These Are the Only Shoes I'd Ever Consider Wearing With Leggings
Leggings have always been one of fashion's most controversial dividers. Comfort has never been the point of contention here—we can all agree that they're just about the most enjoyable garment to wear. However, as for their style credentials? They're often brought into question.
I blame this on the '80s, where leggings were neon, cropped and usually accompanied by clashing leg warmers. However, over recent years, leggings have made what some would call a comeback—now forming the basis of many a chic minimalist outfit and looking a little different than their '80s heyday.
Now, classic black or neutral leggings are pretty much the only way forward if you intend to wear them out of the gym. And in weighted fabrics, they look and feel significantly more premium than their retro counterparts. However, one thing even us fashion editors still struggle with is deciding which footwear goes with them.
Your choice of footwear will determine how your legging look is perceived. If you intend on going casual, a pair of trainers will do the trick, but you'll probably want to steer clear of plimsolls as they'll look too P.E.-like. After dark, courts might seem like a strong option, but really, they'll make them look dated.
Instead, I've whittled down the six pairs of shoes to wear with leggings that will actually look chic. Keep scrolling and you'll never have to second guess stepping out in leggings again.
The Best Shoes to Wear With Leggings:
1. BALLET FLATS
Style Notes: Leggings started out life as ballerina attire, and now the look has come full circle. Now, fashion types are donning their leggings with ballet flats (on milder days) for a very pretty, very French vibe. This duo works particularly well when a chic stirrup or split-hem legging is involved.
Shop Ballet Flats:
M&S's shoe collection is so strong right now.
2. SANDALS
Style Notes: Leggings come into their own in the cooler months as a cosy yet comfortable option for every day. But once spring rolls around, fashion people are proving that leggings are just as relevant in warm weather too with the simple addition of sandals.
Shop Sandals:
You'll find this modern flip flop on every editor's wish list.
3. SLINGBACK HEELS
Style Notes: Yes, you can wear leggings on a night out. As we've already discussed, courts can make leggings look pretty dated, which is why we instead suggest styling them with some modern pointed-toe slingbacks for an elevated vibe.
Shop Slingback Heels:
A chic way to take on the mesh shoe trend.
4. DAD TRAINERS
Style Notes: Much like boots, trainers are also a no-brainer when it comes to leggings outfits. And although basically all trainers 'go' with leggings, the coolest way to wear the pairing right now is with a sporty ankle sock and a chunky 'Dad' trainer. Preferably from New Balance, but any technical-looking number will do the trick. Throw an oversized sweatshirt and a maxi coat (or blazer in spring) in the mix and you've got my favourite off-duty ensemble.
Shop Trainers:
5. KNEE-HIGH BOOTS
Style Notes: With the power to make any outfit look instantly glossy, it's little wonder that we constantly see so many influencers styling their leggings with knee-high-boots. From chunky flat styles to high-heeled, they look elegant either way.
Shop Knee-High Boots:
6. CHUNKY BOOTS
Style Notes: Chunky boots are a year-round staple, and the good news is they're probably the easiest shoe to wear with leggings. Whether you opt for an ankle or knee-high, slip-on or lace-up, slip on a pair as you're running out the door to ensure your leggings ensemble always looks polished.
Shop Chunky Boots:
These Ganni boots are loved by fashion editors and influencers alike.
This story was published at an earlier time and has since been updated.
Emily Dawes is the very definition of a fashion multi hyphenate. An editor, stylist and writer with over eleven years’ worth of experience in the industry, Emily is known for her impeccable taste, elegant outfit choices and being able to spot the next big thing in fashion from a mile off. Our readers loyally trust her advice and shopping suggestions; so much so she began her own column documenting the most expensive-looking pieces on the high street, which has become a top-performing piece of content for theBest Knockoff Luxury Clothing brand.
Emily has worked forBest Knockoff Luxury Clothing UK since 2020 in a myriad as roles, spanning from contributing editor and branded content editor. Now, she holds the position of affiliate editor and is responsible for the brand’s overall affiliate strategy, ideation and content execution. Working closely withBest Knockoff Luxury Clothing UK’s affiliate manager, Emily has been instrumental in securing and nourishing brand partnerships, surpassing her goals as standard. Leading the team in tentpole shopping moments including Black Friday and Peak Trading, with Emily’s guidance and leadership, teamBest Knockoff Luxury Clothing is in a stronger affiliate position than ever before.
Prior to joining theBest Knockoff Luxury Clothing team, Emily served as YOU Magazine’s acting fashion editor where she managed the fashion team and oversaw all fashion content output for the fast-paced weekly title. Emily is a stylist in her own right, having worked with a slew of VIP clients including writer and television personality, Elizabeth Day, as well as styling and art directing several celebrity cover shoots for glossy print publication, Grazia. Her adept fashion knowledge means brands regularly sought out to work with her as a consultant: previously she has developed marketing and content plans for brands for Cocoon and Edge of Ember. Before entering the industry, Emily obtained a Bachelor of Arts in English and American Studies with International Study from Nottingham University. Fun fact: Emily spent a year studying in America which saw her join a sorority during her time there.
When she’s not working or tracking down the chicest, new-in items to share with our audience, you’ll find Emily bestowing her East London home with her stylish flair, reading everything from the classics to cowboy romance novels and escaping to the country with husband, baby boy and dog, Roo, whenever she can.
Emily is currently on maternity leave.
-
Hold the Jeans—Celebrities Have Confirmed They're Be Wearing Leggings and Boots All Winter Long
I'll be doing the same.
By Natalie Munro
-
I Live in Leggings All Year Round—These Are the Most Comfortable, Flattering and Polished Styles Out There
A total game changer.
By Jess Kelham-Hohler
-
Margot Robbie Just Wore Summer’s Next It Trainer with a Comfortable Leggings Outfit
My weekend style inspiration.
By Natalie Munro
-
It's True: Everyone Is Wearing These Chic Shoes and Tops With Leggings This Summer
And they're super comfy.
By Jess Kelham-Hohler
-
5 Elevated Leggings Outfits That Are Making Me Forget About My Jeans This Spring
They really are that chic.
By Maxine Eggenberger
-
I'm Bored of My Jeans—9 Fresh Alternatives I'm Relying On Instead This Autumn
Forgive me, denim.
By Jess Kelham-Hohler
-
Kendall Jenner Just Made Leggings Look So Classy Thanks to Her Elevated Shoe Choice
I'm inspired!
By Natalie Munro
-
I'm a Fitness-Loving Fashion Editor, These Are My 5 Go-To Leggings
Every brand, tried and tested
By Rebecca Rhys-Evans