Wondering what shoes to pair with leggings? Ever found yourself standing in front of your mirror, leggings in hand, contemplating the age-old dilemma of which shoes will go with them? It’s a sartorial struggle that unites us all. Picking the right shoes for your outfit is more than a choice; it’s a statement about your style. Do you go for famous Dad trainers to give your look a more casual vibe, or boots for a more sophisticated look?

As always, the most important thing is your comfort and comfort doesn’t always been hoodies and sneakers. Choosing the right shoes for leggings depends on factors like the occasion, weather, and your desired style. Perhaps you feel more yourself in a pair of heels or ballet flats. Either way, there are so many footwear choices that work well with this fashion staple.

Keep in mind tips like balancing proportions, considering the length of leggings, adapting to the weather, and accessorising with textures and colours for a polished look. Below are some failsafe choices, but before we get into it, read about how to wear leggings in 2024 and read about the bag and shoe trends that are set to dominate this year.

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Loafers

If you’re more a flat shoe type of gal, opt for a pair of chunky loafers. They go so well with tailored layers for an elevated yet casual outfit. Play with details like split hems and stirrup styles to add some interest to the look too.

Patent-finish loafers, now £19.99, Zara buy now

Leggings get a touch of sophistication with patent-finish loafers. I love to pair mine for an effortlessly chic look, adding a dash of polished style to my comfy days.

Chunky loafers, £37.99, H&M buy now

I love the statement gold hardware on these H&M loafers and the chunky sole will lengthen the legs too.

Knee-high boots

Just like loafers, knee-high boots offer a more polished leggings look but I’d argue these are way more practical for winter. Make sure you wear chunky socks underneath to keep you toes warm!

Leather Riding Boots, £270, COS buy now

Buckles leather boots, £119.99, Mango buy now

Chunky trainers

9060 Shoes, £160, New Balance buy now

Embrace casual-cool look by wearing dad trainers. I love styling mine for an easygoing, athleisure-inspired look—perfect for a light and happy day out.

Samba OG Trainers, £89.99, adidas at Office buy now

adidas Samba’s are less practical, but just as comfy as a sporty pair of sneakers.

READ MORE: How to Wear Flare Leggings

Ankle boots

Ankle boots are another easy footwear choice, whether they’re heeled or flat. Make sure they’re long enough to avoid the awkward gap between the top of the boots and end of the leggings.

Chunky Chelsea boots, £37.99, H&M buy now

A chunky sole is always a good idea! This affordable pair of Chelsea boots from H&M won’t just go with leggings, but pretty much everything else.

Leather boots with kitten heels, £89.99, Mango buy now

If you’re dressing up, opt for heeled boots instead. This pair with kitten heels offer the elegancy of heels without the struggling of walking.

Ballet flats

Balletcore is still reigning supreme in 2024. Embrace the look from head-to-toe, with stirrup-style leggings and a cute pair of ballet flats.

Gathered ballet flats, now 12.99, Zara buy now

Keep it classic and comfy with gathered ballet flats. I love this pairing for a polished yet relaxed look.

Moira Embellished Flats, £148, Jeffrey Campbell at Free People buy now

Sparkle doesn’t need to be reserved for occasionwear. This embellished pair of flats will add a spring in your step!

FAQs

The next time you’re by the mirror with leggings, let the shoes guide you. Think about the occasion, weather, and look you want. Below, we’re answering some more leggings and shoes FAQs.