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.
Red is the color of the season. What better way to show it off than with a pair of these adorable wedges?
I have these, and yep, I can attest that they're 10 times more comfy than they look.
These boots tucked under a pair of wide-leg jeans make the most sophisticated statement.
These wide-calf boots are the perfect staple to invest in now before everyone scrambles to get new boots in October.
Transform any outfit into a French girl–approved look with these adorable Parisian-looking Mary Janes.
The motocore boot trend is back and better than ever—just in time for the fall.
This cherry-red sheen would look incredible with a pair of scrunched white socks.
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.
-
I'm a Madewell Stan—Here's Every 5-Star Item on My Shopping List
Denim! Classic knits! Cute shoes!
By Kaitlin Clapinski
-
Challenge Accepted: I Created 5 Elegant Winter Outfits From Madewell and J.Crew for Under $452
You're welcome.
By Nikki Chwatt
-
24 Incredibly Chic, On-Sale Sweaters and Jeans to Mix and Match From J.Crew, Madewell, and Abercrombie
Bring on the cool winter outfits.
By Jennifer Camp Forbes
-
6 Chic Winter Outfits From Madewell That'll Have People Believing You Hired a Secret Stylist
I won't tell.
By Eliza Huber
-
This Elegant New $200 Bag Looks Straight-Up Designer
Add it to your wish list.
By Drew Elovitz
-
These 30 Incredibly Chic Sale Picks From Madewell, Gap, and Banana Republic Scream Fashion Person
Good luck picking just one piece.
By Jennifer Camp Forbes
-
My Friends Always Ask for Shopping Recs—30 Items From Zara, Madewell, and Free People I Suggested
Suede, knits, and sequins ahead.
By Caitlin Burnett
-
5 2025 Trends I'm Already Shopping on Cyber Monday From COS, Madewell, and Abercrombie
I'm stocking up while deals are hot.
By Ana Escalante