The Best Flare Jeans Outfit Ideas You’ll Obsess Over

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Are you ready for the return of flare jeans?

While skinny jeans reigned supreme in the 2010s, flare jeans, which were trendy in the 2000s, are making their way back into the fashion mainstream.

While flares aren’t as trendy as wide leg and straight leg jeans just yet, if you follow fashion, you know that they’re coming next. Low rise flares were huge in the 2000s, and everything Y2K is back, so we’re betting we’ll see a lot of them in the seasons to come.

To get you ready to rock the trend, here’s some background on flare jeans, tips on how to style them in this decade, and tons of flare jeans outfit ideas.

The History Of Flare Jeans

70s bell bottom jeans

Flare jeans date as far back as the early 19th century, when seafarers wore bellbottom trousers because they were easy to roll up for jobs like swabbing the deck. The style later became part of the official Royal Navy uniform.

In the late 1960s, bellbottoms became a trendy fashion item with the rise of thrifting. Young people everywhere began shopping at secondhand and navy surplus stores, rejecting the expensive shops their parents frequented. Soon, old naval trousers became the most popular style of pants to wear.

The trend grew in the 1970s thanks to fashion icons like Cher. Then fashion designers got in on the action. At this time, the style broke into the mainstream and became so popular that it will forever be synonymous with the ’70s.

Flares and bellbottoms went out of style in the ’80s, but from the ’90s to the mid 2000s, they came back in a big way. Bellbottoms, flares, and bootcut jeans were everywhere. They were the preferred jean style of fashionistas everywhere until the year 2006, when skinny jeans took over, seemingly overnight.

That brings us to today. Now that skinny jeans are officially out, flare and bellbottom jeans are poised to take over again. Just more proof that fashion is cyclical!

The Best Flare Jeans to Buy RN

If you need a cute pair of flare jeans, these are the best options that won’t break your budget.

Abercrombie Ultra High Rise Flare Jeans

Ultra high rise flare jeans from Abercrombie

Abercrombie’s denim has had us in a chokehold for the past few seasons and our obsession is still going strong. Their jeans are honestly perfection and if you haven’t tried them… run, don’t walk.

Case in point, these high rise flare jeans come in the cutest wash, with super stretchy fabric that holds you in in all the right places.

If you have a curvier shape, these same jeans are available in the “curve love” style that comes with extra room in the hips and thighs.

Levis ’70s High Rise Flare Jeans

Levis '70s high rise flare jeans

If you have a little bit more to spend and want to get something classic and ultra high-quality, you can’t go wrong with Levis.

The ’70s high rise flares above are Revolve’s top selling flare style, and it’s easy to see why. They come in the perfect slightly distressed light wash, the quality is unmatched, and the jeans have magical leg-lengthening properties.

If you want to invest in your flares and get something a *little* bougie, these are the ones.

BDG ’90s Low Rise Flare Jeans

BDG '90s low rise flare jeans

If you want to go for something super trendy, these low rise flare jeans from UO are the perfect choice.

Everyone is talking about the return of low rise jeans, so be the first in your friend group to rock them with this super cute pair. These are straight out of the late ’90s and early 2000s so they’re perfect for those Y2K vibes.

What to Wear with Flare Jeans

Now that you’ve found the perfect flares, here’s all the outfit inspo you need to rock them right now.

With a cropped top

Flare jeans and a crop top outfit

Crop tops are the easiest no-brainer pairing for flare jeans. You’ll see this combo a lot in this post because it’s trending like crazy this year!

Any crop top works with any denim wash — have fun and play around with it.

With a blazer

Woman wearing flare jeans, a white blazer, and a white crop top with a tan bag and white thong style heels

Flared jeans and blazers are a match made in sophisticated style heaven. Whether you dress the combo up with a sleek bodysuit and boots, or down with trendy heels and a crop top, you can’t go wrong.

With a blouse

Flare jeans and blouse outfit

Here’s an example of a super easy flared jeans outfit. Just grab your favorite pretty blouse, throw on your flares, and add cute heeled sandals. Grab a clutch and you’re ready for brunch!

With a long coat

This fashionista did not come to play. I love the look of flares and a statement coat like this hot pink one.

Want to bring your outfit over the top? Add bright footwear! Here, the model used neon green heels, but you could totally add some cool Air Force 1s for a more casual vibe.

