Shoes to Wear with Leggings

shoes to wear with Leggings

Shoes to Wear with Leggings

Ever since leggings burst onto the fashion scene they haven’t gone anywhere. In fact, they’ve become a staple in virtually every woman’s wardrobe. What’s not to love about them? They’re comfortable, versatile and come in so many different fabrics, colors and textures. We don’t see leggings going anywhere in the near future – we all depend on them way too much for that! The trickiest thing about leggings, however, is knowing what shoes to wear with them. Say goodbye to that dilemma because we’ve rounded up 35 shoes to wear with leggings to give you some style confidence wearing your beloved style staple.

1Buckled Flat Booties

Leggings are a great alternative to jeans because, well…hello comfort! Even though they’re super cozy to wear they can be styled into incredibly fashionable outfits. Adding a pair of buckled flat booties to leggings adds instant edge factor to the outfit.

2The New Sneaker

Sneakers are everywhere right now and we’re big fans of the trend. Hello functional fashion! Update a simple legging outfit, like this one with basic black leggings, black tee and camel coat, with the addition of the ‘new’ sneaker trend. You know the one we’re talking about (well ok, it is in the picture), the chunky sneaker with all the 90’s inspo.

3Southern Charm Style

If you’re a woman who’s inspired by country style this outfit idea was made for you. Leggings don’t feel like such a casual style staple when worn with a fringe tunic and cowboy boots. The monochromatic color palette between the leggings and boots streamlines the look perfectly.

4Edgy Pumps

We know what you’re thinking…these pumps are EVERYTHING. Obviously they’re a major style moment on their own, which is exactly why they look so great worn with black leggings. Add an edgy twist to an oversized sweater and leggings with a pump like this. It’s cozy and stylish.

5Bold Loafers

Slip on loafers are the epitome of easy shoes – you don’t even have to tie anything to put them on. Those days when you really don’t want to fuss with your outfit, style your favorite black leggings with a slip on loafer. The loafers add a dressed up vibe to the otherwise casual outfit, opt for a bold color loafer for an added pop.

6Pop of Animal Print

We’re convinced animal print does no wrong. Even when you wear the print with leggings! The great thing about adding an animal print shoe (heel or flat) to a simple outfit is it adds some fierceness to the outfit with just one piece.

7Combat Boots

Isn’t this outfit so cute?! We love the edgy leather leggings and combat boots paired with the feminine pink blouse. It’s the perfect merging of two style personalities. Skinny fit leggings highlight the combat boots for great balance.

8Modern Flats

We love any outfit that embraces flat shoes in style. This outfit is the perfect representation of that! Style a white t-shirt, black leggings and a jacket with a modern flat shoe. The pop of orange in this outfit is unexpected and adds just enough of a dose of color.

9Textured Over The Knee Boots

This outfit is a go-to for winter and/or early spring. Oversized sweater, scarf and leggings are wardrobe staples every woman has in her wardrobe. When the staples are paired with a contrasting neutral colored over-the-knee boot they’re instantly elevated.

10Add Some Shine

Leggings are typically thought of as a weekend warrior style staple, but they can definitely be dressed up when worn with the right shoes. Take these metallic numbers for example. The outfit is fairly casual with neutral color sweater and leggings but the touch of shine in the flats makes it a brunch ready look.

11Keep it Classic

If you work in a casual environment, or you’re heading out to lunch with your girlfriends this is a quick outfit to put together. Add a bit of coverage to your leggings with a longer, tunic length white tank. Pair the combination with a structured blazer and peep toe pumps for a put together outfit.

12Skater Vibe Sneakers

Remember the classic Vans sneakers from back in the day? Well, they’re back and better than ever. Add a touch of tomboy, skater vibes to your casual leggings outfit for a different take. They’re comfortable and add a different element to a simple look.

13Rainy Day Style

Spring is almost year and for many people that also means facing rainy days (somewhat) regularly. Gone are the days of feeling like you can’t dress cute when it rains. This outfit is great for running errands or heading out to a casual occasion. Not to mention, leggings are a perfect match for rain boots.

14Golden Sandals

As the weather starts to heat up (we know it’s going to eventually!), you will want to rock your leggings with weather appropriate shoes. Whether you have a printed legging like this outfit or you stick to classic black, try pairing them with a metallic flat sandal.

15Sporty Chic Sneakers

Slip on sneakers were a great style creation. No tying necessary? Sign us up! We love that they have a sophisticated feel to them, too. As a casual shoe option they look great worn with black leggings and a cozy sweater. It’s a completed look that you can rock to any casual setting.

16Contrasting Boots

Black leggings are great because of their versatility. The color alone makes them an easy go-to for all women. Instead of always sticking to black or white shoes, mix it up with another contrasting neutral color shoe. These camel color boots make these black leggings feel not so legging-like, if you ask us.

17Neutral Heels

This outfit is perfect for date night, or a night out with your girls. Neutral color shoes are a win, always. Add a springtime flair to your black leggings with a light neutral heel, pink flowy top and a jacket. You can complete the look with a pair of hoop earrings and/or layered necklaces.

