I’m a Fashion Editor—And These Wide-Leg Jeans Outfits Always Work

Wide-leg jeans are love because they can be styled in a million ways.
I’m a Fashion Editor—And These Wide-Leg Jeans Outfits Always Work

After being connected to that long period of skinny jeans, I got fed up with those ill-fitting denim and was ready to say hello to wide-leg jeans trend. So I was excited and all set up to grasp the sigh of relief with the loose-flowing and comfortable design that allowed my legs to breathe with more maneuverability. 

Although skinny pants have long been in the lean silhouette, the alluring versatility and unmatched comfort of wide-legs made them among those pieces that repeatedly emerge on the surface of time.

While working as a fashion editor, I have seen the comeback of several fashion pieces but fewer than wide-leg jeans. When I looked closer into this trend and researched into the rich history of wide-leg jeans, the trend dates back to the 1920s. 

Commonly used for beach attire, casual, and loungewear purposes, they remained popular until the 1950s and resurfaced in the 1970s. Although those flared pants were inspired by 1930s fashion, they were then available in denim, with exaggeratedly wide leg openings. 

The trend waved again in 2022 after people switched back to comfy wear during their stay-at-home days of the COVID era. To date, for designers like Valentino, Gucci, Balenciaga, Dior, YSL, SAINT LAURENT, and other mainstream denim brands, these classic vintage pants have gracefully been on the fashion landscape.

The recent resurgence of baggy wide-leg jeans is also specially attributed to Gen Z. Their prompt shift to wide-leg jeans after pendamic and obsession with these pants played a significant role in popularizing their trend. Specifically over the past few months when stylish stars such as Viola Davis, Jennifer Lawrence, and Dakota Johnson adopted this trend, proving that wide-leg jean outfits are never dead.

Although the resurfacing of these outfits gained significant traction among the younger generation, it would be a mistake to say that this trend is exclusively for the young. It is instead a versatile staple that can transcend generations and provide comfort and style to everyone.

Wide leg flare pants come in a variety of styles to compliment your wardrobe and give a twist to your occasional wear. Whether it’s summertime at the bowling alley or walking errands at night, the wide-leg jeans have got you covered in their variety and versatility. 

Another reason for their popularity is their adaptability to any age group and body type. Women of any age with straight, curvy, or boxy figures can wear them. Even brands like Reformation also offer different sizing options allowing them to try various wide-leg jean outfit combinations.

For instance, If you want a laid-back casual yet chic look then try flared-out wide-leg jeans. On the other hand, your straight-leg wide jean pants that go for both a work outfit and casual attire are not categorized as wide pants but are roomier and baggier to give your legs wide room with a more sleek and taller appearance that’s why petite also loved them.

And so to see all of this, I decided on why not to go with researching & writing whole curated list of 37 wide-leg jeans outfits.

Summer Outfits That Goes With Wide-Leg Jeans

Outfit #1

The Outfit Is: Black blazer + Black tank top with logo + Light blue wide-leg jeans + Black handbag + White sneakers

When it comes to pulling off your favorite white sneakers in the summer, it’s all about taking classic pieces and adding a stylish twist. For example, white sneakers feel 10 times cooler when styled with light blue wide-leg jeans, a sleek black blazer, and a logo tank top. Top it off with a black handbag for a chic finish.

Outfit #2

The Outfit Is: Light blue button-up shirt + White ribbed tank top + White wide-leg jeans + Black belt + Silver chain necklace + Silver bracelet + Black handbag

Not all stylish summer outfit ideas have to lean towards the formal side. Case in point: the effortlessly cool ‘fit above. Elevate your white wide-leg jeans by pairing them with a white ribbed tank top, a light blue button-up shirt, and a black belt. Add a silver chain necklace, a silver bracelet, and a black handbag to complete the look.

Outfit #3

The Outfit Is: Red and white striped button-up shirt + Dark blue wide-leg jeans + Brown sandals + Brown crossbody bag + Black sunglasses

Bold patterns are a surefire way to spice up your summer wardrobe. Consider recreating the look above by pairing a red and white striped button-up shirt with dark blue wide-leg jeans. Complete the outfit with brown sandals and a matching brown crossbody bag for a cohesive look.

