We know what you’re thinking: early Prime Day apparel deals… again? Believe it or not, man, Bezos seems to be as hungry for new intellectual property rights as the big guys in Hollywood. This time, Amazon insists on calling its October shopping event “Prime Big Deal Days” (Prime Day 2: 2 Prime 2 days must have been taken) but the basic pitch remains the same: a two-day bonanza filled with bargains on everything, well, everything the store has to offer.
Whatever you call it, Prime Big Deal Days officially begins on the morning of October 8th and will run until midnight on October 9th. If you’re too lazy to wait until then, relax: there are plenty of Amazon Prime Daygolden discount day Right now, men’s clothing is on sale. Since Amazon is a digital jungle that remains impossible to hack, we enlisted the savviest deal hunters. Q The Think Tank surveys the terrain for you. Happy shopping!
Best Prime Day Outfit Deals Right Now
Shop by category: Editor’s Favorites|Shoe Deals|Watch Deals|Basic Deals|Coat Deals|Accessory Deals
Editor’s Favorites
Look, if you want a triple version of all the best early Amazon Prime Day clothing deals, here it is: A short list of our absolute favorite discounted clothes you can buy right now—from denim-worthy buys to fall The delightful thump of the zipper, and so on.
Hey, our friend (the flannel) thinks you (the jeans) are cute. Would you mind if he introduced himself?
defending champion
Midweight Terry Cloth Slim Fit Hoodie
One of our favorite hoodies just went on sale, and if we were you, we wouldn’t wait.
Levi’s
501 original fit jeans
To be stylish, you only need three things: a nice white T-shirt, a nice pair of shoes, and original, one-of-a-kind blue jeans. We’ve seen 501s for as low as $30, but that’s pretty rare. If you’re looking to buy a new pair of shoes, this is still a good deal.
Crocodile
Classic Long-Sleeve Pique Polo Shirt
Tennis may be hotter than ever, but these iconic polo shirts have never gone lukewarm.
eastland
Falmouth Four Eyes Camp Mock Oxford
If the boat shoe craze has you hooked but can’t quite get into it, try these moccasin lace-ups.
Russell Athletic
Dri-Power full-zip hoodie
A classic is a classic, a classic is a classic.
Early Prime Day Shoe Deals
We know Amazon isn’t quite “it” when it comes to menswear. However, Everything Store does excel in a few select areas. shoe. You won’t find any sneakers worth lining up for, but you will find a range of classics that look great in any situation.
deer stag
Bamboo 2 sandals
Come on, rock your grandpa. One of our favorite footwear trends right now, these Huarache-style sandals are best worn with baggy pants and a flowy linen shirt.
Alan Edmonds
classic oxford shoes
Your go-to shoe for any important event.
Merrell
hydroelectric power
Merrell’s Hydro Mocs are the cheat code for those who want to get naked. They’re breathable, lightweight, and with over 30% off, they’re a real steal.
Merrell
Moab 3 hiking boots
These Merrell Moabs are some of the greatest in the history of hiking and are designed to handle more than you can stomach.
Sperry
Authentic original boat shoes
Boat shoes are undoubtedly one of summer’s most controversial trends. Why not spark some conversation?
Reebok
Club C retro sneakers
The Reebok Club C is one of the most underrated and understated sneakers on the market. But it’s this restraint that makes them cool.
Adidas
Samba Classic
You won’t find the Samba OG on sale during Prime Big Deals, but the classic model with its long tongue is the next best thing.
Cole Hann
Pinch Penny loafers
It’s nearly impossible to mess up an outfit with a pair of penny loafers, especially when these Cole Haan collaborations exist. Is this the Prime Day price? This is what we call budget-conscious.
Early Prime Day Viewing Offer
Affordable watches are better than ever, but if you don’t want to fall down that particular rabbit hole, Amazon has a surprising selection of killer watches that tend to be discounted on Prime Day. Of course, you can expect to see affordable bargains like Timex, but if you’re lucky, you can also buy also Save big on an heirloom-grade Hamilton watch for your grandchildren that they will love to inherit.
Casio
GM-B2100D-1A watch
If the liquid metal policeman in Terminator 2 wore a watch, this would be it.
national
Eco-Drive Promaster Dive Fugu Watch
Seiko
SRPG35 watch
Your first step towards great timepieces is the Seiko 5 Series, an affordable product that has become the entry point for many series watch enthusiasts.
Timex
Weekend Analog Dial Watch
Sturdy nylon strap, handsome French vanilla dial, and clean lines. Now, this is a great way to spend the weekend.
Skagen
Melbye three-hand calendar watch
Skagen’s gray watch is a mid-century minimalist’s dream, a stylish piece of the past and the perfect wrist accessory of the present.
Casio
MW240-1BV Easy-to-read analog display quartz watch
There is beauty in simplicity, and this minimalist resin watch from Timex is the dictionary definition of simplicity.
Early Prime Day basic deals
When it comes to menswear, Chez Bezos has a firm grasp on the basics. That means Prime Day (whatever Amazon calls it) is still an ideal time to stock up on basics like underwear, T-shirts, and socks from the best brands in every genre.
Long-sleeved thermal top in heavyweight cotton
The easiest way to add heat to your fit is with a delicious waffle knit tee.
