To know me is to know I love Madewell. Come fall, I make a beeline to the brand every year to stock up on incredible jeans and cozy knits. While I'm partial to anything Madewell year-round (my closet famously only has jeans from the brand), the label really comes alive when the temperatures start dropping in New York and the leaves start changing. Suede, corduroy, great coats, and stunning boots are all on the menu this season. After taking a peek at Madewell's fall collection earlier in the summer, I knew it was going to be good. Thankfully, I wasn't mistaken.
Now that some of the brand's best seasonally relevant pieces have launched online and in stores, I was determined to gatekeep all of the best Madewell fall items for myself. Luckily for you, I'm feeling charitable, so I rounded up some of the best fall pieces to shop. Scroll to see the best Madewell fall items, from can't-miss classic jeans to a leopard car coats that'll have everyone doing a double take and asking where you got it from.
Best Madewell Bottoms for Fall
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The Darted Barrel-Leg Jean
Madewell's barrel jeans just get me.
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The Longline Straight Jean
I already have these jeans in a lighter wash, so to see them in an ultra-dark hue perfect for chillier weather is ideal.
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The Wide-Leg Pant in Corduroy
Corduroy pants just scream fall in my eyes.
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Pull-On Pants in Crêpe
Imagine this pair with a simple white tee and a suede jacket—simply sublime.
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The Wide-Leg Pant in Corduroy
Another corduroy pair to get you in the fall mood.
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Pleated Midi Skirt
I'm usually not a fan of midi skirts (go maxi or mini or go home!), but this length looks incredible when paired with knee-high boots.
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The Balloon Pant in Corduroy
Can you tell how much I love corduroy?
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A-Line Midi Skirt in Wool-Blend Twill
Another A-line skirt for you to feast your eyes on.
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Low-Slung Baggy Jeans
These wide, cuffed jeans are simply divine.
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The Balloon Pant in Leather
Leather pants may feel so 2016 to the untrained eye, but the slight horseshoe shape on this pair makes it feel incredibly 2025.
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Suede Column Skirt
An absolute yes.
Best Madewell Tops for Fall
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Cloudsoft Drop-Shoulder Crewneck Sweater
As a sweater snob, I can guarantee this one passes my test.
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Merino Wool Pullover Sweater
This sweater is in between merlot and chocolate brown and would go well with anything you already have in your closet.
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Striped Polo Sweater in 100% Merino Wool
Haven't you heard? Rugby shirts are here to stay for the rest of 2025.
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Ruffled Pintuck Top
Okay, before you dismiss this shirt as Little House on the Prairie-core, just imagine it with a pair of Khaite pumps and a black pencil skirt.
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Puff-Sleeve Button-Up Shirt
I've ben searching for a red velvet shirt that doesn't feel so holiday-esque, and this one is perfect.
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Short-Sleeve Sweater Tee in 100% Cashmere
Ideal for those in-between-weather days.
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Balloon-Sleeve Top
Checkered and plaid shirts are set to reign supreme this fall.
Best Madewell Outerwear for Fall
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Waxed Zip-Front Jacket
Never underestimate Madewell's fall jacket game.
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Single-Breasted Topcoat in Suede
If you missed out on last year's highly coveted suede coat from the Madewell x Alexa Chung collaboration, look no further than this mighty alternative that's still in stock.
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Denim Trapeze Jacket
Goodbye, denim trucker jackets; hello, denim field jackets.
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Single-Breasted Topcoat in Leopard Print
My jaw is on the floor.
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The Nolita Cutaway Blazer
This blazer looks so rich.
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The Bedford Oversized Blazer in Leather
A leather blazer is usually hit or miss for me, but given how high-quality this one looks, I'm willing to buy it sight unseen.
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Long Chore Blazer in Suede
Three words: Need. It. Now.
Best Madewell Accessories for Fall
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Triple Metal Keeper Belt
The Madewell belt that keeps on delivering season after season is now available in this dreamy dark chocolate.
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The Emilie Tall Boot
Chic!
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The Essential Bucket Tote
Everyone who's anyone has this Madewell bucket tote.
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The April Ballet Flat
I've never met a pair of Madewell ballet flats I didn't like.
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The Top-Zip Shoulder Bag
Don't sleep on Madewell's bags—they're some of the best in the game, in my opinion.
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The Grayson Penny Loafer
These loafers are so dreamy.
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The Jamie Boat Shoe
I'll leave you with these super-on-trend boat shoes.
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.