Outfit #4

The Outfit Is: Black fitted T-shirt + Wide-leg jeans + Black belt + Black pointed-toe shoes + Black sunglasses

On top of jeans being a great way to keep cool in the summer, so are wide-leg jeans. These bottoms can make fitted T-shirts feel effortlessly stylish. For a sleek summer ensemble, pair a black fitted T-shirt with wide-leg jeans, a black belt, and pointed-toe shoes.

Outfit #5

The Outfit Is: Blue strapless denim top + Blue high-waisted wide-leg jeans + White strappy sandals + Brown patterned handbag

An easy way to make denim work for summer is by choosing lighter fabrics and washes. Opting for a strapless top and wide-leg jeans keeps the look airy and comfortable.

Outfit #6

The Outfit Is: Beige blazer + White T-shirt + White high-waisted wide-leg jeans + Brown belt + White handbag + Brown sandals

One of the easiest ways to make this style a bit more elegant is through layers. Consider styling a lightweight T-shirt underneath your blazer with a brown belt to cinch the waist and elevate the look—it’s a polished formula that’s sure to make this outfit feel sophisticated and put-together.

Outfit #7

The Outfit Is: White button-up shirt + Light wash wide-leg jeans + White open-toe heeled sandals + Black shoulder bag

Where better to start than with staples we stand by all year round? Through spring, many of our outfits will inevitably revolve around a great pair of jeans, so this white-button-up-shirt-and-jeans pairing is not only easy but seriously stylish. Add sandals for a relaxed feel, or opt for heels for a polished dinner look.

Outfit #8

The Outfit Is: White long-sleeve crop top + Black wide-leg pants + Black chunky sneakers + Black sunglasses + Black crossbody bag

For a more effortless take on styling wide-leg pants in summer, consider pairing them with a simple white long-sleeve crop top. You can make this look feel as cool by finishing it with black chunky sneakers, sleek black sunglasses, and a chic black crossbody bag.

Outfit #9

The Outfit Is: Cream sweater with black trim + Light blue wide-leg jeans + Beige boots + White handbag

Think wide-leg jeans are too casual? Well, think again. The key to making this style a bit more polished is by pairing it with classic items. Light blue wide-leg jeans feel far more refined when paired with a cream sweater with black trim, beige boots, and a sleek white handbag.

Outfit #10

The Outfit Is: White cropped T-shirt + Light blue wide-leg jeans + Red sweater tied over shoulders + Brown crossbody bag + Black sunglasses

If it’s not already clear, let me reiterate: The key to making any pair of wide-leg jeans more stylish lies in pairing them with the right accessories. While it helps to wear them with what’s trending each season, you can’t go wrong with classic staples—e.g., a red sweater tied over the shoulders, a brown crossbody bag, and black sunglasses.

Outfit #11

The Outfit Is: Black blouse + Light blue wide-leg jeans + Black sandals + Black handbag

While being intentional about what you wear with your wide-leg jeans helps make them more stylish, it’s also imperative to pay attention to the jeans’ fit. Opting for a pair in a trending silhouette will do the majority of the work for you.

Outfit #12

The Outfit Is: Beige ribbed crop top + White oversized button-up shirt + Light blue wide-leg jeans + Beige quilted sandals + Brown handbag

While styling wide-leg jeans with unexpected accessories is a straightforward way to make the style stand out, it’s not the only way to make a statement. Take a cue from the chic ensemble above by styling an oversized button-up shirt as a light layer over a beige ribbed crop top. It’s the perfect way to make this piece pop.

Outfit #13

The Outfit Is: White T-shirt + Light blue wide-leg jeans + Black woven handbag + Black sunglasses

You don’t have to incorporate prints in order to make this style stand out—case in point: the ensemble above. By pairing light blue wide-leg jeans with other classic pieces like a white T-shirt, black woven handbag, and black sunglasses, you’ll give this timeless item a fresh and modern take.

