How To Wear Flare Leggings

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Flare leggings are a HUGE trend right now. I like them because they are not only flattering but also very versatile. They can be great for workout and athleisure outfits but also can be cute for casual outfits to wear on the go. I looked for a good pair and landed on this Baleaf one from Amazon. The brand is already very popular and I like that they come in different length options since I am short.

What to Wear with Flare Leggings

I’ve rounded up a bunch of black flare legging outfit ideas with both real life photos and collages. For size reference I am 5’4″ and wear a large in shirts and a 12 in pants. The leggings I’m wearing true to size in a large in the shorter length. I generally like longer, loose tops with traditional leggings but tried to branch out a bit with some shorter crop options for this post since the flare on the leggings helps balance things out.

Flare Leggings Sweater Outfit

Black flare leggings outfit with amazon sweater

I thought this was such a pretty sweater! It has a subtle bit of shimmer in it. It makes for a cozy flare leggings outfit that’s cute enough to wear out of the house. I sized up to an XL in the sweater for a slouchier fit. I shared more of my favorite sweaters in this post.

Flare Leggings Outfit for a Walk on a Chilly Day

Black flare leggings with amazon stripe hoodie for a walk

I just love these Amazon sweatshirts so I had to make cute athleisure outfit with the black flare leggings. I would say it fits TTS but I prefer the oversized fit on one size up.


Flare Leggings Outfit for A Casual Lunch with Friends

Black flare leggings outfit with turtleneck

I wanted to show how to elevate the flare leggings a bit with accessories for this outfit. I love the colors and think it would perfect for a quick lunch with friends.

Flare Leggings Outfit for Running Errands

Black flare leggings outfit with hoodie top and puffer vest

These Daily Ritual hoodie tops are one of my absolute favorites. They are super soft and fit TTS. They are also the PERFECT top to pair with a vest.

Flare Leggings with Trendy Cropped Sweatshirt

Black flare leggings with cropped sweatshirt from amazon

Cropped sweatshirts are a HUGE trend right now and flare leggings with a high waist make them accessible for moms. I normally wouldn’t wear something this cropped bit the leggings come up high enough to cover my midriff. Bonus? Your legs look longer. My sweatshirt is an amazon lookalike for the Lululemon scuba sweatshirt.

I also have this outfit in a collage:

Black flare leggings outfit with a cropped sweatshirt

Flare Leggings Outfit for Lounging

Black flare leggings lounge outfit

The nice thing about leggings is they are also great for lounging around. I thought this outfit would be perfect for cuddling up on the couch with a book.

Flare Leggings Outfit For Travel

Black flare leggings travel outfit for moms

I always wear leggings or joggers when I travel so I also included a cute mom travel outfit. I’m pretty sure I’ve worn this exact one on a plane.

Flare Leggings Workout Outfit

Black flare leggings workout outfit for moms with hoodie tech stretch shirt with thumb holes.

For this black flare leggings outfit I adapted one of my most common workout outfits with regular leggings. These Amazon Essentials tech stretch tops are one of my go – to winter tops to wear to exercise. I love the thumb holes especially when I’m running.

Flare Leggings Outfit with Cropped Vest

Flare leggings and cropped vest outfit

Cropped vests are a HUGE trend right now and I like them with flare leggings because they balance out them out well. I think a cropped vest is a great way to embrace the crop top trend without actually baring skin if you pair it with a regular length shirt underneath.

What do you think about the flare leggings trend? Are you a fan? Let me know in the comments!


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