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11 Flare Legging Outfits – What to Wear with Flare Leggings

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If you are looking for modern ways to style flare leggings and want to know what to wear with flare leggings then keep on reading! Below are 11 flare legging outfits and the pair I have been wear regularly.

To say I was excited to see flare legging outfits all over social media recently, is an understatement. Back when I was in high school, flared leggings were called yoga pants and I wore them constantly. I honestly can’t believe they have been so popular again. Flare leggings are super flattering and comfortable. They’re easy to dress up and even easier to dress down. Perfect for travel, hanging with the kiddos, lounging, and running errands.

 

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Flare Legging Outfits

 

The Aerie Real Me High Waisted Crossover Super Flare Legging

First, let’s talk actual leggings. I personally love my Aerie flares and wear them all the time. In the flare legging outfits below, I am wearing size medium in the regular length. They run TTS. I’m 5’5″ and normally a size 4 in jeans.

As a highly sensitive person, I will warn you these leggings are THIN but not see through. They’re the thinnest pair of legging I have but also super comfortable. I was able to wear these comfortably until I was 21 weeks pregnant last year. Now, 3 months post partum, these leggings still fit like a glove. I believe that speaks to the quality and stretchiness of the material. Even though they are thin, they wear, well from my personal experience.

If you want a thicker pair, I have heard great things about the Lululemon flare leggings.

11 Flare Legging Outfits

1. Cropped Sweatshirt and Flare Leggings

OUTFIT DETAILS

 

This outfit is so comfy and can be dressed up with a structured bag. I love this look for school drop off and running errands.

2. Striped Sweater and Flare Legging Outfits

OUTFIT DETAILS

 

A classic stripped sweater like this one is comfortable but slightly elevated. Swap the sneakers for loafers for a dressier look perfect for a lunch date or shopping trip. 

Be sure to check out this striped sweater, it looks (and feels, IMO) expensive but is super affordable!! It’s one of my favorite for flare legging outfits!

 

3. Flare Legging Outfits with a Graphic Tee

OUTFIT DETAILS

 

Graphic tees have quickly become a wardrobe staple for me, therefore this was a no brainer to include on my list! This t-shirt has been included on several of my seasonal capsule wardrobes. It’s men’s and I sized up to a large so that I am able to have back coverage with leggings. It is also the softest tee I own. 

 

4. Tank, Blazer, and Loafers with Flare Legging Outfits

Flare Legging OutfitsOUTFIT DETAILS

 

Lunch meeting, girls brunch, church fit? This outfit is it! Flare legging outfits become so classy with a simple blazer and structured bag. This handbag is another designer look for less I have been loving. You won’t believe the price! Click the outfit details above to shop!

5. White tee, Chambray, sneakers and Flare Leggings

Flare Legging OutfitsOUTFIT DETAILS

 

6. Long Sleeve Tee and Coatigan with Flare Leggings

Flare Legging OutfitsOUTFIT DETAILS

 

A reader favorite on the blog – a camel coatigan. It’s versatile and chic. My flare legging outfits list would not be complete without it!

 

7. Plaid Shacket and Flare Leggings

OUTFIT DETAILS

 

8. Cropped Cardigan, Suede Slippers, and Flare Leggings

Flare Legging OutfitsOUTFIT DETAILS

 

Cropped shirts with leggings are up for debate. However, I included this outfit on the list because it is a great option for working from home or an at home date/family night.

 

9. Flare Legging Outfits with a Blazer

OUTFIT DETAILS

 

10. Vest and Boyfriend Tee with Flare Leggings

Flare Legging OutfitsOUTFIT DETAILS

 

11. Flare Leggings and Sweater Tank

Flare Legging OutfitsOUTFIT DETAILS

 

The viral sweater set from Amazon. If you follow any sort of fashion blog or influencer on social media, you are surely familiar with this set!! I took the top from the set and paired it with my flare leggings for an easy Springtime outfit.

More Tops to Wear with Flare Leggings

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