Are Ankle Boots Over? For Chic People in NYC, These Specific Flats Are Far More Elegant
Now that fall is fully here in the city, stylish New Yorkers are pulling out their storage bins and dusting off their trusted cold-weather footwear in lieu of their minimalist flip-flops and mesh flats. Long gone are the days of a toe-baring summer—instead, New Yorkers are skimping on their pedicure budgets and going back to wearing boots, ballet flats, and, of course, loafers.
While ankle boots have been a fan favorite to wear under jeans or with floor-grazing satin skirts, New Yorkers are instead opting for slim, low-profile loafers to be their fall footwear of choice this season. Whether it's with classic trench coats or ultra-trendy corduroy pants, stylish New Yorkers are leaning more and more toward this comfortable flat shoe trend instead. Below, scroll through inspiring fall loafer outfit ideas and shop the best loafers to buy this season.
Outfit 1
How to style: Loafers with white socks, knit dresses, and sweaters
Outfit 2
How to style: Loafers with corduroy pants, white T-shirts, and black cardigans
Outfit 3
How to style: Loafers with white socks, white trench jackets, and oversize totes
Outfit 4
How to style: Loafers with baggy jeans, trench coats, and wayfarer sunglasses
Outfit 5
How to style: Loafers with white pants, baby tees, and leather coats
Outfit 6
How to style: Loafers with cashmere sweaters, straight-leg jeans, and top-handle purses
Outfit 7
How to style: Loafers with tailored pants, dinner jackets, and evening bags
Outfit 8
How to style: Loafers with wool coats, zip-up sweaters, and green jeans

Ana Escalante is an award-winning journalist and Gen Z editor known for her sharp takes on fashion and culture. She’s covered everything from Copenhagen Fashion Week to Roe v. Wade protests as the Editorial Assistant at Glamour after earning her journalism degree at the University of Florida in 2021. At Who What Wear, Ana mixes wit with unapologetic commentary in long-form fashion and beauty content, creating pieces that resonate with a digital-first generation. If it’s smart, snarky, and unexpected, chances are her name’s on it.
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