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Flare + Bootcut

Mid- and high-rise styles with a kicked-out leg.

Kick Out CropHigh rise with a cropped mini flared leg.Kick Out Full-LengthHigh rise with a mini flared leg.Flea Market FlareHigh rise with a slim flared leg.
15 Products

Women's Bootcut Jeans

Kick Out CropKick Out Full-LengthFlea Market Flare

Looking for vintage-inspired denim that feels perfect for right now? You’ve come to the right place. Our flare jeans come in various cuts and styles, each pair designed to accentuate your shape and keep you comfortable all day long. From classic favorites to modern takes, we've got the perfect pair of flare jeans for every closet out there. Let's dive into the different cuts and styles that make our collection of women’s flare jeans stand out.


Madewell’s Perfect Vintage range has a cut and style for everyone. They feature a flattering ‘90s-inspired high-rise waist and holds-you-in Magic Pockets™ with retro flared legs. When it comes to colors and washes, we’ve got it all—from tile white and the palest blue to dark indigo and black. If you like a bit of extra detail, check out the Perfect Vintage flare jeans with zip-detail front patch pockets front patch pockets and chunky belt loops. We also have this timeless style in a crop version , ideal for shining the spotlight on your favorite on-trend footwear.


For those who love a sleek and streamlined silhouette, our Skinny Flare, jeans are the way to go. These jeans hug your curves in all the right places. A subtle flare starts from just above the ankle, creating a modern and stylish look. They're perfect for dressing up or down, making them a versatile addition to your wardrobe. Wear your skinny flare jeans with a pair of gorgeous heels , a tank top and a blazer for a much-deserved night out. For a daytime look, opt for sneakers and an oversized shirt.


If you're in the mood for a relaxed and laid-back vibe, our Baggy Flare jeans are a fantastic choice. Madewell’s baggy women’s flare jeans are anchored at the high waist, but have a little more room in the hip and upper leg area. These jeans combine the comfort of a loose fit with the statement-making flare at the bottom. Choose between 100 percent cotton zero-stretch zero-stretch denim for all-day structure, or a cotton TENCE™ lyocell blend for jeans that are soft to the touch.


For the ultimate blend of comfort and style, our Pull-On Skinny flare jeans are a game-changer. With an elastic waistband, these jeans provide a snug fit without compromising on comfort. They're ideal for busy days when you want to look put together but need the ease of a pull-on style. Our pull-on relaxed loose flare jeans are also a fabulous example of chic comfort. The seamed flare legs and slanted pockets give a touch of retro style without you having to make any effort. Finish the look with sandals and your favorite tee.


We believe there’s a perfect pair for jeans for every body, which is why we designed flare jeans. Engineered for an hourglass shape, these high-rise jeans rise a little higher with a narrower waist and contoured band (aka no waist gap). They provide a comfortable fit around the hips and thighs while maintaining a sleek and flattering silhouette.


At Madewell, we believe your flare jeans should look as good as they feel. With our wide range of women’s flare jeans, you'll find the perfect fit to suit your style and body. FYI, once you find your favorite pair of flare jeans, you’ll never want to take them off.