The Best Amazon Prime Day Menswear Deals to Shop Now

  • <p>This just in: <a href="https://press.aboutamazon.com/news-releases/news-release-details/save-date-july-12-13-prime-day-returns-offering-amazons-lowest-0?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Amazon Prime Day" class="link ">Amazon Prime Day</a>, the site's biggest sale of the year, is coming up on July 12 and July 13. For two days only, the site will be slashing prices on quite literally anything you could possibly need. Already, we are seeing tons of <a href="https://www.esquire.com/lifestyle/a40177966/best-amazon-prime-day-deals-sales-2022/" rel="nofollow noopener" target="_blank" data-ylk="slk:early prime day deals" class="link ">early prime day deals</a> on <a href="https://www.esquire.com/lifestyle/g40298018/best-amazon-prime-day-home-deals-2022/" rel="nofollow noopener" target="_blank" data-ylk="slk:home products" class="link ">home products</a>, <a href="https://www.esquire.com/lifestyle/g40206303/best-amazon-prime-day-tech-deals-2022/" rel="nofollow noopener" target="_blank" data-ylk="slk:tech and electronics" class="link ">tech and electronics</a> (especially <a href="https://www.esquire.com/lifestyle/a40180119/amazon-prime-day-apple-deals-2022/" rel="nofollow noopener" target="_blank" data-ylk="slk:Apple products" class="link ">Apple products</a>), <a href="https://www.esquire.com/lifestyle/health/g40290417/amazon-prime-day-fitness-deals-2022/" rel="nofollow noopener" target="_blank" data-ylk="slk:fitness gear" class="link ">fitness gear</a>, and <a href="https://www.esquire.com/entertainment/books/g40290403/best-amazon-prime-day-book-deals-2022/" rel="nofollow noopener" target="_blank" data-ylk="slk:books" class="link ">books</a>. Like we said—anything you could possibly need. And of course, you can add menswear to that list. </p><p>The early Prime Day men's clothing deals this year are already some of the best we've ever seen during Amazon Prime Day. There are massive discounts north of 50 percent off on out-of-season cold weather staples like <a href="https://www.amazon.com/dp/B07P5RVG48?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:hoodies" class="link ">hoodies</a>, jackets, and <a href="https://www.amazon.com/dp/B07Q6HH9XW?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:coats" class="link ">coats</a>. For one, this <a href="https://www.amazon.com/dp/B0864TYS29?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:heavyweight hooded puffer" class="link ">heavyweight hooded puffer</a> from Amazon's reliable Essentials line is a preposterously inexpensive $18 right now (this is the part where you look out for your future self and order one before it inevitably sells out). On the flip side of the spectrum, and somewhat more surprisingly, there are just as many impressive savings on summer basics like <a href="https://www.amazon.com/dp/B099BM6R74?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:polo shirts" class="link ">polo shirts</a> and <a href="https://www.amazon.com/dp/B09FK31P6B?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:swimwear" class="link ">swimwear</a>. We even dug up some deals on <a href="https://www.amazon.com/dp/B085H298L9?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:linen" class="link ">linen</a> and <a href="https://www.amazon.com/dp/B085G3MJJ8?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:seersucker" class="link ">seersucker</a>, the holy grail heatproof fabrics your wardrobe is missing just in time for summer.</p><p class="body-tip"><a class="link " href="https://www.amazon.com/primeday?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop All Early Prime Day Deals">Shop All Early Prime Day Deals</a></p><p>Ahead, we round up our favorite Prime Day menswear deals of 2022 (so far!). And below, we answer some of our readers most frequently asked questions about Amazon Prime Day, including all the logistical details, how to get an Amazon Prime membership in time for Prime Day, and the best Prime Day deals of 2022 we've found so far. </p>
    1/27

    The Best Amazon Prime Day Menswear Deals to Shop Now

    This just in: Amazon Prime Day, the site's biggest sale of the year, is coming up on July 12 and July 13. For two days only, the site will be slashing prices on quite literally anything you could possibly need. Already, we are seeing tons of early prime day deals on home products, tech and electronics (especially Apple products), fitness gear, and books. Like we said—anything you could possibly need. And of course, you can add menswear to that list.

