These 21 Wide-Leg Jeans Outfits Always Work

Wide-leg jeans are love because they can be styled in a million ways.
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. To date, for designers like Levi’s, 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 and obsession with these pants played a significant role in popularizing their trend also known as “Y2K”. Specifically over the past few months when stylish stars such as Jennifer Lawrence, and Dakota Johnson adopted this trend, proving that wide-leg jean 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 cold 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 example, 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.

Outfits That Goes With Wide-Leg Jeans

Black Blazer + Black Tank Top + Light Blue Wide-Leg Jeans + Black Handbag + White Sneakers

When it comes to pulling off your favorite white sneakers, 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.

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 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.

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 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.

Oversized Dark Denim Jacket + White Cropped Tank Top + Black Wide-Leg Jeans

These bottoms can make fitted tank top feel effortlessly stylish. For a sleek ensemble, pair a black shirt with wide-leg jeans, a black belt, and sneakers.

Blue Strapless Denim Top + Blue High-Waisted Wide-Leg Jeans + White Strappy Sandals + Brown Patterned Handbag

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

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.

Brown And White Striped Long-Sleeve Tee + Light Blue Wide-Leg Jeans + Mesh Ballet Flats + Black Top-Handle Bag

Where better to start than with staples we stand by all year round? Many of our outfits will inevitably revolve around a great pair of jeans, so this long-sleeve-tee-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.

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, 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.

Brown Mesh Ruffle Tie-Front Top + Maroon Bralette + White Wide-Leg Jeans + Brown Sandals + Brown Woven Tote Bag

Think white 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. White jeans feel far more refined when paired with a brown top, beige sneaker OR sandals, and a sleek white handbag.

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.

Dark Brown Sweater + Light Wash Wide-Leg Jeans + Black Crossbody Bag + Brown Toe-Block Shoes

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.

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.

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.

Black Plunging Halter Top + Light-Wash Ripped Wide-Leg Jeans + Black Platform Slides + Black Mini Shoulder Bag

As you might’ve noticed, black tops are a big deal this year, and this outfit shows just how easy they are to style.

Black Oversized Top + White T-Shirt Underneath + Gray 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 gray wide-leg jeans.

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.

Chocolate Brown Racerback Tank + Brown Wide-Leg Jeans + Brown Plaid Flannel Shirt + Taupe Sneakers + Black Woven Hobo Bag

Chances are you have brown tank top in your wardrobe, but do you ever wear them with a wide-leg jeans? No? Let’s change that.

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.

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.

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.

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.

Lisa Flood is a beauty-obsessed writer who’s been deep in the world of editorial for the past decade. Based in the heart of Los Angeles, CA, she brings her sharp eye for trends and undeniable love for all things nails, skincare, and beyond to LookLume. Before diving into the industry, she honed her storytelling skills at the University of Southern California, earning a B.A. in Media: Production, Consumption, and Critique, with a minor in Electronic Journalism (yes, she was that student who actually loved research papers). When she’s not testing out the latest beauty must-haves, you’ll probably find her hunting for the perfect latte or convincing herself that she needs another nail polish shade.

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