The Best Shoes To Wear With Leggings

Most of the time, changing your leggings from the gym to day-to-day tasks largely depends on the shoes you wear. Shoes have the ability to tie in your outfit’s overall style and to shape the very feel of your look. Luckily, the list of best shoes to wear with leggings isn’t a small one and your choices are certainly plentiful.

So, to help you feel your most stylish and beautiful self, we’ve compiled a list of our favorite shoes to wear with leggings. From loafers to sneakers, there’s a pair of shoes for every occasion.

Heeled pumps

Our Go-Tips for Choosing the Best Shoes to Wear with Leggings:

Before getting started with our list of shoes, it’s best to cover the basics of pairing shoes with leggings. These fashion tips don’t just have to be reserved for your leggings but can be applied to any outfit you put together too.

The first tip is to never underestimate the power of your shoes. Your shoes can completely change the perspective of your entire outfit and can quickly elevate your look. It’s for this exact reason that Carrie Bradshaw loved them so much!

Next, always choose a pair of shoes that will help elongate your shape. Choosing shoes that either match your pants or are a similar color to your skin tone will create a longer leg illusion. For example, if you’re wearing black leggings it’s best to pair them with black knee-high boots, or black sliders. The matching colors will be much more pleasing to the eye!

Lastly, keep in mind your comfort. You should never underestimate the importance of comfort in your ability to feel your most confident and radiant self. If you’re uncomfortable in your shoe choice, you won’t be able to relax and get on with your day feeling your best.

What Shoes to Wear with Leggings:

Now that we have a better understanding of the importance of shoes, let’s get into which shoes go perfectly with your leggings.

  • Knee-high Boots
  • Leggings were practically made for the likes of knee-high boots. This pairing makes for an effortlessly stylish autumn or winter ensemble that will keep you nice and cozy for the colder weather.

    Your choice of knee-high boots can vary between a flat or heeled style. The heeled boot will give your legs a little extra length and could even be the perfect accompaniment for a night out. A more flat heel, however, is perfect for running errands or while you’re at the office.

  • Thigh-High Boots
  • When it comes to the colder months, you can never go wrong with pairing your warm leggings with thigh-high boots. Thigh-high boots have recently made a comeback in the fashion world and it’s safe to say that this look is going nowhere!

    What we love most about the thigh-high boot look is that they easily transform your leggings from daytime ready to nighttime chic in seconds. Instead of looking to your trusty pair of black skinny jeans, you can opt to look and feel gorgeous comfortable in a pair of leggings with the help of some over-the-knee boots.

    Thigh high boots

  • Sneakers
  • Athleisure is in and with the help of the leggings and sneaker combo, it’s an effortless look to achieve! Sneakers are said to be the simplest pair of shoes to wear with leggings. They’re versatile, speak to the sporty feel of leggings, and are extremely comfortable to wear. What’s not to love?

    However, you don’t just have to reserve your sneakers for your workout at the gym. You can easily wear them while you’re running errands or if you’re enjoying a day out with your friends. For more ways on how to wear your leggings for athleisure, read our top tips and tricks here.

  • Ankle Boots
  • Ankle boots are a classic wardrobe staple that shouldn’t just be reserved for skirts and pants. They can be a great accessory to your leggings as well!

    You can wear these shoes with just about any type of leggings and still look your best. While you can wear ankle boots with printed leggings or even jeggings, we highly recommend reserving them for your leather-look leggings. Wearing your leather leggings with ankle boots makes for an extremely chic and edgy look that’s just begging you to take it out on the town!

    ankle boots

  • Heels
  • If you’re thinking that heels and leggings don’t work, think again! People often think that leggings are reserved for comfortable nights in but little do they know that when paired with the right heel, leggings can be completely transformed.

    If you’re a fan of wearing your favorite pair of leggings the whole day, we don’t blame you. They’re comfortable, supportive, and they’re extremely flattering. But, if it’s your smarter appointments you’re worried about, throwing on a pair of heels works wonders to elevate your look. We love how a pointed-toe heel looks with a pair of leggings and it definitely exudes a sense of style and sophistication.

  • Ballet Flats
  • Another classic type of shoe to wear with your leggings are ballet flats. Ballet flats offer almost as much comfort as your leggings do so it’s no wonder they make for the perfect pairing.

    Ballet flats provide a classic-chic appeal to your outfit and are a great go-to shoe option for your leggings. With the swap of a top or jacket, you can easily wear ballet flats from a more casual environment to a smarter activity.

  • Loafers
  • Another fan-favorite is the classic loafer. Thanks to their sophisticated appearance, they can add a great sense of style to your outfit. Based on your loafer’s style, they can be the ideal addition to your office look or for running around town as you complete your to-do list.

    If you’re unsure on how to wear loafers with your leggings, you can never go wrong by pairing it with a longer length tunic. Just make sure that your loafers match the color of your leggings to seamlessly fit in with your outfit.

    Types of shoes


    Women love leggings for their style and versatility. They can easily be paired with just about any item of clothing in your wardrobe and now your shoes too!

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