18Updated Black Flats

Let’s face it, black shoes are a classic for women everywhere. We can’t (and don’t want to) wear heels every day so black flats are a great alternative. Opt for an updated black flat with a pointed toe and interesting detail to add instant elevation when you wear them with leggings.

19Everyday Strappy Sandals

Open toe shoe season is approaching! Those days when it’s still a bit chilly out, this outfit is perfection. Style a pair of strappy, heeled sandals with leggings, t-shirt and cardigan. Wear this to lunch or a casual party.

20Ready for the Runway

One of the reasons leggings are so versatile is because they fit close to the legs, making them easy to pair with so many different silhouettes. Balance a slouchy boot with skinny fit leggings. It’s an outfit that looks like came straight from the runway! We love the monochromatic color scheme for an added chic vibe.

21Boss Babe Pumps

Ok, seriously…how incredible is this outfit? Black leggings are the perfect complement to the oversized, maxi length white vest. Add a statement piece over your leggings and finish the look with a pair of boss lady pumps. The black and clear really takes this up a notch.

22The Functional Route

We get it, when it’s cold out you just want to stay snuggled up in bed. However, we have to go out and get things accomplished. For those days you want to be comfortable, try this outfit. Add a striped tee and oversized cardigan to black leggings for some color and print. Finish the look with the ever functional Ugg boot.

23Booties With an Unexpected Touch

Black ankle booties are such a fun shoe staple to have in your closet, if you don’t already. The clear wedge heel gives these a fun updated feel. While we could talk about how chic the booties are, we skip over the socks worn with them. Adding a slouchy sock to booties and leggings is an unexpected, yet chic, way to style leggings. It gives contrast between the black booties and leggings and let’s be honest…it really makes this outfit even more stylish.

24Elevated Street Style

Sneakers are always a win in our book, especially with athleisure being such a huge trend this year. For the woman who wants to embrace sneakers but also wants a little added height, wedge sneakers were made for you. Look at how simply the wedge element of these sneakers gives the outfit a whole different look. A great outfit for running errands in.

25The Comfortable Wedge

Springtime + comfortable leggings = this gorgeous outfit. The tunic style top dresses up basic leggings with a flowy silhouette and choker neckline. This gets the perfect finishing touch with neutral color wedges. Wedges add a spring vibe to the outfit, while keeping it casual and comfortable. Rock this outfit to lunch or a picnic this spring season.

26Instant Style Factor

Booties are clearly a big style trend this year but no bootie has had a moment quite like the white bootie. We’ll always love black booties for their functionality but if you want to add instant style factor to your leggings, try a white bootie. The color adds a bold contrast with black leggings and stands out so stunningly.

27Athleisure’s Finest

White sneakers have been everywhere, including celebrities. They’re the perfect casual, trendy shoe option worn with leggings. Not only are they trendy but they add a great dose of athleisure to any outfit. Add layered necklaces to your t-shirt and legging to complete the look.

28Classic Ballet Flats

Ballet flats are a classic for women’s fashion. They’re comfortable, chic and easy to wear. And yes, you guessed it, you can wear them with black leggings for an effortlessly sophisticated outfit. Keep it casual with a denim jacket and striped shirt.

29Chic Loafers

Loafers have burst onto the fashion scene over the past year, giving us a stylish flat shoe alternative to others we’ve been wearing for a while. Style pointed toe, black loafers with leggings for a chic outfit. The loafers make the outfit feel a little dressier without heels. Depending upon your work environment, you can even take this combination to the office.

30Textured Flats

Style a unique outfit by mixing textures. It’s an easy way to add personality to a simple outfit. These suede flats add instant depth to the black leggings and white sweater outfit. Plus, it’s SO easy to recreate.

31Old Becomes New

Birkenstock sandals were a huge trend years ago and as many trends do, they’re back in full force. Make the trend new again by pairing them with black leggings, a graphic crop top tee and oversized cardigan. The varying silhouettes adds balance and style to the outfit.

32Easy Style

We’re all about easy style. Who wants to spend hours styling an outfit everyday? Look trendy, without spending a lot of time, with this outfit. All you need is a modern t-shirt, black leggings and complete it with black ankle booties. The heel of the booties allow you to take this outfit from day to night.

33Black Head-to-Toe

Dressing in all black sometimes gets a bad rap, but this look proves it’s anything but basic. When you pair a chic black sweater with leather leggings and pumps you’re left with an outfit that will turn heads. The key to making an all black outfit stand out is to combine multiple textures.

34True Athleisure Style

Athleisure is here to stay, rest assured. We love the ease this athleisure outfit offers. Styling black leggings with a sweater and denim jacket is the epitome of easy dressing. Finish the look off with your favorite pair of athletic sneakers for an added athleisure dose.

35Boots with the Fur

Flo rida sang it, this look is bringing it to life. During the fall and winter months leggings are ideal to wear with furry boots. It’s an outfit that will keep you warm and the fit of the leggings let the boots be a focal point.


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