    The early Prime Day men's clothing deals this year are already some of the best we've ever seen during Amazon Prime Day. There are massive discounts north of 50 percent off on out-of-season cold weather staples like hoodies, jackets, and coats. For one, this heavyweight hooded puffer from Amazon's reliable Essentials line is a preposterously inexpensive $18 right now (this is the part where you look out for your future self and order one before it inevitably sells out). On the flip side of the spectrum, and somewhat more surprisingly, there are just as many impressive savings on summer basics like polo shirts and swimwear. We even dug up some deals on linen and seersucker, the holy grail heatproof fabrics your wardrobe is missing just in time for summer.

    Shop All Early Prime Day Deals

    Ahead, we round up our favorite Prime Day menswear deals of 2022 (so far!). And below, we answer some of our readers most frequently asked questions about Amazon Prime Day, including all the logistical details, how to get an Amazon Prime membership in time for Prime Day, and the best Prime Day deals of 2022 we've found so far.

    Courtesy
  • <p><strong>Lands' End</strong></p><p>amazon.com</p><p><strong>$39.33</strong></p><p><a href="https://www.amazon.com/dp/B085G3MJJ8?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>There's nothing more summery than a seersucker shirt. </p>
    2/27

    Seersucker Short Sleeve Shirt

    Lands' End

    amazon.com

    $39.33

    Shop Now

    There's nothing more summery than a seersucker shirt.

    amazon.com
  • <p><strong>Lacoste</strong></p><p>amazon.com</p><p><strong>$57.99</strong></p><p><a href="https://www.amazon.com/dp/B099BM6R74?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Lacoste's piqué cotton polos are some of our all-time favorites. Might we recommend one in every color?</p>
    3/27

    Classic Short Sleeve Piqué Polo Shirt

    Lacoste

    amazon.com

    $57.99

    Shop Now

    Lacoste's piqué cotton polos are some of our all-time favorites. Might we recommend one in every color?

    amazon.com
  • <p><strong>Star Wars</strong></p><p>amazon.com</p><p><strong>$14.69</strong></p><p><a href="https://www.amazon.com/dp/B083SRWR1L?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>We love a good graphic tee as much as the next guy.</p>
    4/27

    Mandalorian T-Shirt

    Star Wars

    amazon.com

    $14.69

    Shop Now

    We love a good graphic tee as much as the next guy.

    amazon.com
  • <p><strong>Amazon Essentials</strong></p><p>amazon.com</p><p><strong>$9.41</strong></p><p><a href="https://www.amazon.com/dp/B07P5RVG48?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>If you see anything from the Amazon Essentials collection with sherpa, go ahead and add to cart. The line's sherpa blend is super soft—it feels just as cozy as brands triple the price.</p>
    5/27

    Sherpa-Lined Pullover Hoodie

    Amazon Essentials

    amazon.com

    $9.41

    Shop Now

    If you see anything from the Amazon Essentials collection with sherpa, go ahead and add to cart. The line's sherpa blend is super soft—it feels just as cozy as brands triple the price.

    amazon.com
  • <p><strong>AG Adriano Goldschmied</strong></p><p>amazon.com</p><p><strong>$116.30</strong></p><p><a href="https://www.amazon.com/dp/B08CBQRF3Z?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Shacket, overshirt, work shirt—whatever you want to call it, it's a wardrobe essential. </p>
    6/27

    Benning Sleeve Patch Shirt

    AG Adriano Goldschmied

    amazon.com

    $116.30

    Shop Now

    Shacket, overshirt, work shirt—whatever you want to call it, it's a wardrobe essential.

    amazon.com
  • <p><strong>Adidas</strong></p><p>amazon.com</p><p><strong>$45.00</strong></p><p><a href="https://www.amazon.com/dp/B08M6H991R?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>So much Adidas training gear is on sale for Prime Day. Don't stop here; get the <a href="https://www.amazon.com/adidas-Standard-Sereno-Black-Medium/dp/B08MKYV5YB?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:matching pants" class="link ">matching pants</a> for a full tracksuit. </p>
    7/27

    AEROREADY 3-Stripes Slim Quarter-Zip Training Top

    Adidas

    amazon.com

    $45.00

    Shop Now

    So much Adidas training gear is on sale for Prime Day. Don't stop here; get the matching pants for a full tracksuit.

