Outfits with Leggings – 20 Ways to Wear Leggings Stylishly

Trendy Leggings Outfit Ideas. Why is it that several of the major fashion trends of today started as menswear? Ruffles and leggings are included in this list. As much as it might baffle us to know, it’s true. Men of olden times wore rights and frilly costumes, both of which are explicitly associated with women’s attire.

There is no doubt that leggings are one of the chicest and most comfortable elements of your wardrobe. They are stretchy, soft, warm, and an easygoing everyday ingredient to be kept in your closet. Rock the world with some of the coolest ideas about styling yourself in leggings.

How to Style Leggings

We will address all your leggings-related style questions in this fun blog. What tops to wear with leggings, what kind of footwear you should opt for, how to dress casually with leggings, what fashion mistakes you should steer clear of while donning leggings, you’ll get the answers to all these questions and more!

Are Leggings still in Trend in 2020?

The answer is yes; leggings are very much in trend in 2020. The glossy-black faux-leather leggings are an instant favorite of many. Leggings can be worn as pants, add to that the comfort factor, and the fact that activewear is slowly transitioning into the new casualwear, and we have definitive proof that leggings are a must-have for a complete wardrobe.

The Do’s and Dont’s of Wearing Leggings


  • Make sure the tops are classy and elegant.
  • If you’re over 40, wear leggings as a supportive garment rather than as trousers.
  • Wear oversized t-shirts and cardigans with leggings.
  • Wear sneakers, boots, and ballet flats for a laid-back and casual look.


  • Don’t wear overtight tops or tops that are higher than mid-thigh.
  • Go for jackets and tees instead of fancy tops with leggings.
  • Heels and flip-flops are a no-no.
  • Don’t use gym bags. Handbags are more streetwear appropriate with leggings.

Where to Buy Leggings

You can check out the following stores to buy some fantastic tights and leggings:

↓ 20 – Travel Style

When you travel, the number one thing on your mind is comfort. You are out of your element, oftentimes in a strange place, and you want to feel at ease. If you opt for high-heels and tight clothing, you’re only going to make things worse for yourself. Here is how you can feel utterly cozy while traveling: wear leggings and loose shirts, and top it off with flats or sneakers. Leggings are great for movement, coverage, and warmth. Take a look at Best Anti-Theft Accessories For Traveling.


↓ 19 – All Booted-Up

Leggings are usually good to go with most of the garments in your wardrobe, so you can wear almost anything with leggings. This makes them preferable for casual, formal or office wear. When it comes to footwear, there are certain types of shoes that look good with leggings. Boots are among them. Whether they are ankle boots or knee-length boots, black or brown, leggings have a way of making them look sleek and fitting. Also, have a look at our amazing list of Brown Boots Outfits.

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↓ 18 – Sweater Weather

Sweater weather is universally loved, for it allows us ladies to wear some warm and cozy coverings. A big oversized sweater in warm tones with a white cape looks regal on this lady. The brown of her boots complements the brown of her tunic. If you are wearing a long pair of boots, then leggings look extra good underneath. They add shape to your body; your legs, in particular, make you seem athletic.


Do have a look at these 10 Must-have Winter Fashion Accessories for Women This Year.

↓ 17 – Comfy and Cute 2020 Look

Ugh, when will this quarantine end? That is what on most of our minds these days. With limited contact and fewer opportunities to go out, some fashionistas will find their inner divas shrivel up. This is where grocery shopping will save you. You can’t avoid grocery shopping, and it’s the perfect time to put your best face forward. Well, figuratively since you’ll be wearing a mask.

In this chic attire, you can see the girl wearing the cutest and most comfortable outfit possible. She’s wearing a mask and cap for protection, an over-sized white tee, a fanny pack, white sneakers and boots, and last but not least, some seriously sleek-looking leggings. We can’t think of anything more perfect or stylish to wear in these troubled times.


↓ 16 – Patterned Leggings

Leggings will go hand in hand with a loose and long top. You can go with digital printed, floral printed, or solid colored leggings with any of your long shirts. In summer, leggings with floral prints in light, cheerful colors are recommended. It just goes with the overall mood of the season. Oversized tees and tops in plain colors like white or black will add a nice contrast to patterned leggings. These can totally be your workout leggings at the gym. You can be sure they’ll make you stand out in a crowd.

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↓ 15 – Work/Teacher Outfits

School teachers often lament the lack of fun garments in their wardrobe. Unless you teach smaller kids, there’s a good chance your teacher outfits are serious-looking and dull. Thankfully, we found the answer to this particular problem. This cool blogger shows us how teachers and other working women can style themselves with leggings in any season. She mixes and matches and repeats some of her techniques to create four totally different and fantastic looks. Whatever profession you belong to, there is an appropriate way to style leggings with the elements of your closet.


↓ 14 – Workout Leggings

Leggings are the first and foremost part of athletic and activewear. It has recently transitioned into streetwear and casualwear. However, nothing beats leggings when it comes to a practical garment while doing physical exercise. Matching leggings and sports bra sets are ideal in this case, but many women also tend to wear tank tops, tees or sweatshirts while working out. Leggings facilitate movement while doing complicated and demanding maneuvers.


