The 50+ Best Labor Day Clothing Sales 2026: Last-Chance Menswear Deals

Labor Day arrived late this year, but the menswear deals are still ripping. In fact, if there’s anything you need to soften the blow of fall’s impending arrival, it’s probably on sale.This time of year is a layup for anyone who loves to cherry-pick deals based on the forecast. After all, there’s still plenty of summer left, so you can reinforce the ranks of the breezy part of your wardrobe, or you can step into fall—primetime for layers and outerwear—and throw on a discounted fleece the minute a gust of wind plucks a leaf off of a tree.But because there’s a whole bunch of sales from massive brands, tiny brands, retail giants, and independent stores, and very little time in which to shop them, we thought it might be helpful to do some of the legwork for you and pull out our favorite pieces from our favorite sales.PRODUCT QUICK LINK LISTThe Fade-Worthy Fall Jacket: Madewell Zip-Front Jacket, $248 $98The All-Time Loafer : G.H. Bass Larson Heritage Weejuns Penny Loafer, $225 $169The Legendary Outer-Layer: Arc’teryx Beta SL Jacket, $500 350The Namesake Denim: Levi’s 501 Original Jeans, $85 51The Retro Fleece: The North Face Retro Denali Jacket, $200 140The Chunky Cotton Sweater: Gap Relaxed Shaker Sweater, $60 29The Excursion-Worth Sock: Darn Tough Hiker Boot Cushion Socks, $28 21Abercrombie & FitchAbercrombie is never one to pull punches during a sales bonanza, and they came through this Labor Day with 20-40% off almost everything on the entire site, plus an extra 20% off anything already on sale. So, whether you need to stock up, shore up or re-up, you’re in luck.Abercrombie & FitchEssential Popover Hoodie 2.0Abercrombie & FitchRelaxed Straight JeanAbercrombie & FitchAnorak JacketAbercrombie & FitchRugby Sweater PoloAmerican TrenchThere’s a good chance you’re familiar with American Trench’s US-made, super comfy, pleasantly durable socks, but their apparel is just as hard-hitting and this weekend they’re offering savings of more than 40% on past-season goods.American TrenchThe Retro Supporter Stripe SockAmerican TrenchWool Linen Pleated TrouserAmerican TrenchActivities Mesh CrewAmerican TrenchActivities ShortBanana RepublicBR got its groove back a few seasons ago, and if you’ve missed out on that come-up, the venerable brand has knocked up to 50% off any and all sale inventory and now they’re offering you another 20% off on top of that. Or, in other words, now is a great time to see what the fuss is all about.Banana RepublicRelaxed Multi-Pocket Flight JacketBanana RepublicArchive Reissue 8" Pleated ShortBanana RepublicItalian Linen-Cotton Shirt JacketBanana RepublicLinen-Cotton Slub Roll-Neck SweaterCrap EyewearThe sun doesn’t go away just because the warm temperatures do, but the deals on those frames tend to dissipate when you need them most. Well, for the entire weekend you can save yourself up to 50% on Crap’s hard-wearing, famously-flattering sunglasses and protect yourself from the winter sun, too.Crap EyewearThe No Wave SunglassesCrap EyewearThe Shake Appeal SunglassesCrap EyewearThe Radio Haze SunglassesCrap EyewearThe Groove Pilot SunglassesGapGap went from sneaky-good to not-so-sneaky-great in recent years, and for the weekend, you can save yourself 40-60% off a whole mess of new styles, plus an extra 50% off sale and, just for fun, up to 50% off dozens of sweats, right before sweat season.GapRelaxed Shaker SweaterGapHeavyweight Denim JacketG.H. BassDid you beat up your trusty loafers this summer? Or have you just been meaning to snag a new pair to shake things up? Well, Bass has a whole-ass sitewide sale, offering you up to 25% off nearly everything in their catalog with only a few exclusions to be found. (You better believe that Weejuns are in play.)G.H. BassLarson Heritage Weejuns Penny LoaferG.H. BassLincoln Bit Weejuns Penny LoaferG.H. BassRanger Camp Moc Lug Boat ShoeG.H. BassLennox Weejuns Tassel LoaferJ.CrewJ.Crew is offering you 40% off most of their current catalog through Sept. 7—which means you can absolutely stock up on some foundational fall pieces and some perennial essentials. You can also add an additional 40% off anything already on sale in the same timeframe.J.CrewHeritage Cotton Crewneck SweaterJ.CrewHeritage 14oz. Fleece HoodieJ.CrewLong-Sleeve Macropiqué Ringer T-ShirtJ.CrewCrosby Classic-Fit Suit PantLevi’sNot that there’s ever a bad time to grab a fresh pair of Levi’s—even if that pair is beat up out of the gate—but the best time to do so is when that fresh pair is on sale. Well, the first name in denim is currently having a massive Labor Day Sale, offering you 30-40% off sitewide, with very few exclusions to be found.Levi's568 Loose Straight JeansLevi'sClassic Standard Western Denim ShirtMadewellVery few brands execute the fundamentals like Madewell does, and luckily for you, an impressive amount of current season inventory is 25% off for the weekend, and you can also grab yourself an extra 30% off the entire sale section, which includes over 250 pieces of effortlessly integrated, endlessly versatile menswear classics.MadewellJohnny-Collar Polo ShirtMadewellThe McCarren HoodieMadewellPleated Chino ShortsNordstromNot billed explicitly as a “Labor Day Sale,” Nordstrom just increased the savings interval on its vaunted sale section to up to 50% on the most recent season inventory, and in some past-season cases, you can find far more dramatic numbers.Carhartt WIPFlint Straight Leg Twill PantsAlex MillPull-On Cotton ShortsRalph LaurenIf it feels like Ralph has been everywhere this summer, it’s because the venerable label has been, and we’re all the better for it. For anyone who missed out on the resurgence, or for those looking to double-down on it, you can take an extra 30% off the entire sale section this weekend only.Ralph LaurenGarment-Dyed Oxford ShirtRalph LaurenThe Iconic Mesh Polo ShirtRalph LaurenThe Aldrich Garment-Dyed Twill JacketRalph LaurenCable-Knit Cashmere CardiganREII’m not one to pick favorites (ok sometimes), but REI just might be having the best sale of the weekend, especially if you needed something to make the outdoors more fun, tolerable or otherwise amenable to your presence, because they’re offering crazy savings on thousands of full-priced pieces—think Arc’teryx, The North Face, etc.—and then up to an additional 60% off their outlet inventory.Darn ToughHiker Boot Sock Cushion SocksLa SportivaUltra Raptor 3 GTX Hiking ShoesPatagoniaBaggies 5" ShortsThe North FaceIf you were looking to outfit yourself in a jacket from one of the most field-tested, unflinching, summit-worthy outdoors brands in history, now’s your chance to do so at a ridiculous discount, because icons like the Denali fleece, the Mountain Parka, and the Nuptse are all 30% off.The North FaceRetro Denali JacketThe North FaceJester Select BackpackThe North FaceGORE-TEX Mountain JacketThe North Face1996 Retro Nuptse JacketTodd SnyderTodd Snyder has solidified itself as one of the strongest head-to-toe menswear brands at any price point, anywhere, but if you’re looking to get a discount on anything, time could be limited, because the brand is killing its vaunted sale section and transitioning to a biannual sale model—which means that you better move if you want anything from TS on sale anytime soon.Todd SnyderClemente Sweater PoloTodd SnyderItalian Wool Houndstooth Wythe Trouser