10 Loafer Outfits You Can Wear All Year Long

This classic shoe goes with everything—really.

Loafers never really go out of style, but this year the practical footwear style is one of the top trending shoes on the fashion scene. Largely considered a fall wardrobe staple, we’d argue that loafers can be worn year-round. They’re a chic and comfortable addition to an ensemble that you can wear to the office or out on the town.

Despite its business casual origins, loafers now come in a variety of designs to suit nearly any aesthetic. Chunky loafers give off an edgy vibe and can be styled with everything from baggy cargo pants to denim shorts. If you want to be on-trend, reach for those penny loafers that are sitting in the back of your closet.

The classic and sleek design is having a major resurgence this year and can easily replace your go-to pair of sneakers. They’ll elevate a tailored blazer but look just as fantastic with a midi dress. Ahead, we’ve rounded up 10 loafer outfits you can wear through every season.

With a Blazer

It doesn’t get more preppy chic than pairing loafers with a tailored blazer. Choose a blazer in the same color scheme as your loafers, like this black and gray combo, for a look that feels effortless and sophisticated. To dress down the ensemble for a casual event, swap matching bottoms for straight-leg jeans or leather shorts.

With a Midi Dress

You don’t have to reach for a pair of pumps to elevate a simple midi dress. Adding loafers, whether they’re flat or have a small block heel, will immediately create a classic appearance for an outfit you can wear out to a fancy dinner or a casual brunch. Forgo socks with this look to create a more polished finish.

With Shorts

Bermuda shorts are making a comeback and look surprisingly chic when styled with a pair of two-tone loafers. Create contrast in your ensemble by pairing the casual bottoms with a one-shoulder top or button-down shirt. If Bermuda shorts aren’t your style, you can also pull off this look with everything from denim to linen shorts.

With Wide-Leg Trousers

Try your hand at the academia aesthetic by styling penny loafers with wide-leg trousers and a cropped sweater. The cropped length adds a sultry touch to the ensemble but still feels polished when layered with a button-down shirt. Opt for loafers in a neutral shade. A white pair is more visually intriguing but black ones will complement a lighter-tone outfit.

With Printed Denim

Loafers have a reputation for being a timeless accessory, but they can also be the statement piece of your ensemble. Metallic loafers are the perfect companion to an equally playful ensemble, such as a printed denim jacket and jeans. Whether you opt for one denim garment or make it a set, black or dark blue printed denim is bold but still subtle enough to pair with an eye-catching shoe.

With Cargo Pants

Sometimes sticking to just one style can feel impossible, but luckily with this look, you can combine multiple aesthetics to create an ultra-cool ensemble. Simply take your favorite pair of black loafers and style them with cargo pants and an oversized bomber jacket. Finish off the look with lug-sole loafers or a minimal flat pair. Either way, you’ll score major style points with this preppy yet grungy look. 

With a Long Coat

Whether you’re wearing a slip dress or shorts and a white tee, adding a long coat on top makes for a sleek finish. The floor-grazing hem will highlight your loafers and works with a variety of designs from block-heel to mule loafers. For a more lightweight look, trade a traditional coat for a trench coat or a duster.

With Jeans and a Polo Shirt

For a full-on preppy look, layer an oversized utility jacket over a polo shirt that is tucked into slightly baggy jeans. Though wearing multiple oversized items might feel bulky, you can balance out the look by pairing them with a slim-fitting loafer in a neutral shade. Adapt this look for warmer weather by opting for skinny ankle jeans and a cropped polo shirt.

With a Pleated Skirt

One of the most traditional ways to style loafers is to pair them with a pleated skirt. While this style gives off collegiate vibes, you can easily dress it up or down for different occasions. If you’re aiming for a casual look, pair a beige pleated skirt with a white tee and flat loafers. For a more elevated ensemble, reach for a black pleated mini with tights and heeled loafers.

With a Matching Set

Take the work out of styling by pairing your loafers with a matching set for a chic outfit that suits all seasons. A knit set adds the ultimate cozy vibes, but you can also nail this look with a tweed skirt set or printed silk co-ords. Just remember to shade-match your loafers to a color featured in your garments for a more cohesive look.

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