17 Cute Flare Jeans Outfit Ideas

Flare jeans are making a major comeback, so why not take full advantage and rock them on your next night out?

Today I will share my favorite flare jean outfit ideas, mostly designed by Judy Blue which are all famously made to be so stylish and super comfortable!

These Flare jeans looks are so fun, cute, and versatile, surely you'll find an outfit to re-create with these 17 cute and easy flare jean looks.

The Best Flare Jeans to Buy RN

Make sure to check out my fave place to buy Judy Blue, Resin & Cankan Jean collection HERE

In all seriousness though my entire closet is full of these jeans because they are just that good. 

Are flare jeans in style?

Yes, flare jeans can be a trendy and cute addition to any outfit. Not only are they comfortable to style, but they also have a unique silhouette that can add an upscale appeal to your look.

In this blog post, we'll go over some tips and ideas on how to style flare jeans to get that perfectly cute flare jeans look. 

Let's get into it!

What to Wear with Flare Jeans?

flare jeans


Style Flare Jeans With A Cropped Cardigan 

I am obsessed with this modern take on a classic 70's inspired silhouette! The La Mode Contrast Trouser Flare is such a versatile piece.

Style with a blazer for a and heels for a polished look or add a kimono and sandals for a casual look!

The high rise, flared leg and dark wash will add such a fashionable statement to your outfit!

flare jeans


Style Flare Jeans With A Puff Sleeve Blouse

I've never met a flare jean that disappoints and the Gabriella Distressed Button Fly Flare jeans will certainly meet your expectations!

Featuring a stretch denim that shapes a mid-rise decorated with a button fly, five pocket cut and slight distressing on the pockets.

A slim fit through the thighs ends at the knee and flares out at the ankle. Distressing throughout the legs.

Pair flare jeans with heeled boots and a fun blouse for a cute look! 

flare jeans


Style Flare Jeans With A Fuzzy Jacket & Boots 

A sleek flared leg, black wash and stretchy fabric are featured in this exceptional pair of jeans!

Pair it with heeled boots for elongated legs and effortless styling.

flare jeans


Style Flare Jeans With a Trench Coat 

This is a classic look that's great for the fall and wintertime.

A classic black flare jean with black booties and a trench coat can elongate your whole look.

Go for a monochromatic color pallet for an elegant appeal. 

flare jeans


Style With A Bodysuit Top

Jegging and flare lovers: have you tried flared jeggings? If you haven't, don't miss out because it's absolutely amazing!

These pull-on style jeggings are super comfortable and people cannot stop raving about them.

It's a stylish blessing that you must try to feel the magic!

flare jeans


Style Flare Jeans With Booties 

These Slim Flare Side Slit Jeans have a high waist, slim fit, and extra good side slits and raw edge on the hem to add a little kick to your OOTD.

Structure with stretch is what you'll love about the fabric. Don't settle for less that just the right denim to complete your look.

Pair with your favorite tops, footwear and accessories so you can strut your stuff in the Flare Slims! 

flare jeans

Style Flare Jeans With Sandals 

Sandals make a cute pairing with flare jeans in the summertime. You can play around with different sandlas like open toe, closed toe, chunky, etc. 


Style Flare Jeans With A Babydoll Blouse

I love a babydoll blouse with just about any type of jean and especially with a flare jean. It creates a nicely balanced look that's easy to throw on and go any day of the week.  

I also love to pair a flare jean with a nice chunky heel to pull in the whole look and add some length. You can wear boots with a chunky heel or sandals. A pointy shoe with flare jeans and great because it adds a bit of definition to your entire look. 

flare jeans


Style Flare Jeans With A Tank Top & Sandals 

If you are going for A casual, cool & fun summer look you definitely want to try pairing your flare jeans with a tank top or crop top. Go for flat shoes like your favorite pair of sandals when styling this effortlessly cool look. 

flare jeans


Style Flare Jeans With A Loose Fit Sweater 

When fall and wintertime roll around you know we are going for sweaters. I love a loose knit sweater paired with a flare jeans for that effortlessly chic look. It's so down to earth and really just feels organic.

Try pairing your flare jeans with pointy toe heeled booties and a turtleneck. 

How To Style Flare Jeans For Work

If you work environment allows you to wear jeans, flare jeans are a great option when styling professional work attire. My best advice on this is to go for non-distressed denim.

Generally speaking, darker denim may appear more professional than lighter-wash denims, however you can totally style all jean washes in a professional manner with the right accessories.  

Go for woven blouses to pair with your flare jeans for a nice workwear look.

Always choose closed toe shoes and pointy shoes offer a more refined look, great for the workplace. 

Accessorize with appropriate jewelry like a dainty necklace and a bracelet stack to add a little shimmer to your office look. 

There are so many ways you can play around with these looks.

Here Are 4 Easy Ways To Style Flare Jeans For Work

flare jeans


Style Flare Jeans With A Boho Top, Off White Bag & Flat Espadrilles

Style a pair of light-wash flare denim with a light neutral tone blouse and a matching bag and shoes. I love this look for a casual day out and about, while still looking polished and put together. 

flare jeans


Style Flare Jeans With A Vibrant Floral Blouse & High Heels 

Feeling like you need to spice things up a bit? Go for some vibrant color. It's a fun way to incorporate in your look. Try a colorful floral blouse and matching shoes for a fun officeday look.