With a leather jacket

Flares and a leather jacket combine to create the ultimate edgy-meets-boho ensemble.

I love the fringe top seen above, but you could also pair this look with a simple white tee for a more casual look. Any boots will work with this outfit, whether you prefer Doc Martens or pointed to sock booties.

With a sweatshirt

Flare jeans and sweatshirt outfit

How cute is this casual sweatshirt and flares outfit combo? It’s not only adorable, it looks insanely comfortable too.

Getting this outfit could not be easier. Grab your favorite comfy flares, throw on a zip up sweatshirt and grab your favorite mini bag to accessorize. Throw your hair up in a claw clip then add chunky dad sneakers and you’re good to go!

With a duster

Duster coat and flare jeans outfit example

A duster is a super cute unexpected pairing for flare jeans.

If you want to try a crop top and flares but want a little more coverage, throw a silky duster trench over top and add strappy heels. The look is one part luxe, one part cool girl casual.

With a button–down

Flare jeans and a button down outfit

Here’s a great outfit example of how to wear low rise flares this season.

This cute pairing from Lulus mixes ripped low rise flares with a cute button-down short sleeve blouse and major platform heels. Add a cute crossbody and sunglasses and you’re ready for patio season.

With a turtleneck

All black flare jeans and turtleneck outfit

If you want to give off serious “I have my life together” vibes, try black or dark wash flares with a black turtleneck and heels.

This look is insanely chic on its own, but you can glam it up even more with a slicked back pony and gold hoops.

With a sweater

Flare jeans pullover sweater outfit

I am living for this comfy-casual yet trendy way to wear flares this year.

Just grab a cozy and slouchy sweater and half-tuck it into your jeans. Then add this year’s favorite shoe, a chunky combat boot, for a little bit of edge.

With a plaid shirt

Flare jeans and plaid shirt outfit from Tillys

Here’s an edgy girl take on a flared jeans outfit that’s straight out of the ’90s — in the best possible way!

Start with some distressed medium wash flares, then add a little cami crop top and layer a big cozy flannel over top. Finish with Doc Martens or your combat boot of choice.

With a graphic t-shirt

Pink flare jeans and graphic tee oufit

It doesn’t get more early 2000s than flared jeans and a graphic baby tee.

I love the pairing of a bright pink flare with a simple graphic tee and, again, some chunky combat boots. This would look great with basic denim flares too!

With a denim jacket

Flare jeans and denim jacket outfit

While denim on denim can be a tricky combo to pull off, a jean jacket looks great with colorful flare jeans like these!

Keep your top and accessories minimal since the bright pants do all the talking. Then add sneakers or Docs to finish the look.

With lace

Flare jeans and lace top outfit

For the world’s easiest bohemian chic outfit, pair some medium or dark wash flare jeans with a lacy crochet crop top. Cowboy boots and boho jewelry finish the look.

With a tank

Flare jeans and tank top outfit

Here’s an example of a basic flared jeans outfit that’s anything but boring!

Start with a pair of clean high-rise, light wash flares, then grab a simple black tank, a belt, and a cute little mini bag. Finish with black heels for the perfect summer night outfit.

With a white shirt

Flare jeans and white shirt outfit

Here’s an even dressier take on our last outfit. Instead of the black tank and heels, rock a crisp white button down shirt and strappy nude heels with your flares. Add statement jewelry and you’re ready for a dinner date.

With a cami

Flare jeans and patterned cami outfit

How cute is this styling idea? Black high-rise flare jeans look amazing with a printed cami and camel accessories, namely a croissant bag, wide brim felt hat, and woven heels.

With a suede jacket

Flare jeans and long suede coat outfit

Here’s a great idea for how to wear flared jeans in the fall.

To get this look, mix some clean mid-wash flare jeans with a sleek turtleneck top, and layer a mid length suede coat over top. Cool heeled boots and a belt finish this chic look.

With a trench coat

Trench coats and flared jeans are another sophisticated “I have my life together” combo.

This outfit is a dressed-down way to wear flares and a trench, combining a one-shoulder top with dad sneakers and a leather trench for a fashion girl vibe.

With a tunic

Flare jeans and tunic outfit with boots

Flares and a tunic is a classic bohemian fashion combo, but it becomes more fashion-forward when your tunic is made of luxe satin. Trendy cowboy boots finish off this unexpected outfit idea.