    amazon.com
  • <p><strong>Cubavera</strong></p><p>amazon.com</p><p><strong>$161.99</strong></p><p><a href="https://www.amazon.com/dp/B085H298L9?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Goodbye, sweaty formalwear. Hello, easy, breezy linen. </p>
    8/27

    Delave Linen Sport Coat

    Cubavera

    amazon.com

    $161.99

    Shop Now

    Goodbye, sweaty formalwear. Hello, easy, breezy linen.

    amazon.com
  • <p><strong>Peter Dundas</strong></p><p>amazon.com</p><p><strong>$550.00</strong></p><p><a href="https://www.amazon.com/dp/B09BW2JK6B?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>If you want to make a statement, this silk shirt with cutouts from Peter Dundas should do the trick.</p>
    9/27

    Deuce Shirt

    Peter Dundas

    amazon.com

    $550.00

    Shop Now

    If you want to make a statement, this silk shirt with cutouts from Peter Dundas should do the trick.

    amazon.com
  • <p><strong>AG Adriano Goldschmied</strong></p><p>amazon.com</p><p><strong>$79.21</strong></p><p><a href="https://www.amazon.com/dp/B072F8RR5N?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Introducing the best black jeans money can buy. </p>
    10/27

    Stockton Jean in Deep Pitch

    AG Adriano Goldschmied

    amazon.com

    $79.21

    Shop Now

    Introducing the best black jeans money can buy.

    amazon.com
  • <p><strong>Nautica</strong></p><p>amazon.com</p><p><strong>$41.70</strong></p><p><a href="https://www.amazon.com/dp/B08MN8135X?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Linen pants give you permission to go out wearing (basically) pajamas, and look darn good while you're at it. </p>
    11/27

    Drawstring Linen Pant

    Nautica

    amazon.com

    $41.70

    Shop Now

    Linen pants give you permission to go out wearing (basically) pajamas, and look darn good while you're at it.

    amazon.com
  • <p><strong>Levi's</strong></p><p>amazon.com</p><p><strong>$46.01</strong></p><p><a href="https://www.amazon.com/dp/B00C7WB738?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Word to the wise: never pass up a Levi's sale. </p>
    12/27

    511 Slim-Fit Jean

    Levi's

    amazon.com

    $46.01

    Shop Now

    Word to the wise: never pass up a Levi's sale.

    amazon.com
  • <p><strong>Goodthreads</strong></p><p>amazon.com</p><p><strong>$29.67</strong></p><p><a href="https://www.amazon.com/dp/B07FMQPL1Y?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>These performance chinos are like your favorite flat front chinos and dress pants and joggers all in one. Easy to dress up or down, they're sure to be on heavy rotation.</p>
    13/27

    Straight-Fit Stretch Performance Chino

    Goodthreads

    amazon.com

    $29.67

    Shop Now

    These performance chinos are like your favorite flat front chinos and dress pants and joggers all in one. Easy to dress up or down, they're sure to be on heavy rotation.

    amazon.com
  • <p><strong>Amazon Essentials</strong></p><p>amazon.com</p><p><strong>$12.34</strong></p><p><a href="https://www.amazon.com/dp/B09FK31P6B?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>A new pair of quick-dry, UPF 50 board shorts for $12? You'd be crazy to pass this one up. </p>
    14/27

    Board Shorts

    Amazon Essentials

    amazon.com

    $12.34

    Shop Now

    A new pair of quick-dry, UPF 50 board shorts for $12? You'd be crazy to pass this one up.

    amazon.com
  • <p><strong>Under Armour</strong></p><p>amazon.com</p><p><strong>$47.53</strong></p><p><a href="https://www.amazon.com/dp/B089HB66B4?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Sky's out, thighs out.</p>
    15/27

    Launch Stretch Woven 5'' Running Shorts

    Under Armour

    amazon.com

    $47.53

    Shop Now

    Sky's out, thighs out.

    amazon.com
  • <p><strong>Amazon Essentials</strong></p><p>amazon.com</p><p><strong>$17.05</strong></p><p><a href="https://www.amazon.com/dp/B07PY4VY6R?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Where else can you find a quality puffer for less than $20? That's the magic of Prime Day.</p>
    16/27

    Heavyweight Hooded Puffer Coat

    Amazon Essentials

    amazon.com

    $17.05

    Shop Now

    Where else can you find a quality puffer for less than $20? That's the magic of Prime Day.