The Ultimate Tag-Free Tank (7-Pack)
Calvin Klein
Cotton Classic Flat Briefs (5-Pack)
We like to think of these Calvin Klein boxer briefs as the Levi’s 501 of briefs. They’re classic, look great on just about everyone, and are a must-have in menswear.
Hanes
BeefyT T-Shirts (2-Pack)
There’s no doubt that Hanes’ BeefyT is one of the best value T-shirts out there, and has endured for decades thanks to its lightweight, seamless construction and perfect fit.
golden toe
Crew socks (6-pack)
Stuck in the crew vs. ankle socks debate? Don’t do this. The answer will always be crew socks.
fruits of the loom
Sleeveless Tank Top (6-Pack)
Mamma Mia! The weather is scorching hot and the only way to deal with it is to fight fire with fire and wear a scorching vest.
Early Prime Day accessory deals
Forget Coco Chanel’s old routine of taking off one thing before leaving the house: no outfit is complete without an accessory or two, and here’s what to top your already delicious sundae with Tailor Cherry. Need a pair of sparkly sunglasses to protect your eyes from the waning autumn sun? Amazon has you covered. How about replacing your bifold wallet like the Costanza with a compact one? Amazon really has your back in this department, too.
ashford ridge
Full leather belt
Jeans’ best friend is a really good belt.
oakley
Whisker Oval Sunglasses
Channel your inner Shoehei Ohtani and turn your discomfort into a grand slam.
Calvin Klein
RFID Leather Simple Bifold Wallet
Cash isn’t going away, so while your fancy digital wallets and contactless payment cards are getting their time in the sun, it’s still worth having some real-life money. To do this, get yourself a wallet that looks good and can handle all forms of currency.
oakley
Whisker Oval Sunglasses
Channel your inner Shoehei Ohtani and turn your discomfort into a grand slam.
Early Prime Day Jacket Deals
Fall isn’t here yet, folks: it’s here. That means it’s time to start thinking about your outerwear situation (and, you know, actually start getting dressed). Amazon isn’t the first place we’d recommend you go, but if you’re in desperate need of a fresh look during the colder weather, the retailer’s wide selection of weatherproof zippers will keep you out of the cold until you’re forced to dust off. Parka.
A-2 leather flight bomber jacket
The classic bomber jacket from Landing Leathers is one of the best leather jacket deals, even at full price.
Colombia
pink set
Puff, do it no Give up this down jacket.
Adidas
Essentials Warm-Up Three Stripes Track Top
Ted Lasso is never coming back, but you can keep the ball rolling in this football-approved jersey.
outdoor research
Helium raincoat
Like it or not, rain happens even in the middle of summer. If those clouds you see look like a gamble, hide them in your bag.
Archaeopteryx
Atom SL Hoodie
Arc’teryx’s gorp-y gods are indeed available on Amazon. So bring this with you when you step into a sub-zero theater to escape the heat.
oakley
endurance packable jacket
If you only know Oakley for its diesel sunglasses, then you don’t know Jack. This iconic eyewear brand also makes really cool clothes.
Amazon Prime Day Clothing Deals FAQs
What are the best deals of the first Prime Day?
We’re pretty good at predicting trends, but even our carefully honed crystal balls can get a little blurry. We can’t say for sure which deals will stand out on Prime Day, but we Do Have a clear idea of what to expect based on the last round of bestsellers. If previous history is any indication, you’ll be getting great deals on a range of household names, including Adidas, Levi’s, Ray-Ban, and more.
During 2024 first For Amazon Prime Day, we’re offering deep discounts on Russell Athletic’s signature sweatshirts, which is welcome news for anyone who’s afraid of cold weather right now. (We didn’t miss the opportunity to have Gold Toe Comfort Crew Socks on sale, either.) We’re also pretty confident that Levi’s 501 jeans will hit their lowest prices this year, and that the discounts will extend to the rest of the brand’s catalog as well.
What are the best men’s clothing brands on Amazon?
You can trust Amazon for a wide variety of affordable men’s clothing. If you’re looking for something basic, the Bezos-backed behemoth doesn’t lack for quality, Q-Gildan, Russell Athletic, Kirkland Signature and Reigning Champ endorsed merchandise. Buying a new pair of shoes? Keep an eye out for products from Adidas, Red Wing, Keen and Allen Edmonds. Amazon also touts an impressive array of watches, including ones from brands like Casio, G-Shock, Seiko and TAG Heuer. Oh, and don’t forget the retailer’s sunglasses department, which often sells top-tier sunglasses from Ray-Ban, Illesteva and Oakley for lower prices than almost anywhere else on the web.
When does Prime Day end?
Prime Big Deal Days is a two-day event starting on Tuesday, October 8th and ending on Wednesday, October 9th. The first batch of transactions will go live on the 8th at 12:00 noon Pacific time (3 am Eastern time). In addition to the extended deals, a slew of new specials are expected to launch on the morning of the 9th. The event ends at midnight on October 9th.
Do I need a membership to shop on Prime Day?
Yes, you need to be an Amazon Prime member to take advantage of the great deals offered on Prime Day. If you are not yet a member, you can sign up for a 30-day free trial here.
