All the Best Menswear on Sale for Labor Day
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Labor Day clothing sales are a double-edged sword: The deals are plentiful, but many of the biggest discounts are on pieces you may not get to wear until next summer. Yet amid all the clearance shorts and tank tops, there are still plenty of similarly marked-down all-season basics, classics, and accessories to be found that can be worn into fall and beyond. Some retailers also take advantage of this opportunity to unload what remains of last year’s fall-winter inventory at some truly astonishing prices. From underwear to barn coats, I’ve gathered some of the best menswear deals of the weekend to help you get dressed in the months to come.
I’ve organized all the men’s style deals alphabetically by merchant, noting when the sale ends wherever possible. Otherwise, assume that most will end on Monday, September 1, at midnight, wherever you live. I’ll update this post with new deals as they go live, but as always, sign up for theStrategist Sales Alertnewsletterto receive each day’s best deals in your inbox (and gain access to occasional newsletter-exclusive sales).
Updated on September 1, 2025
We checked stock and confirmed sale pricing for all of the deals below.
Everyone seems to have a piqué polo on sale this week, but Banana Republic Factory’s is the cheapest we’ve found — plus it’s made of 100 percent organic cotton. You get an extra 20 percent off your cart in checkout, so the prices are even lower than they appear.
Much like its beloved women’s line, COS’s men’s section is full of high-quality, minimalist-leaning clothes in relaxed cuts. It also has a new line of men’s jewelry inspired by organic forms. To take 25 percent off, use the code SHOPLDW.
Usually, when a brand says a sale is “up to 70 percent off,” it means only a few things in limited sizes are available at that discount.Everlanereally means it, though. There are many items at 50 percent off in most sizes. Get it while it lasts.
TheGapaissanceis gender inclusive, so don’t let the women have all the fun. While sales and coupons are plentiful year-round, they’re especially good this weekend. Use the code STRAT15 for 15 percent off all full-price jeans and an additional 15 percent off on-sale jeans included in Gap’s Labor Day Event.
This retailer carries a wide range of men’s clothing and accessories from sought-after brands, including its in-house Flint and Tinder line. It’s offering an extra 15 percent off its entire sale section with only a few exclusions.
Amid the summer clearance, J.Crew is offering great prices on a ton of leather accessories and fall-appropriate wedding attire as well as plenty of its popular basics. You can find more of our sales picks at our dedicatedJ.Crew Labor Day deals page.
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Lands’ Endis one of our favorite retailers because its comfortable, durable basics are well made and never go out of style. Get 50 percent off with the code ACORN (automatically applied).
The original is still the best. Levi’s is offering additional discounts across its sale section (total price shown in cart) and substantial reductions on everything else, from tried-and-true classics to trendier reinterpretations.
Madewell is offering an extra 40 percent off itssale section, and 30 percent off aselection of fall clothing and accessorieswith the code LONGWEEKEND.
In addition to the Moab and the Jungle Moc, the shoes for which the brand is best known, many of Merrell’s classic and futuristically styled outdoor-ready shoes are available at up to 40 percent off in select colors.
One of our favorite makers of adventure-ready clothing and gear,Patagoniahas a ton of excellent deals right now on jackets, fleeces, puffers, and bags, among many other items.
REI sales happen less frequently than most, and this one has better deals than most — including on some big-ticket items that rarely get discounted.
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The Strategistis designed to surface useful, expert recommendations for things to buy across the vast e-commerce landscape. Every product is independently selected by our team of editors, whom you can read abouthere. We update links when possible, but note that deals can expire and all prices are subject to change.