    amazon.com
  • <p><strong>Amazon Essentials</strong></p><p>amazon.com</p><p><strong>$30.15</strong></p><p><a href="https://www.amazon.com/dp/B07Q6HH9XW?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Same goes for this double-breasted wool number at a cool $30.</p>
    17/27

    Double-Breasted Wool Blend Peacoat

    Amazon Essentials

    amazon.com

    $30.15

    Shop Now

    Same goes for this double-breasted wool number at a cool $30.

    amazon.com
  • <p><strong>Oakley</strong></p><p>amazon.com</p><p><strong>$71.94</strong></p><p><a href="https://www.amazon.com/dp/B0971GS8WG?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Fit for the slopes or just a chilly day, this electric blue Oakley puffer delivers '90s style with updated tech.</p>
    18/27

    Meridian Insulated Vest

    Oakley

    amazon.com

    $71.94

    Shop Now

    Fit for the slopes or just a chilly day, this electric blue Oakley puffer delivers '90s style with updated tech.

    amazon.com
  • <p><strong>Adidas Originals</strong></p><p>amazon.com</p><p><strong>$49.70</strong></p><p><a href="https://www.amazon.com/dp/B08THFNTGS?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Tired: Stan Smith sneakers. Wired: Velcro Stan Smith sneakers.</p>
    19/27

    Stan Smith Sneakers

    Adidas Originals

    amazon.com

    $49.70

    Shop Now

    Tired: Stan Smith sneakers. Wired: Velcro Stan Smith sneakers.

    amazon.com
  • <p><strong>Columbia</strong></p><p>amazon.com</p><p><strong>$66.79</strong></p><p><a href="https://www.amazon.com/dp/B00KWK7WFE?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>These hiking boots are marked way down just in time for hitting the trails this summer.</p>
    20/27

    Newton Ridge Plus II Waterproof Hiking Boots

    Columbia

    amazon.com

    $66.79

    Shop Now

    These hiking boots are marked way down just in time for hitting the trails this summer.

    amazon.com
  • <p><strong>Allen Edmonds</strong></p><p>amazon.com</p><p><strong>$246.31</strong></p><p><a href="https://www.amazon.com/dp/B07RZWYJ26?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>The penny loafer is an essential—and the perfect finish to any dressy(ish) summer outfit. </p>
    21/27

    Randolph Penny Loafer

    Allen Edmonds

    amazon.com

    $246.31

    Shop Now

    The penny loafer is an essential—and the perfect finish to any dressy(ish) summer outfit.

    amazon.com
  • <p><strong>Crocs</strong></p><p>amazon.com</p><p><strong>$32.31</strong></p><p><a href="https://www.amazon.com/dp/B0014C5TOK?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Big news, Crocs lovers: Crocs' retired colors are back on Amazon and on sale. </p>
    22/27

    Crocs Classic Clog

    Crocs

    amazon.com

    $32.31

    Shop Now

    Big news, Crocs lovers: Crocs' retired colors are back on Amazon and on sale.

    amazon.com
  • <p><strong>Calvin Klein</strong></p><p>amazon.com</p><p><strong>$19.60</strong></p><p><a href="https://www.amazon.com/dp/B000TGSEGM?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Prime Day is the time stock up your favorite basics like underwear and socks.</p>
    23/27

    Steel Micro Boxer Briefs

    Calvin Klein

    amazon.com

    $19.60

    Shop Now

    Prime Day is the time stock up your favorite basics like underwear and socks.

    amazon.com
  • <p><strong>Gold Toe</strong></p><p>amazon.com</p><p><strong>$8.58</strong></p><p><a href="https://www.amazon.com/dp/B08GMCD1NJ?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>These boot socks are supremely comfortable, and just as great when paired with non-boots. </p>
    24/27

    Lodge Crew Socks (2-pack)

    Gold Toe

    amazon.com

    $8.58

    Shop Now

    These boot socks are supremely comfortable, and just as great when paired with non-boots.

    amazon.com
  • <p><strong>Ray-Ban</strong></p><p>amazon.com</p><p><strong>$166.14</strong></p><p><a href="https://www.amazon.com/dp/B0031NSIRU?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>You can't go wrong with a pair of Ray-Ban aviators.</p>
    25/27

    Classic Aviator Sunglasses

    Ray-Ban

    amazon.com

    $166.14

    Shop Now

    You can't go wrong with a pair of Ray-Ban aviators.