With an oversized message t-shirt

Flare jeans paired with an oversized graphic tee shirt that reads Happy Days

This outfit breaks all the fashion “rules” but totally works — proof that you can wear your flares with anything!

Instead of combining a tight top with voluminous jeans, this outfit pairs an oversized graphic tee with black flare jeans for a cool, casual look. The keys here are the cropped nature of the flares and the white high-heeled boots, which add some fashion points to this easy ensemble.

With a cardigan

Flare jeans and cardigan outfit from Express

This easy-breezy flared jeans outfit is so cute and simple to put together!

To get this look, grab some light wash flares and pair them with a cute pastel cardi (even better if you have a sweater set as seen above). Then add your favorite neutral strappy heels.

With a cropped blazer

Flare jeans and cropped blazer outfit

Cropped blazers are insanely trendy right now and they look amazing worn alone with high-waisted flare jeans.

To accessorize this outfit, add your favorite heels — pumps, strappy sandals, or boots would all work here. Then, grab a trendy neutral clutch and style your hair in voluminous waves.

With a leather blazer

Flare jeans, green leather blazer, white tank and white heels outfit

Leather blazers are also super trendy, and as you can see, they look amazing with flares.

To get this look, start with a simple white bodysuit and flares, then layer on a statement leather blazer. Green looks amazing here but black would work, too! Finish with heels for a cute dinner date outfit idea.

With a puffer coat

Flares work with winter jackets, too! This outfit is proof, combining ultra wide flares with sneakers and a sleek black puffer. The key to this outfit is the bright sweater, which adds extra interest to this simple outfit.

10 Fashion Girl-Approved Flare Jean Outfit Combos

In a pinch and not sure how to style your flares? Here are some super easy outfit combos you can whip up in minutes with items you already have in your closet.

Light Wash Flares + Crop Top + Oversized Button-Down

Flare jeans outfit with ripped flares, crop top, oversized button-down shirt and heels

The ideal breezy summer outfit is here!

Mid-Wash Flares + High Neck Bodysuit + Sock Boots

Mid wash flares outfit with black turtleneck bodysuit and black sock boots

This is the perfect outfit combo if you want to wear flared jeans to work. So simple and chic!

Mid-Wash Flares + Mini Bag + Statement Top

Flare jeans outfit with statement off shoulder top, mini purse, platform heels

For all the modern ’70s vibes, play with prints and colors in your top and bag here.

Light Wash Flares + Blazer + Graphic Tee + Chunky Shoes

Light wash flares paired with a checked blazer, graphic tee, and chunky loafers

It doesn’t get more “cool girl” than simple flares, chunky loafers, a graphic tee and a blazer. Be sure to roll your sleeves up for an effortless vibe.

Light Wash Flares + Crop Top + Oversized Blazer

Light wash flare jeans, crop top, oversized blazer, and heels outfit

If you want to look like the trendiest girl on the block, this is your ‘fit. The outfit would look amazing with a colorful blazer, too!

White Flares + Bright Colors

White flares paired with a brightly colored long sleeve top, neon green bucket hat, and platforms

This cute outfit is one part Y2K, one part coconut girl. The bucket hat is key to the 2000s vibe.

Colorful Flares + Chambray Shirt + Converse

Green cutoff flare jeans with white t-shirt and oversized chambray shirt and converse high-tops

If you have some colorful flares in your closet, play them up with a simple white tee and button-down combo. Converse sneakers are the perfect finish to a casual look like this.

Medium-Wash Flares + Cute Top + White Boots

Cute plus size outfit with medium wash flares, cute white top, and white boots

So sleek, so easy, and such a perfect way to wear those white boots you have sitting in your closet! (You could swap the white for black in this outfit, too.)

Dark Wash Flares + Black Top + Pumps

Outfit featuring dark wash flares, black top, and black pumps

This outfit is a no-brainer combo if you want to look super chic and polished in flares. It would be so cute for dinner or a girl’s night out!

Light Wash Flares + Y2K Everything

Y2K style flares outfit

Light wash flares are MADE for pairing with the 2000s fashion trend, so go wild with your favorite colorful crop tops, mini purses, and pleather platforms. You can’t go wrong wearing anything Y2K with flares.

What are your favorite flare jeans outfits?

What do you think of flare jeans coming back into style? How are you wearing them this season? Which outfit is your favorite? Tell me what you think in the comments section down below.