Outfit #14

The Outfit Is: White sleeveless blouse + Light blue wide-leg jeans + Red strappy sandals + Black crossbody bag + Black sunglasses

As you might’ve noticed, wide-leg jeans are a big deal this season, and this outfit shows just how easy they are to style with a simple white sleeveless blouse. Just add a light cardigan or jacket for those cooler summer evenings.

Outfit #15

The Outfit Is: Black oversized top + White T-shirt underneath + Grey wide-leg jeans + Black polka dot flats + Black handbag + Black sunglasses

For an evening out, there’s no better combination than a black oversized top layered over a white T-shirt and grey wide-leg jeans.

Outfit #16

The Outfit Is: Beige blazer + White top + Leopard print wide-leg pants + Black belt + Black pointed-toe shoes + Black handbag + Black beret + Black sunglasses

One of the quickest ways to update your look is with a bold statement piece, and leopard print wide-leg pants are ideal for making a stylish impression. Pair them with a top & blazer for business girl vibe.

Outfit #17

The Outfit Is: Grey off-the-shoulder top + White high-waisted wide-leg pants + Black belt + Black sandals + Black handbag + White earrings + Black sunglasses

Chances are you have wide-leg pants in your wardrobe, but do you ever wear them with an off-the-shoulder top? No? Let’s change that.

Outfit #18

The Outfit Is: Red and white varsity jacket + Black tank top + Light blue wide-leg jeans + White handbag + Black sunglasses

It’s the kind of timeless combination you could easily overlook, but you’ll never be let down by a varsity jacket and light blue wide-leg jeans. Make like a trendsetter and opt for an uplifting palette.

Outfit #19

The Outfit Is: Black T-shirt + Blue jeans + Black belt + Oxblood handbag + White loafers + Black sunglasses

Creating fresh-looking ensembles with pieces you already have in your wardrobe is a game-changer, and this black tucked-in shirt with blue jeans is a look you’ll want to re-create immediately.

Outfit #20

The Outfit Is: Navy blue button-up shirt + Light blue distressed wide-leg jeans + Black sandals + Beige woven tote bag + Black sunglasses

This breezy outfit is ideal for those really hot days.

Outfit #21

The Outfit Is: Off-shoulder white crop top + Light blue cargo wide-leg jeans

Where better to start than with essentials that keep you cool and stylish? Throughout summer, many of our outfits will naturally center around a versatile pair of wide-leg jeans. This off-shoulder crop top and cargo wide-leg jeans combination is not only effortless, but also incredibly chic.

Outfit #22

The Outfit Is: Beige blazer + White oversized button-up shirt + Light blue wide-leg jeans + Beige sneakers + Beige quilted handbag

Consider this your reminder that wide-leg jeans can be styled for summer too! Make this outfit summer-ready by pairing light blue wide-leg jeans with a white oversized button-up shirt, beige blazer, beige sneakers, and a beige quilted handbag.

Outfit #23

The Outfit Is: Black blazer + Olive green ribbed top + Light wide-leg jeans + Black patent leather boots + Black handbag

While wide-leg jeans definitely bring a laid-back summer vibe, they can be styled for a more polished look. The key is to pair your light wide-leg jeans with a black blazer and an olive green ribbed top for out-of-office energy.

Outfit #24

The Outfit Is: Snake print bandana top + Light blue wide-leg jeans

By now, I’ve hopefully proved that wide-leg jeans are a versatile choice for every occasion, including a summer picnic, a casual day at the office, and a relaxed evening out. If you’re still not sold on the power of this staple, consider a version that pairs with a standout top. A snake print bandana top is the perfect way to make this classic item feel a bit cooler. Plus, it’s easier to match with casual sandals or sneakers.

Outfit #25

The Outfit Is: Black graphic T-shirt + Light blue distressed wide-leg jeans + Black pointed-toe shoes + Black sunglasses

One of the easiest ways to style wide-leg jeans is to start with a statement piece. Pair distressed jeans with a black graphic T-shirt and black pointed-toe shoes. Add black sunglasses to complete the look.

