Prime Day Is the Perfect Time Re-Up on Men’s Fashion Essentials – Shop Calvin Klein, Levi’s, Timex

Amazon prime day fashion deals
Courtesy of Amazon

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That’s right. It’s almost over. Today, July 13, marks the last day of Prime Day 2022. That said, there are only a few hours left to get in on some epic deals this summer.

We’ve rounded up some of the best Prime Day fashion deals for 2022. In this post, we’ll share the latest Prime Day deals on menswear, footwear and accessories. Keep checking back, because in addition to the early deals listed below, we’ll be regularly updating this post as new Prime Day deals on apparel go live.

This comes in addition to our huge guide to the best Amazon Prime Day deals, which you’ll also want to keep a close eye on as the big day draws near.

If you’re not already an Amazon Prime member, you’re going to want to sign up ASAP so you can take full advantage of the best Prime Day deals. With the membership, you’ll immediately gain access to all the benefits that Prime Day has to offer.

Amazon Prime 30-Day Free Trial!

You may not think of Amazon as your go-to fashion outlet, and we know that SPY readers do a lot of their online clothes shopping either directly on a brand’s website or from fashion retailers like Nordstrom and Mr Porter. However, Amazon is beefing up its selection of clothing and accessories from big brands like Levi’s, Calvin Klein, Tommy Hilfiger and more. To lure in shoppers, the company has some pretty stellar fashion deals going on now for both men and women ahead of Prime Day. If a birthday or big event is coming up, Prime Day deals will give you a leg up in the gift department. We’ve gathered some of our favorite fashion deals below from brands you should watch throughout the sales event.

You can view all the Prime Day menswear clothing sales happening right now on Amazon. To help you save time, we’ve put together the best of the best deals on men’s clothing, shoes and accessories that you can scoop up right now.


Prime Day 2022 Deal: SAXX Underwear

Recently, we rated SAXX Underwear the world’s best underwear after tested hundreds of different pairs. These are seriously the most comfortable boxer briefs anybody can own, hands down. The only issue? They’re normally pricy. Lucky for you, you can snag two pairs of SAXX’s most comfortable underwear for 30% off right now. Get in on this deal now while you still can!

SAXX Underwear Courtesy of Amazon


Prime Day 2022 Deal: Levi’s Men’s Jeans

Levi’s denim is still some of the best in the biz, and a bunch of their top styles are majorly discounted for Prime Day. We’ve picked out one of our favorite pairs that are available at majorly reduced prices, but you should check out their entire brand page on Amazon throughout the sales events to see what they have to offer.

Levi's Men's 511 Slim Fit Jeans Courtesy of Amazon

Shop Levi's Prime Day Deals


Prime Day 2022 Deal: Crocs

You simply can’t knock savings on Crocs. The world’s favorite little shoe that could is currently on our radar as one of the best fashion deals going on for Prime Day. And we’re talking multiple styles, too. Not only is the Classic Clog on sale, but the Crocs’ fur-lined options, flip fops and even kids’ Crocs. There’s never been a better time to pick up a new style.

Crocs Classic Clogs Courtesy of Amazon


Prime Day 2022 Deal: Hanes Essentials

Hanes essentials are currently on sale just before Prime Day at up to 44% off. Here’s the deal, though: Hanes products are already affordable. Now, they’re even more. That said, you’re practically getting these Hanes products for free. This is one you’re not going to want to miss out on.

Hanes Ultimate Ultimate Tagless Slim Fit Crew Undershirt

Hanes Ultimate Men's Ultimate Tagless Slim Fit Crew Undershirt Courtesy of Amazon


Hanes Men’s X-temp Cushioned No Show Socks

Hanes Men's X-temp Cushioned No Show Socks Courtesy of Amazon


Amazon Prime Day 2022 Deal: Champion Gear

Champion is another brand to look out for ahead of Prime Day as they’ve got stylish streetwear that’s typically discounted heavily during the sales event. Over the past few months, we’ve seen many of these items get high deductions so we’re expecting to see prices drop even lower during this annual savings event. Check out a few of our favorite pieces from Champion below.

Champion Backpack

champion backpack, best Amazon prime day fashion deals Courtesy of Amazon


Champion White Logo T-Shirts


Champion Dad Hat

champion logo hat Courtesy of Amazon


Champion Men’s Lightweight Jersey Joggers

champion jersey joggers Courtesy of Champion


Champion Powerblend Fleece Sweatshirts

champion fleece sweatshirts Courtesy of Amazon


Prime Day 2022 Deal: KEEN Sandals

Ready for a hike? Ditch the hiking boots next time around with a pair of close-toed sandals. With immense traction and total protection, KEEN makes a stellar close-toed sandal perfect for taking on the trails. Because, yes, sandals are great for hiking in when you have the right pair.

KEEN Men's Newport H2 Closed Toe Water Summer Sandals Courtesy of Amazon


Prime Day 2022 Deal: Apple Watch Series 7

Apple Watches are considered fashion, right? Right. The Apple Watch Series 7 is currently on sale for a whopping 28% off, which is a $120 markdown in total. This most recent Apple Watch release is the best we’ve seen so far with out-of-this-world health innovations, a customizable design, immense durability and, of course, an ever-so-sleek look.

