The 7 Best Shoes To Wear With Leggings For Chic Looks

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Leggings are one of our favorite pieces to build an outfit around – so comfy and endlessly versatile – but what are the best shoes to wear with leggings? We have 7 shoes to wear with leggings to help you create stylish outfits.

Leggings are now a staple in every wardrobe, often worn by celebrities and off-duty models and spotted all the time on Instagram. We love that leggings are super comfortable and you can dress them up or down, making them one of our most worn pieces.

However, it can be a little tricky to find the right shoes to wear with leggings – but that’s where we come in! We have 7 different styles of shoes that look incredible with leggings and will fit right in with any athleisure, loungewear, sophisticated or casual looks. These shoes may even give you a little outfit inspiration for new and fun ways to style your leggings – so let’s get started!

The Best Shoes To Wear With Leggings

1. Chunky Ankle Boots

Chunky ankle boots and leggings are one of our favorite combinations for the fall and winter months, keeping you warm and bringing an edgy touch to your leggings look. Black lug sole or platform ankle boots are best, but you can really play around with the style and embellishments to bring a little of your personal style.

Chunky ankle boots We Love
Black Dr Martens Jadon Platform Boot
Dr. Martens

Jadon Platform Boot

$210 at Nordstrom

Black Moncler Larue Calfskin Chelsea Ankle Boots
Moncler

Larue Calfskin Chelsea Ankle Boots

$795 at Neiman Marcus

2. Sneakers

Sneakers are of course a classic and failsafe option to pair with leggings. You can really go for any sneakers that suit your personal style, whether that is something neutral or more colorful, low tops or high tops, flat or platform sneakers – the options are endless.

Sneakers We Love
Green and white Nike Blazer Mid '77 Vintage Sneaker
Nike

Blazer Mid ’77 Vintage Sneaker

$110 at Nordstrom

Black, white, and grey Veja V-10 Sneaker
Veja

V-10 Sneaker

$175 at Nordstrom

3. Knee-High Boots

Go for an effortlessly chic equestrian aesthetic by styling your leggings with knee-high boots. Leggings are not dissimilar to jodhpurs, which are often worn with knee-high boots when riding a horse. You could go for black or dark brown boots with a flat sole or low heel to create a stylish equestrian-inspired look.  

Knee-high boots We Love
Black Cole Haan Newburg Waterproof Tall Boot
Cole Haan

Newburg Waterproof Tall Boot

$300 at Nordstrom

Brown Marc Fisher LTD Hydria Knee High Boot
Marc Fisher

Hydria Knee High Boot

$259 at Nordstrom

4. UGG Boots

For cold days, you have to style your leggings with a pair of UGG boots! The combination of UGG boots and leggings guarantees a cute and cozy look that will keep you warm throughout the fall, winter, and spring months. The classic flat sole or the platform boots would both look incredible, just stick to a neutral color for your UGG boots.

UGG boots We Love
Black UGG Classic Mini Platform Boot
UGG

Classic Mini Platform Boot

$170 at Nordstrom

Chestnut Brown UGG Classic II Genuine Shearling Lined Short Boot
UGG

Classic II Genuine Shearling Lined Short Boot

$180 at Nordstrom

5. Slingbacks & Kitten Heels

Slingbacks and kitten heels are a great option if you are looking to add a refined and sophisticated touch to your leggings outfit. Any color slingbacks and kitten heels would look stunning with a pair of leggings, and this is an excellent way to add a little glamour to your look, with embellishments on the shoes for a sparkling finish.

Slingbacks + Kitten Heels We Love
Black Steve Madden Legaci Kitten Heel Pointed Toe Pump
Steve Madden

Legaci Kitten Heel Pointed Toe Pump

$100 at Nordstrom

Blush pink Manolo Blahnik Hangisi Kitten-Heel Satin Slingback Pumps
Manolo Blahnik

Hangisi Kitten-Heel Satin Slingback Pumps

$1,195 at Neiman Marcus

6. Ballet Flats

Ballet flats continue to be some of the most stylish shoes for this season, adding a feminine and demure touch to any outfit. You can really play around with what ballet pumps you go for – a black pair ensures a minimalist aesthetic, while bright ballet flats can add a fun pop of color to your comfy yet stylish outfit.

Ballet Flats We Love
Black Chloe Lauren Scalloped Leather Ballet Flats
Chloe

Lauren Scalloped Leather Ballet Flats

$595 at Neiman Marcus

Silver Sam Edelman Felicia Luxe Flat
Sam Edelman

Felicia Luxe Flat

$130 at Nordstrom

7. Loafers

Elevate your leggings with a pair of loafers. The sleek and sophisticated aesthetic of a loafer means they can add a polished touch to any casual leggings look. We love a pair of glossy black loafers with leggings, but you could opt for flat loafers or a platform pair, depending on your style.

Loafers We Love
Black Franco Sarto Carolynn Tassel Loafer
Franco Sarto

Carolynn Tassel Loafer

$110 at Nordstrom

Black Valentino Garavani VLogo Medallion Leather Loafer
Valentino Garavani

VLogo Medallion Leather Loafer

$1,090 at Neiman Marcus

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