No Joke, Half of My Fall Footwear Rotation Is From Madewell—20 Pairs I'm Eyeing


(Image credit: Madewell)

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.

Assistant Shopping Editor
Ana Escalante is an award-winning journalist and Gen Z editor whose work ranges from dissecting size inclusivity at fashion week to discussing how American Girl Doll meme accounts are the the answer to society's collective spiral. She's covered it all: Queen Elizabeth II's corgis, Roe v. Wade frontline protests, and the emergence of jorts (or jean shorts for the uninitated). At Who What Wear, Ana is responsible for delivering smart, insightful, personality-driven shopping guides and trend features for a digital-first generation.Before joining Who What Wear, Ana was Glamour magazine's editorial assistant, where she focused on daily news and special packages, including leading the brand's 2022 Met Gala coverage. For more than half a decade, she has covered style, beauty, and digital culture for publications such as Paper magazine, Harper's Bazaar, Vogue Japan, and Allure, among others. Ana has been called a rising star in media by publications such as Nylon and Teen Vogue. (Her mother, meanwhile, calls her "the coolest person" she knows.)