Apple Watch Series 7 Courtesy of Amazon


Prime Day 2022 Deal: Nautica Men’s Apparel

It’s summer, and it’s the perfect time to rock some sporty, sophisticated apparel from menswear brand Nautica. They make stylish polos, shorts and other casual men’s clothes that look perfect next to a boat or by the sea. This classic polo is just an example of what we expect to see from this year’s event but we’re predicting that they’ll offer other big discounts on their stylish button-ups, pants, pullovers and even pajamas.

nautica men's polo shirt, best Amazon prime day deals Courtesy of Amazon


Prime Day 2022 Deal: Tommy Hilfiger

Right now, you can also save huge on must-haves from Tommy Hilfiger. These preppy items have summer written all over them. From backpacks to hats to shirts and more, you can pick up tons of Tommy styles on Amazon right now with some serious price drops.

Tommy Hilfiger Men's Backpack Courtesy of Amazon


Prime Day 2022 Deal: Fruit of the Loom

Fruit of the Loom is essential when it comes to men’s underwear. There’s no way you haven’t worn something from Fruit of the Loom in the past, whether it be their affordable undershirts or classic tagless boxer shorts, so we’re sure this is a sense of comfort you’re already familiar with. Right now, you can snag Fruit of the Loom products at 30% off right now, including these tagless boxer briefs below. Time to replenish!

Fruit of the Loom Tag-Free Boxer Shorts Courtesy of Amazon


Prime Day 2022 Deal: Vineyard Vines

Vineyard Vines lovers, we know you’re out there. This prep-boy-loved brand is currently having a sale for Amazon Prime Day that has prices dropping down on shirts by as much as 20%. This is pretty serious for the brand, considering the majority of their clothing is quite pricy for what it is in our opinion. Early Christmas gifts, anyone?

Vineyard Vines Long-Sleeve Vintage Whale Pocket Tee

Vineyard Vines Mens Long-Sleeve Vintage Whale Pocket Tee Courtesy of Amazon


Vineyard Vines Classic Whale Logo Baseball Hat

Vineyard Vines Classic Whale Logo Baseball Hat Courtesy of Amazon


Prime Day 2022 Deal:  Bates Tactical Boots

Bates tactical boots are comfortable and durable for the outdoors. These boots have a grippy, slip-resistant rubber outsole as well as a performance leather upper. They have a YKK side zipper for easy on/off and the shaft measures to your ankle from the arch.

Bates tactical boots, best Amazon Prime Day fashion deals Courtesy of Amazon


Prime Day 2022 Deal: Dockers

Dockers Slim Fit Lux Cotton Stretch Pants

In the need of some new clothing for the office? Then Prime Day is the time to help you save up to 65% on Dockers. From long-sleeve button-downs to khaki pants, Dockers has everything you need to keep a cool, calm and collected look in the office this season.

Dockers Men's Slim Fit Signature Khaki Lux Cotton Stretch Pants Courtesy of Amazon


Dockers Long Sleeve Flex Shirt

Dockers Men's Long Sleeve Signature Comfort Flex Shirt Courtesy of Amazon


Prime Day 2022 Deal: Dickies Socks

We love Dickies, but sadly, not everything from the brand is on sale during Prime Day. But, the majority of their socks are. If you’re in need of some rough and tough socks that can handle just about anything, get yourself a few pairs below.

Dickies Men's Heavyweight Cushion Compression Work Crew Socks Courtesy of Amazon


Prime Day 2022 Deal: Marmot

Although jacket season is far, far away, there’s never been a better time to save on Marmot outdoor gear than right now. This winter jacket is everything you need for cold weather in the coming seasons and right now, you can save $100 on it.

Marmot Men's Guides Down Winter Jacket Courtesy of Amazon


Prime Day 2022 Deal: Under Armour Gear

Under Armour, the fitness gear giant, will likely be offering savings on their signature sweatshirts, shirts, shorts, compression leggings, gym bags and more for Prime Day. This brand knows its stuff when it comes to high-performance gear that’ll keep up with you and your hustle, and now you can get pieces for you and the whole family through a great deal.

under armour tech shirt, best Amazon prime day fashion deals Courtesy of Amazon


Prime Day 2022 Deal: Fossil Watches & Accessories 

Watch deals are pretty much always cycling in and out on Amazon, and Prime Day always spurs an onslaught of them in the men’s style space. If you need a great birthday gift for your boyfriend or a gift for dad for a belated Father’s Day, Fossil watches are a great option.

fossil stainless steel watch, Amazon prime day deals Courtesy of Amazon


Fossil Men’s Leather Bifold Wallet

Fossil is a great brand for men’s accessories, and one of their most popular wallets on Amazon is on sale for Prime Day. It’s made of 100% cowhide leather and has a slim design that perfectly fits in your back pocket. It’s got plenty of compartments for cash and cards, an ID window and comes in five different colors.

fossil wallet, Amazon prime day fashion deals Courtesy of Amazon


Prime Day 2022 Deal: JanSport

JanSport has been around since we were all in elementary school. There’s honestly a serious possibility JanSport draped over your back on your first day of kindergarten. Do it all over again with an Amazon Prime Day deal on JanSport bags that’s pushing prices well below their typical asking.

