20 Best Amazon Prime Day 2021 Men’s Fashion Deals

You may have already noticed (if you haven’t already started shopping), but Amazon Prime Day is happening right now. The massive retailer’s epic two-day shopping event, which lands on June 21 and June 22 this year, is one of the best times of year to stock up on, well, everything. And yes, that includes new pieces for your closet.

If you aren’t already familiar with Amazon Prime Day, it’s time to get acquainted. The annual sale, which was initially created to compete with other shopping holidays (you know the ones), allows Prime members to get in on jaw-dropping price cuts across all its categories. So whether you’re looking for new gadgets to make your home a smart home or need some everyday household supplies, this sale will have you covered.

You may have already scoped out the Prime Day deals for tech brands like Apple or picked out the fitness gear worth adding to your cart, but if you’re looking to round out your cart with some new threads, there are tons of men’s fashion pieces practically waiting for a spot in your closet (like markdowns on sneakers, bathing suits, and so much more). From everyday basics like T-shirts and shoes to summer essentials and wearable tech, Amazon has it all (seriously.). Check out our favorite Amazon Prime Day 2021 fashion deals to shop now before they sell out.

Nike Men’s Air Zoom Pegasus Sneakers


$112.35 (7% OFF)

Let’s be real: A classic pair of Nike running sneakers will never do you wrong. And if you need of a fresh pair of kicks for the summer, these are it.

Apple Watch Series 6 (GPS, 44mm)



$349.00 (19% off)

If there’s one brand to keep an eye on this Prime Day, it’s Apple. We love this Apple Watch Series 6, which is currently on sale at Amazon for $70 off.

Lacoste Color Block Elastic Waist Swim Trunks



Looking for your next pair of swim trunks on Amazon? These are sure to make a cool style statement this summer.

Levi’s Men’s 501 Original Fit Jeans



Good denim is never a bad idea—especially when it’s a classic style like Levi’s 501s. Grab them now while they’re on sale.

Calvin Klein Men’s Cotton Stretch Multipack Low Rise Trunks

Now’s the time to stock up on everyday basics like quality boxer briefs. We, like tons of other men out there, are partial to these from Calvin Klein.

Under Armour Raid 10-inch Workout Gym Shorts

Outfit your gym bag with a pair of tried-and-true gym shorts. Whether you’re lifting or shooting hoops, these are sure to let you move freely with every move.

Garmin Venu GPS Smartwatch



$219.99 (37% off)

In case you want a smartwatch that’ll go the distance with your workouts? Garmin’s Venu watch will track your energy levels, respiration, stress, sleep, and more. Plus, it’ll connect with your Spotify or Amazon music so you can download songs and podcasts for your fitness routines.

Adidas Men’s Ultraboost 21 Running Shoes



$133.42 (26% off)

Between the cushioned sole and the lightweight feel, your runs are sure to feel like a breeze in Adidas’ Ultraboost 21 sneakers. And for a sustainable fun fact, the comfortable knit upper is made with recycled polyester.

Calvin Klein Men’s Cotton Classics Slim Fit Crew Neck T-Shirt (3-Pack)

Another classic Calvin Klein staple? T-shirts. Be sure to stock up for the year and grab them by the pack this Amazon Prime Day.

Dockers Men’s Straight Fit Supreme Flex Ultimate Short


$21.99 (27% OFF)

Without a doubt, this summer’s going to be a hot one. Keep yourself cool with these classic khaki shorts.

New Balance Men’s 520 V7 Running Shoe


$39.99 (38% OFF)

Sometimes, you just want to sport a pair of comfortable shoes all day, every day. When that’s the case, opt for this stylish and athletic pair. Style them with everything from joggers to jeans. 

Puma Men’s Essentials Fleece Pants

In our humble opinion, one can never have too many pairs of sweats. Throw them on when you’re heading to and from the gym, or just when you want something cozy to wear while you lounge around the house instead of pajamas.

Tommy Hilfiger Men’s Regular Short Sleeve Polo Shirt


$29.99 (39% OFF)

Brighten up your wardrobe with this melon-hued polo, which is perfect for Saturday brunch with the family. Dress it up or down—there’s no going wrong here.

Adidas Unisex Adilette Comfort Slide Sandal


$24.47 (30% OFF)

Nothing says summer like a pair of sandals. And if you’re planning on heading to the pool or beach this season (or you just want easy slides to slip into at a moment’s notice), these are the ones for you. 

Adidas Men’s Athletic Cushioned No Show Socks (6-Pair)

You don’t need a reason to buy new packs of athletic socks. But if we’re honest, getting them on sale is a pretty good one.

Fossil Men’s FB-01 Quartz Stainless Three-Hand Watch

In a world where smartwatches are the new norm, a classic (and cheap) watch for more formal occasions is the perfect addition to your wardrobe. And you’ll never get tired of a stainless steel style like this one.

Under Armour Men’s Tech 2.0 1/2 Zip-Up T-Shirt


$28 (30% OFF)

Even when it’s summer, there will be a time when you need an added layering piece. In which case, reach for this.

Ray-Ban Men’s RB3593 Metal Square Sunglasses



$161.00 (18% off)

Prime Day is the perfect time to grab a new pair of sunglasses, like this classic metal frame pair from Ray-Ban. They’re the perfect style to rotate in and out with your favorite aviators.

Saucony Men’s Ride 13

Sometimes, you need a pair of sneakers that can handle some higher impact. These Saucony options are it. Complete with PWRRUN cushioning and a flexible outsole, they’re perfect for nearly any type of terrain.

Perry Ellis Portfolio Men’s Soft Touch Reversible Belt

Belts are one of those things that may not make it high on your list of clothing priorities. But once you add a new one to the mix, you’ll wonder where it was all along. And this one is reversible, making it a staple more even more outfits.

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Melinda Krah

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