↓ 13 – Spring Outfit with Tights

If there are summer-themed leggings, you can be sure to find leggings printed according to every other season. This floral one reminds us of the blooming season, which is spring. The black base of the print makes it look super gothic. No other color will look as great with these leggings than black, which is why you see them paired with a black sweatshirt and black boots. It’s a great look for an early morning jog.

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↓ 12 – Faux-leather Leggings With Sandals

Leggings are frequently worn in winters. They’re great leg-warmers, but that’s only half the reason. The other reason is that they look stunning with sweaters, coats and different kinds of winter garb. This almost all-black outfit is a magnificent example of how work attire can be stylish without being over-the-top, and all with the help of some shiny black faux-leather leggings, no less. She’s wearing a similar bag, a long black tunic, a black knitted muffler and a thin coat-like sweater.

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↓ 11 – Evening Party Outfit

Party outfits have to be sexy; that’s the rule. Even though showing a lot of skin isn’t a requirement, it is considered one, nonetheless. We’re going to show you how to rock at a party in a modest yet sensual way. This sheer black shirt with a strapless top underneath looks terrific with the snake-printed leggings, high heels and an equally high-bun.

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↓ 10 – Chunky Sweaters

For mamas who want a no-fuss approach to their dressing, this is the best and easiest look you can try. All you need are some leggings that fit you nicely, a magnificently knitted over-sized sweater, and comfortable flats/shoes.


↓ 9 – Monochrome Leggings

K-pop idols are global trendsetters. They’re known for going above and beyond with their ensembles. They’ve made quirky, bold, stylish and many other types of fashion choices. This lovely pair of ladies can be seen sporting black and white leggings, one is dotted while the other is striped, and both are worn with black strapless tops.

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↓ 8 – Casual Leggings and Vest Ensemble

Vests and leggings make a charming pair! Your vest style can change depending on the season. Like here, the vest is actually a sleeveless sweater worn over a striped sweater. The body-hugging leggings with burgundy boots and the chunky black bag is a simple yet beautiful casual look.

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↓ 7 – University Outfit

Our first offering for a school/college/university outfit is this gorgeous yet minimalist combination of black leggings and two layers of tops; a white t-shirt and a mustard-colored sweater. The white sneakers look really hip, and we love the black cross-body bag. So chic! The shades give a playful twist while the watch adds seriousness to the ensemble.


↓ 6 – Mesh Leggings

Mesh leggings are edgy and fabulous and not something you should try if you’re over 40. This artfully designed article looks excellent with the baby-blue sweatshirt and white sneakers. It’s clearly fall, judging from the leaves in the background. The weather is moderate in fall, which means you can wear sheer leggings easily, but you also need something warm on top like this sweater.


↓ 5 – Back to School Outfits

Owning a single pair of leggings can save you a lot of hassle. You can keep styling your tees and tops with the same leggings by changing a couple of things here and there. Your closet should have at least three types of leggings, plain-colored, patterned, and season-oriented. As we’ve shown before, oversized sweaters and shirts look brilliant with leggings, so even if somehow you can’t find a decent top, you can always borrow from a male family member.

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↓ 4 – Dressy Leggings Outfit

Leggings look fantastic with dresses. Depending on the thickness of the leggings, you can choose the length of the dress. With mesh leggings or ones that are super sheer, the length would be past the knees. With faux leather leggings, jeggings, and other thicker types that aren’t see-through, you can wear mini dresses or dresses that come up to your mid-thigh. This geometric printed dress is cool, and we love how the blue of the dress and the blue of the leggings match.


↓ 3 – Casual College Jeggings

College is less a place of learning and more a place to show off your clothes, we’re sorry to say. You’ll find looks worthy of runway shows there and girls worthy of being models. The diligent ones, however, focus solely on their education and keep a minimalist approach to dressing. For the girls who belong in the latter category, here’s an easy and comfy look you can adapt. A handy mix of jeans and leggings, known as jeggings, is ideal for winters. They provide more coverage and warmth and are slightly thicker. A big bag for all your essentials, a knitted scarf and cap to keep you warm from the winter chill, and a nice pair of boots are all you need.

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↓ 2 – Boss lady Ensemble

This is a stunning combination: colorful patterned leggings with contrasting black jacket and top. It’s playful and fun, but that doesn’t stop it from looking professional and prim. In this era of Zoom conferences, online meetings and interviews, the hopefuls usually dress up so that only their top half is visible to the people they’re talking to. They might be wearing nothing underneath that jacket and top, they might be in their underwear, but the other person won’t be able to see it. If you find yourself in similar situations often, make sure to keep some cool leggings on at all times, so there’s no opportunity for a mishap or embarrassment.


↓ 1 – Complete Athletic Gear for Winters

What you’re looking at can double both as activewear during the colder months and casual wear. The knitted hat and warm hoodie are classic winter garments. Add a soft and warm pair of leggings and some sturdy boots, and you’re good to go! You’ll notice how the color scheme is dark and moody. The reason is that winter colors are often somber and the opposite of bright. Such vivid colors are better suited to summer and spring, whereas fall and winter color schemes have muted and inky colors.

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