No Joke, Half of My Fall Footwear Rotation Is From Madewell—20 Pairs I'm Eyeing
If you've been keeping tabs on me, you know I've been writing about my newfound love for Madewell. After Joyce Lee became the creative director of the brand earlier this year, I've fallen in love with nearly everything Madewell has put out this year, much to the behest of my credit card bill. (Whoops.)
After pining over the brand's latest fall collection and its everyday assortment of chic basics, I've stumbled upon my latest obsession that the retailer is promising to transform my life with—footwear. After ordering a few pairs for myself both in-store and online, I was pleasantly shocked at how high-quality they were. This is not an easy feat given that I'm particularly picky about my shoes and sizing on them.
Even though Madewell is known for its incredible jeans and cozy knits, its fall shoe section is where it's at. To prove it, I spent three hours searching through every style available on its site and rounding up the top 20 you need to see, like, yesterday. Below, shop the best Madewell shoes, including some can't-miss fall deals and on-trend silhouettes.

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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