    amazon.com
  • <p><strong>Fossil</strong></p><p>amazon.com</p><p><strong>$154.80</strong></p><p><a href="https://www.amazon.com/dp/B008AXYWHQ?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>The Prime Day watch sales this year are shaping up to be absolutely unmissable. Take, for example, this matte black Fossil chronograph for 66 percent off. </p>
    26/27

    Nate Quartz Stainless Steel Chronograph Watch

    Fossil

    amazon.com

    $154.80

    Shop Now

    The Prime Day watch sales this year are shaping up to be absolutely unmissable. Take, for example, this matte black Fossil chronograph for 66 percent off.

    amazon.com
  • <p><strong>Bulova</strong></p><p>amazon.com</p><p><strong>$219.60</strong></p><p><a href="https://www.amazon.com/dp/B0722KQ3W5?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Or snag this Bulova beauty while it's nearly $300 off. </p>
    27/27

    Automatic Aerojet Strap Watch with Open Aperture

    Bulova

    amazon.com

    $219.60

    Shop Now

    Or snag this Bulova beauty while it's nearly $300 off.

    amazon.com
<p>This just in: <a href="https://press.aboutamazon.com/news-releases/news-release-details/save-date-july-12-13-prime-day-returns-offering-amazons-lowest-0?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Amazon Prime Day" class="link ">Amazon Prime Day</a>, the site's biggest sale of the year, is coming up on July 12 and July 13. For two days only, the site will be slashing prices on quite literally anything you could possibly need. Already, we are seeing tons of <a href="https://www.esquire.com/lifestyle/a40177966/best-amazon-prime-day-deals-sales-2022/" rel="nofollow noopener" target="_blank" data-ylk="slk:early prime day deals" class="link ">early prime day deals</a> on <a href="https://www.esquire.com/lifestyle/g40298018/best-amazon-prime-day-home-deals-2022/" rel="nofollow noopener" target="_blank" data-ylk="slk:home products" class="link ">home products</a>, <a href="https://www.esquire.com/lifestyle/g40206303/best-amazon-prime-day-tech-deals-2022/" rel="nofollow noopener" target="_blank" data-ylk="slk:tech and electronics" class="link ">tech and electronics</a> (especially <a href="https://www.esquire.com/lifestyle/a40180119/amazon-prime-day-apple-deals-2022/" rel="nofollow noopener" target="_blank" data-ylk="slk:Apple products" class="link ">Apple products</a>), <a href="https://www.esquire.com/lifestyle/health/g40290417/amazon-prime-day-fitness-deals-2022/" rel="nofollow noopener" target="_blank" data-ylk="slk:fitness gear" class="link ">fitness gear</a>, and <a href="https://www.esquire.com/entertainment/books/g40290403/best-amazon-prime-day-book-deals-2022/" rel="nofollow noopener" target="_blank" data-ylk="slk:books" class="link ">books</a>. Like we said—anything you could possibly need. And of course, you can add menswear to that list. </p><p>The early Prime Day men's clothing deals this year are already some of the best we've ever seen during Amazon Prime Day. There are massive discounts north of 50 percent off on out-of-season cold weather staples like <a href="https://www.amazon.com/dp/B07P5RVG48?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:hoodies" class="link ">hoodies</a>, jackets, and <a href="https://www.amazon.com/dp/B07Q6HH9XW?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:coats" class="link ">coats</a>. For one, this <a href="https://www.amazon.com/dp/B0864TYS29?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:heavyweight hooded puffer" class="link ">heavyweight hooded puffer</a> from Amazon's reliable Essentials line is a preposterously inexpensive $18 right now (this is the part where you look out for your future self and order one before it inevitably sells out). On the flip side of the spectrum, and somewhat more surprisingly, there are just as many impressive savings on summer basics like <a href="https://www.amazon.com/dp/B099BM6R74?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:polo shirts" class="link ">polo shirts</a> and <a href="https://www.amazon.com/dp/B09FK31P6B?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:swimwear" class="link ">swimwear</a>. We even dug up some deals on <a href="https://www.amazon.com/dp/B085H298L9?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:linen" class="link ">linen</a> and <a href="https://www.amazon.com/dp/B085G3MJJ8?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:seersucker" class="link ">seersucker</a>, the holy grail heatproof fabrics your wardrobe is missing just in time for summer.</p><p class="body-tip"><a class="link " href="https://www.amazon.com/primeday?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop All Early Prime Day Deals">Shop All Early Prime Day Deals</a></p><p>Ahead, we round up our favorite Prime Day menswear deals of 2022 (so far!). And below, we answer some of our readers most frequently asked questions about Amazon Prime Day, including all the logistical details, how to get an Amazon Prime membership in time for Prime Day, and the best Prime Day deals of 2022 we've found so far. </p>
