If you’ve been paying attention, then you know that Madewell is currently on an iconic run. From dropping solid on-trend pieces regularly to the brand’s latest collaboration with Alexa Chung, it’s undeniable. With Black Friday just around the corner, Madewell is bound to sell out of some top-tier sales items before then. Since we are looking to avoid the hectic shopping frenzy in the next couple of weeks, we’ve hand-picked the best on-sale Madewell fashion finds ahead of Black Friday.
You can expect an array of discounted cross-category finds, including gorgeous knits, stunning handbags, pretty accessories, and so much more. Keep scrolling to uncover my editor-approved selection of the best Madewell sale items today.
Madewell
Relaxed V-Neck Polo Shirt in Stripe
I’m a sucker for stripes.
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The Stretch Flare Jean
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The Emilie Slingback Pump
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The Mylie Shoulder Bag
Cool hardware is everything.
Add this fun belt to your rotation,
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The Essential Curve Shoulder Bag
Brown suede bags are still on-trend for 2026.
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Patch-Pocket Puff-Sleeve Cardigan
Short sleeved knits are great for layering.
Chocolatey browns are my favorite.
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The Small Crossbody Bag
Prepare to get endless compliments.
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Striped Shrunken Polo Tee
The polo collar gives this look a more elevated feel.
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Demi-Fine Small Hoop Earrings
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Oversized Angular Sunglasses
I”m a big fan of the oversized sunglasses look.
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Madewell X Reebok® Club C 85 Sneakers
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The Low-Slung Baggy Jean
These low-rise pants are an editor favorite.
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Utility Wide-Leg Trousers
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Puff-Sleeve Button-Up Shirt
You can never have too many button-ups.
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The Slouchy Straight Pant
A great trouser goes a long way.
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Chunky Metal Statement Belt
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Demi-Fine Puffy Hoop Earrings
Silver people to the front.
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The Meadow Whipstitched Driver
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Garment-Dyed Cocoon-Sleeve Lady Jacket
Such a perfect cool-weather color.
Bag charms have risen in popularity over the last few years. Add a little extra bit of personality to your day-to-day.
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The Remy Mary Jane Flat
These Mary Janes are a bestseller for good reason.
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The Signature Trouser Pant
These track pants have major cool-girl vibes.
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Smocked-Waist Poplin Midi Skirt
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Wide-Sweep Jeans in Parson Wash: Airy Denim Edition
Loving the Western vibes.
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