Amazon Prime Day 2022—or, uh, the “Prime Early Access Sale”—is doubling back for an encore of epic proportions. Twice in one year?! You bet. And we wain’t mad at it. Even though the ‘Zon isn’t quite a menswear mecca, it’s definitely a great place to stock up on trusty, foundational basics—and go-to shoes—at stupefyingly low prices. We’re talking GQ-praised tees and undies, cozy wool sweaters, legendary sneakers, and plenty more. No, you probably won’t nab a Board-Certified Grail. But you can bet you’ll walk away with the style fundamentals down pat (and a few surprisingly swerve-y pieces in your cart too). These are the best Amazon Prime clothing deals 2022 has to offer.
For every other worthwhile deal we’ve found, head over to our massive list of the best Prime Day Deals 2022 has to offer. And check out the rest of our Prime Day coverage, broken out by category, below.
The Best Prime Day Tech Deals | The Best Prime Day Fitness Deals | The Best Prime Day Watch Deals | The Best Prime Day Luggage Deals | The Best Prime Day Furniture Deals | The Best Prime Day Cologne Deals | The Best Prime Day Competitor Deals
All products featured on GQ are independently selected by our editors. However, when you buy something through our retail links, we may earn an affiliate commission.
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Faherty stretch blanket-lined CPO jacket
Workwear on the outside, sleepwear on the inside.
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Paul Smith grad cashmere scarf
Decadent cashmere in a soothing gradient—this is transitional dressing at its coziest.
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Hanes tagless boxer
The more the merrier, especially when it comes to underwear.
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Wrangler Authentics relaxed Fit Flex jean
Boomer? Gen Z? Somewhere in-between? These jeans look great on everyone.
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R.M. Williams Comfort Turnout boot
Wear these handsome boots on a first date if you want to guarantee a second date.
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Keen Targhee 3 hiking shoe
Maybe you’re headed upstate to hike. Maybe the crunchy autumn leaves are piling up around your stoop.
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Columbia “Watertight II” jacket
Columbia is a brand that’s practically synonymous with the great outdoors and this rain jacket has all the bells and whistles. It’s made with weather-resistant fabric, full seam sealed construction, and quickly packs up into its own hand pocket.
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Levi’s classic western shirt
Snap up this western shirt, zip up your flared jeans, and don your cowboy boots—it’s gonna be a rootin’ tootin’ fall.
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Crocs bistro clog
It’s time to ditch the classic Crocs for the “Bistro” clog, which features the same foot-hugging comfort while keeping your toes nice and dry.
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Adidas Essentials warm-up 3-stripes track jacket
What do a mob boss, a track coach, and a hip hop artist have in common? This jacket.
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Miansai “Lev” pendant necklace
Cop this ice-cold necklace and call yourself Mr. In-da-pendant.
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Theory “Clinton” jacket
With weather-resistant and weather-fighting properties, Theory’s “Clinton” blazer brings traditional tailoring into the 21st Century.
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Dickies unlined “Eisenhower” jacket
The classic “Eisenhower” jacket from Dickies is one of our faves. It’s durable, well-tailored, and looks good over any outfit you can think of.
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Lacoste long sleeve slim fit chambray shirt
Like your trusty pair of blue jeans, this chambray shirt will look better with age.
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Paul Smith Ulysse neps socks
Pony up to mule season and get yourself some textured socks.
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Bogs Tillamook Bay camo slip on waterproof insulated shoe
Despite the dry weather, right now is actually the best time to get your blizzard-proof boots in order (y’know, before it actually gets shitty outside).
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Russell Athletic Dri-Power pullover hoodie
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Champion Powerblend open bottom sweatpants
A cozy fall doesn’t have to be all corduroy and flannels. It can also be some stay-at-home sweats.
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Xtratuf 6″ Legacy “Chelsea” boot
Tough enough for Alaskans and stylish to boot.
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Timex Easy Reader watch
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The North Face “Gordon Lyons” quarter zip pullover
In this cold world, you either wear fleece or you get fleeced. Now that this fuzzy North Face number is discounted, you won’t have to worry about the latter.
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Hoka Mach 4 shoes
Keep pace with your marathon training.
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Dockers relaxed fit signature khaki
Don’t overthink it—these are the khakis you should have in your closet.
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Hunter original Chelsea boot
Because wet socks are the absolute worst feeling in the world.
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Calvin Klein cotton classics boxer brief (3-pack)
The all-time undisputed undies you absolutely need in your drawer.
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Tretorn Nyliteplus canvas sneakers
Don’t get us wrong—we love how these tennis court icons look fresh. But give ’em a few months and they’ll look even better.
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Thorogood American Heritage 8” steel toe work boots
Ready for the jobsite and fashion blogs alike.
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New Balance 574 V2 sneaker
We love it when the shoes change colors in the fall.
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Billy Reid contrast stitch crew neck
A little contrast stitch and a warm olive colorway is the slight swerve away from your tried and true gray hoodie.
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Oakley OO9363 Flak Beta sunglasses
Ohtani-level shades that look just as good with a windbreaker as they do with a Matrix-level leather coat.
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Theory “Zaine” Neoteric trousers
Old-school chino style with futuristic properties like water-resistance, breathability, and four-way stretch make this the perfect collab of past and present.
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Persol Po0714 aviator sunglasses
“That guy probably drives a hella fast car,” they’ll say.
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Levi’s trucker jacket
You’ve seen this jacket making the rounds in the fashion circuit for decades, and for good reason—it’s durable and handsome without an ounce of contrivedness.
