Let Me Tell You A Secret—29 Madewell Styles Fashion People Will Be Eyeing Ahead Of Black Friday

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.

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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.