Haller The Loafer in Black

The Chicest Loafers to Buy Now and Wear Forever (14)

Jamie Haller The Loafer in Black

Between the classic silhouette, the buttery-soft leather, and the comfy sole, Jamie Haller's take on the penny loafer is as elegant as can be.

Sam Edelman Linnie Bit Mule

The Chicest Loafers to Buy Now and Wear Forever (15)

Sam Edelman Linnie Bit Mule

Sam Edelman's backless loafers come in a range of pretty hues that are perfect for the in-between seasons when the weather is not too hot or not too cold.

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Scarosso Harper Black Edit Loafer

The Chicest Loafers to Buy Now and Wear Forever (16)

Scarosso Harper Black Edit Loafer

These loafers are a statement—albeit a really good one. Go for the bold with two tone that gives your shoe original edge and watch the compliments fly in. And they'll be deserved by the way, because handmade in Italy with the finest of leather is deserving of praise.

Emme Parsons Danielle in Black Embossed Croc

The Chicest Loafers to Buy Now and Wear Forever (17)

Emme Parsons Danielle in Black Embossed Croc

Few shoes are quite as sophisticated as this Emme Parsons pair, which gets a boost of fashion cred with patent croc leather. Wear them with straight trousers and a chunky sweater to fully lean into the Upper East Side aesthetic.

Aerosoles Women's East Side Slip-On Loafer

The Chicest Loafers to Buy Now and Wear Forever (18)

Aerosoles Women's East Side Slip-On Loafer

For a traditional loafer with that perfect worn-in look, try out these simple silhouettes. They will get a little scuffed and rumpled, but that adds to their had-these-since-my-prep-school-days flair.

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Del Toro Shoes Women's Birch Suede Milano Loafer

The Chicest Loafers to Buy Now and Wear Forever (19)

Del Toro Shoes Women's Birch Suede Milano Loafer

Take things in the direction of an unexpected neutral, a la a classic pair of Del Toro suede loafers in a soft forest green hue.

Sézane Vicky Loafers

The Chicest Loafers to Buy Now and Wear Forever (20)

Sézane Vicky Loafers

It's the interlocking-brass chain details for us. Oh, and the fact that the shoes come in a ton of rich colors perfect for the transitional season.

G.H. Bass Womens Lillian Bow Weejuns Loafer

The Chicest Loafers to Buy Now and Wear Forever (21)

G.H. Bass Womens Lillian Bow Weejuns Loafer

A classic pair of loafers wrapped up in a bow—what's not to love?

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Koio Brera

The Chicest Loafers to Buy Now and Wear Forever (22)

Koio Brera

Now 20% Off

Koio offers everything you want in a loafer: a classic silhouette with a perfectly-stacked heel that's neither too high or low, an ultra-comfortable fit for all-day wear, and a patent leather finish that adds a touch of glamour to your everyday style.

Nomasei Nono Moccasins

The Chicest Loafers to Buy Now and Wear Forever (23)

Nomasei Nono Moccasins

A tri-colored loafer with a brass embellishment will give your outfit the extra oomph you never knew it needed.

The Chicest Loafers to Buy Now and Wear Forever (24)

Roxanne Adamiyatt

Deputy Digital Lifestyle Director

As the deputy digital lifestyle director at Town & Country, Roxanne Adamiyatt covers fashion, beauty, wellness, design and travel.

The Chicest Loafers to Buy Now and Wear Forever (2024)
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