Shoes to wear with leggings: Dos and Don’ts

In this guide:

Deciding which shoes to wear with leggings is essential to finding your style. Leggings are one of the best pieces of clothing ever to grace our wardrobes. They’re super comfy, go with almost any outfit and can suit all kinds of activities and events.

Their versatility also means you need to pick your accessories carefully to go from ‘hitting the gym’ leisurewear to ‘out on the town’ glamour. Just your choice of footwear can turn a casual ensemble into professional attire, without having to swap out your leggings for something more restricting.

Here’s our top dos and don’ts for styling footwear with your favourite pair of leggings.

Lace-up trainers

Before becoming a fashion staple, the trusty legging was originally designed for sports. That’s why lace-up trainers and leggings go hand in hand when it comes to exercise, whether it’s a run in the park, trip to the gym or a dance class.

They don’t need to be associated with exercise either. Plenty of celebs have been spotted wearing a leggings and trainers combo outside of the gym. Just opt for a top or jacket that screams day-time wear and you’ll have casual-chic down to a T.

Top tip: Try to style your athletic leggings with a chunky trainer to lift your look and put a spring in your step.

XL Womens Navy & Pink Womens Trainer

Faux fur ankle boots

Winter is here and with it the-grab-and-go ensemble. A pair of ankle boots with leggings, paired with a chunky knit cardigan, will see you carry out your day in style, comfort and warmth.

For adding an extra layer to your look, let your socks peak over your boot. This, plus opting for a boot with a fur trim, helps you avoid bunching at your ankles too, keeping your look slim and streamlined.

Top tip: Opt for a pull-on ankle boot to save yourself precious seconds on a morning with a thick sole for added comfort.

Lilley Womens Faux Fur Trim Pull On Boot in Black

Slip-on canvas shoes

When you’re not hitting the gym but still want that casual sporty look, a slip-on canvas shoe pairs perfectly with your leggings. This companionship is made for Sunday brunches and weekend walks, and a great time to show off your style with pretty prints and bold colours.

Top tip: Try to avoid clashing prints. If your leggings have a pattern on them, opt for plain canvas shoes, and vice versa.

Lilley Womens White Slip On Canvas

Knee-high boots

Just like your leggings, a good pair of knee-high boots can take you from your morning meetings to drinks with the girls in effortless style. The tight fit of your leggings also means your legs will seamlessly slide into your knee-high boots without a struggle.

Then layer up with a jumper, scarf and coat, and you’ll have the perfect autumn-to-winter outfit.

Top tip: A slim fit knee-high boot will make your legs look longer and leaner. Leggings are great for keeping knee-high boots up too.

Comfort Plus Scarlett Womens Black Heeled Boot

Ballerina flats

Simple, comfy and light, ballerina flats are the leggings of the shoe world, so it makes sense that you can easily pair the two together. This creates a casual and classy look ideal for shopping trips or lunch dates. For the best results, keep your shading similar, black pumps with black leggings or nude with neutral leggings.

Try to avoid ballerina flats with straps, as these can make your legs look shorter and can cause bunching when wrapped around your leggings.

Top tip: Both leggings and flats are simple and slim in design, so go bold with your accessories to make your outfit pop.

Lilley Womens Beige Leopard Print Ballerina

Colourful heels

The easiest way to dress up any outfit is with a pair of stylish heels, and leggings are not exempt from this. As leggings are usually a neutral colour, such as black or beige, a heel with some colour can help set your outfit off.

Similar to ballerina flats, opt for a simple stiletto rather than a shoe with straps or buckles when wearing leggings with heels.

Top tip: Both heels and leggings lengthen your legs, so counteract this with a loose-fitting t-shirt on top.

Marco Tozzi Womens Orange Heeled Court Shoe

Biker boots

Nothing exudes confidence quite like a strong pair of biker boots. Match yours with a pair of simple black leggings and an oversized jumper or shirt for a look that means business.

Biker boots are great for transforming your chic and feminine leggings into something more rugged and trendy. Stick to neutral tones for both your leggings and boots, then a simple plain white tee on top.

Top tip: Pair your biker boots and leggings with a leather jacket for some seriously cool rocker chick vibes.

What to buy: Add some edge to your casual look with this black lace-up ankle boot with a block heel, and simple zip fastening.

Xti Womens Black Lace Up Ankle Boot

Patent leather loafers

If you want to get away with wearing your leggings to an all-important meeting or fancy dinner, then loafers can help add a polished and professional look to your ensemble. Pair your simple black leggings with an oversized shirt and blazer, then slip on some patent leather loafers for a laid-back yet sophisticated look.

Top tip: Keep it simple with a classic black loafer. If you want to add your personal style, go with just a small embellishment, like a buckle or tassel.

What to buy: This stylish black patent loafer with a bow is a subtle way to add some style to your workwear while still looking professional.

Lilley Womens Black Patent Loafer with Bow

Now you know what shoes to wear with leggings, it’s time to start shopping. You can revamp your whole wardrobe for less with the Nanacorner women’s range.


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