JanSport SuperBreak One Backpack Courtesy of Amazon


Prime Day 2022 Deal: Lacoste

One of America’s favorite preppy brands is also having a sale during Amazon Prime Day. Save big on Lacoste now. You know, the brand that uses a little alligator as their on-shirt mascot. This short-sleeve button-down is one of our personal favorites that you can pick up for 45% off right now.

Lacoste Short-Sleeve Oxford Shirt Courtesy of Amazon


Prime Day 2022 Deal: Columbia

Hiking boots? Check. Fleece pullovers? Check. Tees? Checkity, check, check. This year for Prime Day, everyone’s favorite outdoor clothing brand is giving us deals on deals on deals. Pick up wild savings from Columbia below.

Columbia Men’s Newton Ridge Plus II Suede Waterproof Boot

Columbia Men's Newton Ridge Plus II Suede Waterproof Boot Courtesy of Amazon


Columbia Men’s Steens Mountain 2.0 Full Zip Fleece Jacket

Columbia Men's Steens Mountain 2.0 Full Zip Fleece Jacket Courtesy of Amazon


Prime Day 2022 Deal: Calvin Klein Underwear for Men & Women

Because everything ’90s is new again. Both men and women are rocking the designer’s signature underwear, which you’ll be able to snag at a discount for Prime Day 2022. While new underwear isn’t quite as exciting as a new 65-inch TV, you should take advantage of this deal and stock up.

top prime day deals Courtesy of Amazon


Prime Day 2022 Deal: Samsonite Tectonic Lifestyle Sweetwater Business Backpack

We’re back to commuting to work, and if there was a time to upgrade your backpack, Amazon Day Prime Day is a no-brainer. Samsonite’s backpack can fit up a 17-inch laptop and keep it safely cushioned in its own pocket. It has a USB port for charging anything and it’s constructed so that you can compress any of the multiple interior folders when not in use.

samsonite techonic back backpack Courtesy of Amazon


Prime Day 2022 Deal: Timex Watches

There are watches and then there are Timex watches. They have a reputation for timepieces that can survive almost everything, still work and still look good. Toying with the idea of a casual watch? Go ahead and use the excuse of the Amazon Prime Day sale to buy the rugged-looking Timex Expedition Acadia watch. It has a 39 mm case, a light-up watch dial and luminous hands.

Timex expedition acadia mens watch Courtesy of Amazon


Timex Weekender 38mm Watch

top prime day deals of 2020 - timex watches Courtesy of Amazon


Prime Day 2022 Deal: Sperry STRIPER II CVO Core Sneaker

Right now, you can save 20% on the Sperry STRIPER II CVO Core Sneaker. But, that’s not the only savings you should anticipate with this one. Before you click “Add to Cart”, make sure you check off the little box in the description that allows buyers to save an additional $11.24, bringing the price all the way down to just $36.72

Sperry STRIPER II CVO Core Sneaker Courtesy of Amazon


Prime Day 2022 Deal: Gildan

We love Gildan for the sheer fact that it’s beyond cheap. Like, the cheapest underwear you can purchase on the whole planet kind of cheap. Now, to make things even more affordable, Gildan is on sale even further for Prime Day. Pick up some undies, tees and more.

Gildan Men’s Heavy Cotton T-Shirt 10-Pack

Gildan Men's Heavy Cotton T-Shirt Courtesy of Amazon


Gildan Men’s Cotton Stretch Boxer Briefs 4-Pack

Gildan Men's Cotton Stretch Boxer Briefs 4-Pack Courtesy of Amazon


Prime Day 2022 Deal: Wrangler Jeans

Wrangler is a jean brand that’s right up there with Levi’s. Right now, you can get a number of Wrangler jeans on sale that are sure to last you many years to come. They’re durable, reliable and comfortable day in and day out, so you aren’t going to want to miss out on these deals while they’re going on.

Wrangler Men's Retro Relaxed Fit Boot Cut Jean Courtesy of Amazon


Prime Day 2022 Deal: MeetSun Unisex Polarized Sunglasses

While there is a range of sunglasses doing the early Prime Day Sale right now, there are two brands that we wanted to highlight. We’ve written about Meet Sun before. With over 5,000 positive reviews, these inexpensive unisex sunglasses are on everyone’s must-have list.

Meet Sun Unisex Polarized Sunglasses Courtesy of Amazon


Prime Day 2022 Deal: adidas Men’s Gear

Adidas is another activewear giant that combines performance gear with streetwear style. Whether it’s footwear, clothing, accessories or gear, they consistently create items that combine cutting-edge technology with style. Many of their outerwear items and gym bags will be on sale for Prime Day, including this warm-up sweatshirt.

adidas warm-up sweatshirt, best Amazon prime day deals Courtesy of Amazon


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