This look is a great office to night look. You can go out with a few friends for some drinks and dinner after work and look fab the whole time. 




Style Flare Jeans With A Wrap Top & High Heels 

Try a solid blouse with your flare jeans and bring pops of color through your handbag and shoes. Mix and match for the perfect look.

This is an easy throw on and go morning look that you'll be reaching for on a regular. Its effortless and totally posh-perfect for the office. 

flare jeans


Style Flare Jeans With A Blazer 

Try a blazer jacket and go for a black and white look for a polished appearance at the office. 

The Julia Jacket is my new favorite long length blazer! You'll find any excuse to throw on this beautiful jacket. Whether you are dressing it up with a blouse, or dressing it down with a bodysuit, you'll turn heads every time!

The lapel and long length elongate your silhouette and add a classy feel to every outfit.

Pair it with jeans and a crew neck, or flare jeans and a blouse.

Can I wear a fitted top with flare jeans?

Yes, one thing is keep in mind when styling a pair of flare jeans is to make sure that the outfit is balanced. If you are going to style flare jeans that are super long or extra wide, you may want to go for a top that is more fitted, like a bodysuit blouse for example. This can help your look feel more chic than stuffy or too bulky. 

Can I wear a loose or oversized top with flare jeans? 

Yes, if your wearing flare jeans that are rather fitted, you can definitely style them with a loose or oversized blouse. Just make sure the proportions feel good and balanced when your wearing your outfit. 

As a rule of thumb, if you think it will be cute, just try the whole outfit on in your free time. Play around with different tops and see which ones look best. 

How To Style A Boho Flare Jeans Outfit

Boho style seem to be popular no matter what time of year it is and it's always a fun go to. With its loose flowy tops, fun textures and naturally organic feel, we are constantly drawn to this down to earth look. 

Flare jeans are a great and easy way to style a cute boho look that's effortless and totally chic. You can also check out this post next on 13 Cute Boho Outfits To Copy This Season

flare jeans


Style Flare Jeans With A Graphic Tee

If you've got a flair for the dramatic, look no further than the Kiana Heavy Destroy Flare Jeans!

These amazing jeans feature a stretchy medium wash denim, that shapes a hi-rise with a five pocket cut, and zipper fly that drops into a heavy distressed leg with a raw flare hem.

Pair these amazing jeans with a graphic tee, heeled boots, and a wide brim hat for a cute boho look!

This look takes on a more western flare with boho appeal. You can also try a muted rainbow graphic tee for a cute trendy boho look. Mix it up with what you have in your closet and see what works. 

flare jeans


Style Flare Jeans With An Embroidered Blouse & Pointy Toe Booties  

The Be Zen top will sweep you away with its incredibly intricate yet subtle bohemian chic print on a tranquil blue base.

A drop shoulder dolman sleeve, v-neckline, and rounded hem shape this beautiful dapped top.

Featuring stunning embroidered detailing on the front, this is the perfect statement top to elevate your day. We love this paired with flared jeans and heeled booties. 

Tip: An embroidered blouse can add that gorgeous organic boho texture to any boho look you are going after. 


flare jeans


Style Flare Jeans With A Hat & Boots 

Go for neutral tones and varying textures in your knits. Try distressing in your flare denim for extra texture and cute design. A hat is a favorite finishing touch to your next boho look with these cute jeans. 

What shoes can I wear with flare jeans? 

A pointy toe shoe is always a great option to style with flare jeans. 

One last tip for styling a pair of flare jeans is to pay attention to the shoes you pair them with. If you're wearing an extra wide or very long pair of flare jeans, you might want to avoid wearing shoes with an overly chunky heel, as this can make your legs look shorter.

Instead, go for a pair of high heels with a slim or pointed toe, or even a pair of flats with a pointing toe to help elongate the look of your legs and create a more streamlined and chic overall silhouette.

What is the history of flare jeans?

Flare jeans are also known as bell bottoms or bell- bottom jeans and have a rather intriguing story. They first started to get popular in the 1960s and 1970s as a symbol of youth culture and counterculture.

At that time though, they were really popular and generally worn by those who were pretty much into the hippie movement and all of the feminist and civil right acts. These cute jeans were worn by both women and men back then. 

These cute jeans were also really popular during the 70's disco area, paired with sparkly sequin tops and this whole look became known as the iconic "disco look". However this trend basically died off in the 80's when skinny jeans made a huge entrance into the fashion world. 

However, all styles ebb and flow and flare jeans made a comeback in the Y2K era, which is back by popular demand today. 


Experiment: Finally, don't be afraid to play around with different looks and outfit combinations to help you find the style that works best for you. Flare jeans are a fun and wildly versatile and chic option. 

Play around with the different tops, shoes, and accessories to find your favorite combination. You can create a wide range of really cute and unique looks that will surely turn heads.

17 Ways to Style Flare Jeans With The Following: 


There are so many cute and versatile ways to style a cute pair of flare jeans! I hope you found some inspiration today with these looks. 

You can also check out my full denim collection HERE for the latest in denim.  

If you’re still looking for more fashion inspiration, check the posts down below.

Get More Fashion Ideas:

back to blog 

Shop now

Recently viewed