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

The best versions of this menswear-inspired shoe to wear, no matter the season.

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

Every item on this page was chosen by a Town & Country editor. We may earn commission on some of the items you choose to buy.

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.

Margaux The Penny

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Margaux The Penny

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

Stuart Weitzman Soho 65MM Leather Lug-Sole Loafers

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

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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)

FAQs

Are loafers in style right now? ›

Loafers are never out of style. Loafers are classic versatile and cool, and there are plenty of little tweaks that brands can make to them so that they feel especially fresh like adding some thick sole or with a flat penny. The flat penny loafers and the like are great, too, and they'll never go out of style.

What Colour loafers go with everything? ›

Black: Classic, timeless, and formal. Perfect for business settings or formal events. Brown: Ranging from light tan to dark chestnut, brown loafers are versatile and can suit both casual and semi-formal occasions. Navy: An elegant alternative to black, navy can be equally formal but adds a touch of uniqueness.

Which loafers is best? ›

List of the Best Loafer Shoes for Men in India
Best Loafers for Men in IndiaAmazon Rating
ARAMISH Men's Genuine Leather Back Open Loafer Shoes4.1/5
FAUSTO Men's Suede Leather Side Stitched Driving Loafer Shoes4.0/5
Octa marc Men's Genuine Leather Ethnic Loafer Shoes4.0/5
Big Fox Czech-2 Premium Buckle Loafer Shoes4.0/5
6 more rows
Feb 14, 2024

What do penny loafers say about you? ›

Penny loafers are a classic, versatile, less formal shoe. A great pair of loafers says to everyone that you are stylish, adaptable, and can fit in anywhere. One of the reasons that loafers are loved so much is because they are comfortable as well as being practical and easy to get on with.

What is the most famous loafer brand? ›

Bass. Of course, we had to put the creators of the penny loafer at the top of our list. In the 1930s, George Henry Bass transformed a Norwegian slipper by adding a thicker soul and fastening a notched strap on top.

What type of people wear loafers? ›

If you're someone who loves sophistication and elegance, then loafers may be just the thing you need! Despite its simple style, the loafer is a classy item, perfect for dressing up an outfit. Moreover, loafers can be worn for both casual and formal occasions, which makes them extremely versatile .

Should you wear loafers with jeans? ›

Loafers with jeans: a classic pairing that effortlessly combines comfort and sophistication. In the world of luxury menswear, this ensemble stands as a testament to timeless style and refined taste.

Should you wear socks with loafers? ›

Yes, you can wear socks with loafers. In fact, wearing loafers with socks is the preferred approach. This is one of the key distinctions between loafers vs slippers. With that said, some men and women will forego socks on occasion.

How do you make loafers look cool? ›

In the spring, you can wear loafers with jeans a simple tee and cardigan or blazer, or an oversized shirt and leggings. If you want to wear loafers with a pair of shorts, opt for tailored shorts and a button down shirt that fit the more classic style of loafers. Throw on a blazer for a touch of elegance.

Should you size up or down when buying loafers? ›

Penny loafers should fit closer to the feet than Oxfords and other lace-up shoes. The absence of laces means wearers will often sizing down to ensure a close fit.

Which company makes best loafers? ›

  • The Best Bang-for-Your Buck Men's Loafers: G.H. Bass. G.H. ...
  • The Best Knockabout Loafers: Dr. Martens. Dr. Martens. ...
  • The Best Italian-Made Loafers: Gucci. Gucci. 1953 Horsebit Leather Loafer. ...
  • The Best Tassel Loafers: Alden. Alden. Cordovan Tassel Loafer. ...
  • The Most Unique Loafers: Blackstock & Weber. Blackstock & Weber.
Jan 31, 2024

Can you wear loafers with a dress? ›

It could be the contrast between sturdiness and frivolity or the power of a casual shoe to appear effortless, but whatever the reason, loafers bring out the best in whatever dress they're worn with from flirty florals to structured A-line styles and every spring dress option in between.

Why do people put coins in loafers? ›

One of the primary reasons people consider putting pennies in their penny loafers is for aesthetic purposes. The addition of a penny can add a touch of personality and uniqueness to the shoes, allowing individuals to express their style.

What does shoes tell about a man? ›

A man's shoes give insight to his taste and preferences. They signify his socio-political status in society, his ethnicity and cultural roots. Shoes are a mark of wealth, power and class and speak languages that are hidden beneath the surface.

Are loafers still in style 2024? ›

Penny loafers are the most versatile pair of shoes to have in your rotation and can be worn in fully suited up settings or even shorts. They're the perfect shoe to have this season.

Are loafers popular again? ›

In fact, it has since thrived as a mainstay in the rotations of so many of our favourite celebrities (hello, Hailey Bieber) and now, fashion people are gravitating towards penny loafers once more for their unparalleled ability to whip a casual outfit into shape.

What season do you wear loafers? ›

Loafers may look most at home on the sun-soaked Riviera, or paired with a linen summer suit — but there are plenty of ways to carry this style into winter.

How do you wear loafers UK? ›

Black loafers are the most formal and may look better with dark-coloured jeans. Alternatively, opt for brown loafers for a more casual aesthetic if you're wearing light blue jeans. Similarly, tassel loafers are more formal, so if you want to wear loafers with jeans, reach for your classic penny loafers.

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