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Pendleton Shetland crew neck sweater
Over a button-up shirt and some chinos and you’re ready to meet your partner’s family. Worn oversized with baggy corduroys and skate shoes and you’re ready to link with the homies.
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Columbia wool crew socks (4-pack)
Cold feet do not exist when you’ve got with these on.
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Umbro “Legacy” short
Great for—ahem—kicking it.
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ASICS Gel-Kayano 28 running shoes
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Tommy John cototn basics boxer brief
Your junk isn’t junk. It’s the most precious, most valuable, most sensitive part of your body. Treat it right.
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The North Face “Arroyo” long sleeve flannel button-down shirt
We’d like to introduce you to the flannel shirt you’ll be wearing all season long.
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Pendleton beanie
A Pendleton beanie a day keeps the doctor away, or something like that.
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Mountain Hardware Mt. Eyak down vest
Over a hoodie, with a flannel shirt, even with a plain tee, this is the layering hack you need until it truly gets untenably cold.
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Clarks Wallabee 2 boot
A perennial favorite of hip-hop’s flyest, and a certified hit in any closet.
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Bellroy Slim Wallet
What good are sick pants if you’ve got a bloated wallet bulging out the back?
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Champion Powerblend fleece crew sweatshirt
For this price, you could treat yourself to a nice lunch today. Or you could buy this sweatshirt and be stylish forever.
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Casio G-Shock DW5600E-1V watch
Even if this watch cost five times as much, it would handily be one of the best you can wrap around your wrist. Thankfully, the former isn’t true—but the latter definitely is.
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Adidas Samba shoes
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Adidas “Terrex” rain jacket
This fall started off as a wet one. Do yourself a favor and make sure you’re covered before the next storm.
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Dickies relaxed fit duck jean
Tougher than most pants you already own and for less than half the price. This is the kind of pant that’ll look better battered.
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Dr. Martens Vegan 1460 boot
Ready your most thrashed jeans and your fuzziest flannel shirt.
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Gilden fleece sweatpants
Holiday travel is about to start picking up and these cozy sweats are the best way to manage all the stress.
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Barbour Ashby wax jacket
You’ve heard of a proper English breakfast. Let us introduce you to the English breakfits.
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Calvin Klein men’s beanie
Live out your Matrix fantasies with Calvin Klein’s graphic beanie. Its jacquard-like texture will add dimension to your outfit while the tight knit will keep your head nice and toasty.
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Blundstone BL550 Classic 550 “Chelsea” boot
Inclement weather or not, we’re stoked it’s boot season again.
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Levi’s sherpa trucker jacket
It’s hard to beat Levi’s’ iconic trucker jacket. But if anyone’s gonna do it, it’s gonna be Levi’s themselves, with cozy sherpa.
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Calvin Klein cotton stretch boxer brief (5-pack)
The indisputable, undefeated, all-time best boxer briefs, period.
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Wrangler 13MWZ cowboy cut original fit jean
Saddle up to the flared jean and you’ll wrangle yourself a fire fit. Just pair ‘em with a pair of slick cowboy boots or even some Wales Bonner x Adidas Sambas for some ultra ’70s inspiration.
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Hermes Terre D’ Parfum spray
Enter fall with a new—ahem—scents of self.
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Columbia Rugged Ridge Ii sherpa fleece jacket
Mary had a little lamb, its fleece was sick AF.
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Champion Powerblend fleece hoodie
If you blink, you might miss it: hoodies over shorts season.
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Seiko LDS Essential watch
Until you can unreservedly drop the cash for a Cartier tank, this handsome dupe will have to do (honestly, not much of a compromise at all!).
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Pro Club heavyweight cotton long sleeve thermal top
The easiest way to solve all your chilly problems without turning into the Incredible Bulk. Just layer this guy under your favorite jacket, or even underneath your most thrashed vintage tee and you’re set.
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Merrell Moab 2 Vent mid hiking boot
Prepared for all the “hiking” you’ll be doing this fall. And by “hiking” we mean apple picking and pumpkin patches.
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Levi’s men’s relaxed western fit jeans
A classic pair of jeans you’ll keep in the rotation year-round.
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Gildan G18000 adult fleece crewneck sweatshirt
Yes, Gildan’s sweatshirts are as good as their T-shirts.
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Neff Daily beanie
Tell your barber you’ll see them in the spring.
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Cole Haan Pinch penny loafer
Now this is what we call penny pinching.
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Hanes short-sleeve Beefy-T (2-pack)
Never a bad time to re-up on quality basics—especially when they’re on sale.
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Glass Of Venice Murano glass millefiori mosaic bracelet
Juice up your fits with the flick of the wrist.
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Oakley OO9442 Radar EV Advancer sunglasses
Feel like you have a multi-million dollar pro baseball deal.
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Timex T78587 classic stainless steel expansion band watch
The rare ’80s tech that still holds up today.
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Levi’s 501 original fit jeans
The mother of all jeans at an all-time low price.
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Crocs Classic Realtree clog
Bust out your thickest, fuzziest, waviest socks—it’s clog season.
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Comfort Colors short sleeve pocket tee
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Gold Toe 656s cotton crew athletic socks
Can you ever really have too many plain white socks? Until you stop losing them in the dryer, the answer remains ‘no’.
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Skagen signature quartz analog stainless steel and leather watch
Gorgeous mid-century vibes don’t need to cost as much as a lounge chair.
