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The 10 Best Pieces to Shop From Madewell's Labor Day Sale

Sep 4 2026 - 6:00am

If you're looking for clothing basics that look effortless but elevated, chances are you're already familiar with Madewell. The brand is loved for putting a spin on classic silhouettes and using high-quality fabrics to create pieces that instantly become wardrobe staples. Luckily, just as it becomes time to refresh our closets for fall, we can capitalize on end-of-summer sales to snag new must-have pieces. Now through September 8, you can get 25 percent off select fall styles and an additional 30 percent off all sale items using code LONGWEEKEND at Madewell. To help make your shopping experience seamless, we found the 10 best Madewell deals with the discounts already reflected in their prices. Ahead, find everything you'll need to make the transition to fall, from edgy flats to wide-leg jeans.

Our Favorite Madewell Sale Picks

Madewell The '90s V-Neck Baby Tee [11] ($34, originally $45)

This elevated basic reminds me of peak-'90s effortless fashion. The chic cut adds an edge to even the most simple outfits with little to no effort required. Pair it with your favorite pair of jeans or a silk skirt for an easy everyday look.

Madewell The Signature Y-Neck Shirt [12] ($74, originally $98)

I am a strong believer that you can never have too many button-down shirts in your closet. This adorable blue, white, and black stripe print feels very on-trend right now. Bonus points for the slightly boxy cut, which guarantees a cozy, oversize fit.

Madewell The Everyday Trouser in Poplin [13] ($74, originally $98)

Level up your traditional trouser with this relaxed design. The pleated details and pockets make it super easy to dress these pants up or down, depending on the occasion. Plus, there is something undoubtedly cool about the perfect olive green fabric.

Madewell Field Jacket in Washed Poplin [14] ($80, originally $148)

Adding light, airy layers is the name of the game when it comes to dressing for early fall. This oversize poplin jacket is lightweight, full of utilitarian details, and comes in two classic seasonal colors — navy and beige.

Madewell The Remy Mary Jane Flat [15] ($104, originally $138)

Meet the edgier version of your go-to ballet flats. These Mary Janes have a chunky buckle strap for a more unconventional style. Plus, there are four different color options, from a shiny black leather to a smooth brown suede.

Madewell The Nolita Cutaway Blazer [16] ($105, originally $228)

The first sign of a breeze in the air and I immediately break out my blazers. A blazer is the best light layer for fall and nowadays you can find countless designs that reimagine the silhouette, such as this fitted button-down style.

Madewell The Perfect Vintage Wide-Leg Jean [17] ($111, originally $148)

Every outfit combination works with a good pair of light-wash jeans. This style has a slightly boxier fit to create an effortless, vintage feel. Plus, there is a touch of stretch to the material for added comfort.

Madewell The Signature Woven Tote [18] ($129, originally $198)

We all need those bags that feel like they can fit anything and everything. This woven navy tote is a great everyday companion to store a laptop, your wallet, and any other essentials when you're on the go.

Madewell x Benjamin Talley Smith The Coolidge Low-Rise Wide-Leg Jean [19] ($147, originally $285)

Whoever made the rule "no white pants after Labor Day" clearly didn't own the perfect pair of white jeans. Styled in the right way, these pants can be a closet staple year-round. Team them with a lightweight sweater and pointed-toe boots for a seamless fall outfit.

Madewell The Aleks Lug Loafer [20] ($149, originally $198)

On chilly fall days where you can't be bothered to lace up boots, opt for the ease of a loafer. These chocolate suede slip-ons bring a polished look to an outfit and have durable rubber soles to combat any type of weather.


Adelaide Giesey [21] (she/her) is a shopping writer at Popsugar. With over seven years of industry experience, she is an expert in all things beauty and enjoys writing across fashion and lifestyle categories. Prior to PS, she helped shape the beauty verticals at Byrdie, Coveteur, and InStyle.


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