The 60+ Best Prime Day Clothing Deals to Score Before It’s Too Late

Nothing in this world is really “perfect”, but there are plenty of things that are really, really close. With the Prime Day discount, these shorts are near immaculate.

Comfortable enough to wear all day, nice enough to wear out, just enough stretch to make you not regret dessert.

Almost as classic as their beloved blue jeans, the Levi’s western shirt is an instant way to add a ton of swagger to every outfit.

Whether you have a surfboard or, hell, a body of water close to you, don’t limit these H2O-friendly shorts to wet situations.

It turns out “Oak” is a color that works well on a pair of jeans.

It’s nigh impossible to flub an outfit with a pair of penny loafers, especially when these Cole Haan joints exist. And for this price on Prime Day? That’s what we call pinching pennies.

Undoubtedly one of the best value tees for your money, Hanes’ BeefyT has been going strong for decades thanks to its substantial weight, seamless construction, and great fit.

A Goldilocks iteration of the breezy pleated short—not too short, not too long, not too baggy, not remotely slim—discounted a cool 25%.

Minimalist wallet, maximalist savings.

Feeling nostalgic for the halcyon days of the 2000s? Skip the mall; buy these instead.

You only need three things to be stylish: a good white T-shirt, a nice pair of shoes, and the one and only original blue jean. We’ve seen the 501s go as low as $30, but that’s quite rare. This is still a great deal if you’re looking to reup on a new pair.

Tis the summer of baggy denim shorts and there are few out there offering as much as Levi’s does. This 569 cut is very roomy and comes in a gang of great washes.

If you’re looking for a pair of loose jeans that aren’t full-on baggy, the 550 is a great place to start—even better when they’re 65% off and only $24.

There’s no reason you should be able to take 49% off one of the best wide(r) leg jeans out there, but let’s not fight a good thing.

If you’ve invested in some boots, you should have some bootcut jeans—especially when they’ll only run you $40.

The original rockstar jeans, discounted a whole 53%.

Add some zest to your everyday basics with this hand-dyed tie-dye T-shirt. At nearly 40% off, we recommend stocking up on your favorite colors.

An easy pair of shorts from the Gap, coming in at 50% off. That’s about as low as these’ll get this season.

If you only know Oakley for its roster of diesel-fueled sunglasses, you don’t know jack. The iconic eyewear brand also makes incredibly cool clothes.

This is the summer that your thighs go full-on Eddie Bauer edition.

Once you finally get around to going on that snorkeling trip in the Caribbean, make sure your watch is as dazzling as the crystal blue waters.

Good enough for Jeremy Allen White, good enough for you.

Fresh, breezy linen in an even fresher camp collar style. Don’t forget to peep Amazon’s Shopbop section where you’ll find handfuls of higher-end brands like Vince, Corridor, and Illesteva.

While we love Wrangler’s boot cut jeans, these relaxed-fit cargos are a great choice for anyone looking for a pair that can hold up to a honest day’s work.

The kind of sunglasses that are so good, they’re more likely to be stolen than to get lost.

Goldtoe doesn’t just make some of the best casual crew socks around, they also do some great office-appropriate dress socks to match your suit.

Ciudad? More like, okay we see you daddy!

What better way to canonball into summer than with a pair of classic navy swim trunks?

Layer this bad boy over a crisp white ribbed tank, toss on a pair of breezy baggy shorts and some loafers and you’ve just stepped into your hottest self.

If Tony Soprano invested in a grip of these, he wouldn’t have sweated the details as much.

The original luxury sneaker, Tretorn’s preppy classic tennis sneaker is still as fresh and clean today as it was when it first hit the clay in the 1967.

Kick your cardio into high gear and lace up these pavement-pounding trainers.

Add a bit of funk to your mixtape.

An all-time great of the hiking world, these Merrell Moabs are built to handle more than you have the stomach for.

Merrell’s Hydro Mocs are a cheat code for those who wanna go shoeless. They’re breathable, lightweight, and at over 30% off, a bonafide steal.

You won’t find the Samba OGs on sale during Prime Day, but the Classics, with their extended tongue, are the next best thing.

Boat shoes are undeniably one of the most controversial trends of the summer. Why not spark some conversation?

Wonderfully weird and freaky cool, Keen’s hiking-enabled webbed slides offer tons of support, traction, and style on and off the trails.

The cool crunchy sandals you’ve seen on your avid hiking friends and in extremely stylish Japanese fashion circles.

Go ahead and get your grandpa swag on. These huarache-style sandals are one of our favorite footwear trends right now and they’re best served with billowy pants and a flowy linen shirt.

Our favorite pair of summer-friendly, vacation-prone huaraches are on sale for 20% off, so you can put those extra bucks toward a couple of tropical cocktails.

Crocs are cool now. Thanks to Prime Day, they’re also ridiculously cheap.

There’s beauty in simplicity and this no-frills resin watch from Timex is the dictionary definition of simple.

Well, this is one surefire way to make you look and feel 10x more handsome.

Fancy cigars, sips of rare whiskey, and leather-bound books are all par for the course for the distinguished gentleman. A really expensive watch? Not necessarily.

With this slick ticker on your wrist, the only thing you’ll have to pilot are some first-class fits.

A mid-century minimalist’s dream, Skagen’s grey’d out timepiece is a blast from the past that’s also the perfect wrist accessory for right now.

There might only be room for 20 drivers in Formula 1, but your dream of snagging a watch just as sexy as an F1 car can come true.

Orient’s watches have always looked (and acted) way more expensive than they actually are. We present you exhibit A.

Finally, a watch that looks like it’s a transformer whenever you’re not checking the time.

Rugged nylon strap, handsome French vanilla watch face, and clean lines throughout. Now that’s one hell of a way to spend your time on the weekend.

Solar-powered watch? That’s a modern-day sundial complete with bluetooth connectivity, radio-controlled time adjustment, 200-meter water resistance, and much more.

We like to think of these Calvin Klein boxer briefs as the Levi’s 501 of underwear. They’re classic, they look great on just about everyone, and they are a menswear necessity.

Is it really a surprise to anyone that the brand that makes one of our all-time favorite pairs of underwear also makes a great undershirt?

Caught up in the crew vs. ankle socks debate? Don’t be. The answer will forever and always be crew socks.

Mamma mia! The weather is blistering and the only way to deal with it is to fight fire with fire and wear an incredibly hot tank.

$12 shorts that look better than most $80 pairs.

Ladies and gentleman, fasten your seatbelts, we are preparing for take off.

Behold, a belt that has it all: woven leather, silver-toned hardware, a western flair, and a damned good price tag to boot.

Bellroy’s line of everyday carry goods are some of the most well-designed pieces out there. Case in point, this impossibly thin leather wallet that’s sleek and minimally designed, but boasts some impressive carrying capacity.

The future is bright (a.k.a, the forecast is sunny), so you’ll need some shades to keep you in line

Whether you’ve got travel plans or not, this water-resistant tote can take on any scenario from commuting to the office to absconding to Oslo.

Go ahead, cosplay as Shohei Ohtani.

Listen, we know there are handfuls of dudes who can’t stop wearing beanies, no matter the season. So, here ya go.

Cash ain’t going away, so while your fancy digital wallet and tap-to-pay cards are enjoying their time in the sun, having some IRL money is still worth it. For that, get yourself a wallet that can handle all forms of currency in a handsome form factor.