Outfit #26

The Outfit Is: Brown cropped jacket + White crop top + White wide-leg pants + Black flat shoes + Black clutch + Black sunglasses

Mariii shows that a surefire way to give every outfit a cool edge is by layering. A brown cropped jacket will be one of the hardest-working pieces in your wardrobe. Add a white crop top underneath and white wide-leg pants for an instant win.

Outfit #27

The Outfit Is: Black leather jacket + Black turtleneck top + Light blue wide-leg jeans + Black boots + Black sunglasses

Give your basics a modern twist with the addition of light blue wide-leg jeans, styled with a black leather jacket and turtleneck top.

Outfit #28

The Outfit Is: Black one-shoulder top + Dark blue wide-leg jeans + Silver clutch bag + White heeled sandals

This is especially effective when you need to get ready in a hurry. Throw on your favorite dark blue wide-leg jeans and add a black one-shoulder top to pull the look together.

Outfit #29

The Outfit Is: Black graphic crop top + Green high-waisted wide-leg jeans + Black platform shoes + White tote bag

Amy knows how to create fresh-looking ensembles with the pieces she already has in her wardrobe, and this crop top-jeans look is one we want to re-create immediately.

Outfit #30

The Outfit Is: Light blue cropped sweater + Light blue wide-leg jeans

Light blue wide-leg jeans always make an appearance on social media. Wear yours with a light blue cropped sweater for a look with some edge.

Outfit #31

The Outfit Is: Gray plaid blazer + Black tank top + Light wash wide-leg jeans + Black tote bag + Black sunglasses

For an evening out, there’s no classier combination than a stylish gray plaid blazer and light wash wide-leg jeans. Plus, a pair of black sunglasses, of course.

Outfit #32

The Outfit Is: Black blazer + White crop top + Dark wash wide-leg jeans + Black sneakers + Black crossbody bag + Black sunglasses

Rock those dark wash wide-leg jeans with a trending black blazer and you’ll feel your absolute coolest. You can’t go wrong with a top-to-toe noir look.

Outfit #33

The Outfit Is: White sweatshirt with “Yale” print + Light blue wide-leg jeans + Red sneakers + Leopard print shoulder bag + Pink sunglasses

With a standout sweatshirt in the mix, you can put little effort into the rest of your outfit and rest assured that it will still look on point.

Outfit #34

The Outfit Is: White sweetheart neckline top + Light blue wide-leg jeans + Black sandals + Yellow handbag

White tops are still all the rage just like cream sweaters this season. Make like a trendsetter and elevate yours with light blue wide-leg jeans and black sandals.

Outfit #35

The Outfit Is: Beige cropped jacket + Black turtleneck top + Dark wide-leg jeans + Burgundy pointed-toe shoes + Burgundy handbag + Black sunglasses

One of the quickest ways to update your look is with a chic cropped jacket, and a beige style is ideal for any occasion.

Outfit #36

The Outfit Is: Blue striped button-up shirt + Light blue distressed wide-leg jeans + White sneakers + Zebra print handbag

Chances are you have wide-leg jeans in your wardrobe, but do you ever wear them with a blue striped button-up shirt? No? Let’s change that.

Outfit #47

The Outfit Is: Black top + Oversized beige and black checkered cardigan + Light wash wide-leg jeans + Brown heeled ankle boots

There are plenty of easy looks that start with a simple black top. Right now, combine it with an oversized checkered cardigan and light wash wide-leg jeans. Add brown heeled ankle boots if the weather calls for it.

Ava Peace, with 2 years of writing and editing experience and strong knowledge of clothing trends, fabrics, and other styling habits has been obsessed with fashion for as long as she can remember. From watching Friends TV shows, she learned early just how much adding a right clothes could transform a one’s outfit. At one point she aspired to become an fashion designer, though her love of writing won out in the end. Her love of all things fashion and lifestyle made her an avid content marketer for fashion-focused business like YouDoYourWay. As shopping editor, Ava oversees content on YouDoYourWay focused around outfit inspiratoins, and new-finds from celebs.

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