Knowing Which Shoes to Wear With Flares Is Tricky—Here Are 6 Styles That Work Best
Wondering what shoes to wear with flares? Scroll on to discover my well-researched edit of the best styles.

Usually, in the dressing room of a jeans try-on, shoes are the last consideration. Either you're barefoot, or you have the one pair you've worn to the store with you. Regardless, once you get a pair of jeans home, it's anyone's guess as to what shoes go best, especially with flares. For some reason, the extra volume at the hem makes shoe pairings far more puzzling. And therefore, a common question we get asked at WWW is: What shoes go best with flared jeans? We have answers for you—six to be exact.
There are a handful of shoes that tend to look best with flares—aka jeans that are more tight-fitting through the thighs and flare out toward the bottom. Some have major volume, but many modern-day flares are a blend of the original look with a wide-leg silhouette, and you can find these jeans in essentially every length and colour. When it comes to the best shoe pairings, you have a few choices. Pointed-toe shoes look great peeking out from beneath floor-sweeping lengths. Flats and loafers also work with flares, as do ankle and calf boots, which are hidden, save for the toe.
For inspiration in building your own flared jeans outfits, take a look at the following six looks that are exceptional examples on selecting the right shoes to wear with flared denim.
The Best Shoes to Wear With Flared Jeans:
1. Pointed-Toe Pumps
Style Notes: Dark indigo flares, a blazer and pointed-toe pumps is one of the most classic examples of how to wear flares and keep them timeless, as proven here by Anouk. Knowing these components, you can select from nearly any colour palette, whether you prefer white jeans, a black pair or a mid blue. The shape of pointed-toe pumps is practically made for peeping out of wide-leg and flared jeans.
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2. Mary-Jane Flats
Style Notes: Flat footwear with an open vamp (or top part of the shoe) looks great with flared jeans as this breaks up visual space between your denim, ankle and shoe. I love Liv's choice of black denim and matching Mary-Janes. This neutral ensemble gives flares a very sophisticated edge.
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3. Ankle Boots
Style Notes: A trench coat and ankle boots are two perfect pairings to wear with your flared jeans. A block or stiletto heels gives height and peeps out perfectly from the voluminous hems. You can add extra layers or a warmer coat as the year goes on, but the same rule holds true: ankle boots and flares go together.
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4. Mesh Flats
Style Notes: Felicia's look is the epitome of autumnal styling. She shows just how simple it is to carry your white flares (and denim in general) into the colder months. Mesh flats give your flares breathing room, especially when you have lots of materials layered up with flared denim and a longer coat. It's a perfectly proportioned outfit.
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5. Loafers
Style Notes: Whilst we'd usually recommend sleeker shoes, thick-soled loafers or those with a chunky heel are a very cool pairing with flared jeans. Take a lesson from Ingrid, who has rendered this look in a monochrome palette, which makes everything blend together flawlessly.
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6. Trainers
Style Notes: Don't be afraid to pair your flares with more casual footwear. There are many styles of trainers that work well with these bolder jeans, particularly those with flatter soles. Copy Monikh's laid-back attire, which blends a button-down top and white trainers to give flares a more relaxed aesthetic that's still very chic.
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Melissa Epifano Varley is a writer and editor who covers fashion, home, and beauty. She has over seven years of experience and has written for Forbes, InStyle, People, The Zoe Report, and Byrdie. She has also served as the editor-in-chief of Real Homes and lifestyle editor at The Spruce and ran her own wide-fit footwear line for over three years. She graduated a year early from the University of Oregon with a Bachelor of Science in journalism. Melissa has won the PPA Next Gen Award and currently covers fashion, trend, and shopping content forBest Knockoff Luxury Clothing . She’s passionate about helping readers discover their own sense of style in their wardrobes and homes—whether that’s through products, trends, or concepts that they deeply resonate with and makes them feel their best. She’s originally from the U.S. but is now based in Bath where she spends her free time reading books, creatively writing, and taking part in more esoteric endeavours like reiki and tarot.
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