<p><strong>Lands' End</strong></p><p>amazon.com</p><p><strong>$39.33</strong></p><p><a href="https://www.amazon.com/dp/B085G3MJJ8?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>There's nothing more summery than a seersucker shirt. </p>
<p><strong>Lacoste</strong></p><p>amazon.com</p><p><strong>$57.99</strong></p><p><a href="https://www.amazon.com/dp/B099BM6R74?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Lacoste's piqué cotton polos are some of our all-time favorites. Might we recommend one in every color?</p>
<p><strong>Star Wars</strong></p><p>amazon.com</p><p><strong>$14.69</strong></p><p><a href="https://www.amazon.com/dp/B083SRWR1L?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>We love a good graphic tee as much as the next guy.</p>
<p><strong>Amazon Essentials</strong></p><p>amazon.com</p><p><strong>$9.41</strong></p><p><a href="https://www.amazon.com/dp/B07P5RVG48?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>If you see anything from the Amazon Essentials collection with sherpa, go ahead and add to cart. The line's sherpa blend is super soft—it feels just as cozy as brands triple the price.</p>
<p><strong>AG Adriano Goldschmied</strong></p><p>amazon.com</p><p><strong>$116.30</strong></p><p><a href="https://www.amazon.com/dp/B08CBQRF3Z?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Shacket, overshirt, work shirt—whatever you want to call it, it's a wardrobe essential. </p>
<p><strong>Adidas</strong></p><p>amazon.com</p><p><strong>$45.00</strong></p><p><a href="https://www.amazon.com/dp/B08M6H991R?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>So much Adidas training gear is on sale for Prime Day. Don't stop here; get the <a href="https://www.amazon.com/adidas-Standard-Sereno-Black-Medium/dp/B08MKYV5YB?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:matching pants" class="link ">matching pants</a> for a full tracksuit. </p>
<p><strong>Cubavera</strong></p><p>amazon.com</p><p><strong>$161.99</strong></p><p><a href="https://www.amazon.com/dp/B085H298L9?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Goodbye, sweaty formalwear. Hello, easy, breezy linen. </p>
<p><strong>Peter Dundas</strong></p><p>amazon.com</p><p><strong>$550.00</strong></p><p><a href="https://www.amazon.com/dp/B09BW2JK6B?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>If you want to make a statement, this silk shirt with cutouts from Peter Dundas should do the trick.</p>
<p><strong>AG Adriano Goldschmied</strong></p><p>amazon.com</p><p><strong>$79.21</strong></p><p><a href="https://www.amazon.com/dp/B072F8RR5N?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Introducing the best black jeans money can buy. </p>
<p><strong>Nautica</strong></p><p>amazon.com</p><p><strong>$41.70</strong></p><p><a href="https://www.amazon.com/dp/B08MN8135X?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Linen pants give you permission to go out wearing (basically) pajamas, and look darn good while you're at it. </p>
<p><strong>Levi's</strong></p><p>amazon.com</p><p><strong>$46.01</strong></p><p><a href="https://www.amazon.com/dp/B00C7WB738?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Word to the wise: never pass up a Levi's sale. </p>
<p><strong>Goodthreads</strong></p><p>amazon.com</p><p><strong>$29.67</strong></p><p><a href="https://www.amazon.com/dp/B07FMQPL1Y?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>These performance chinos are like your favorite flat front chinos and dress pants and joggers all in one. Easy to dress up or down, they're sure to be on heavy rotation.</p>
<p><strong>Amazon Essentials</strong></p><p>amazon.com</p><p><strong>$12.34</strong></p><p><a href="https://www.amazon.com/dp/B09FK31P6B?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>A new pair of quick-dry, UPF 50 board shorts for $12? You'd be crazy to pass this one up. </p>
<p><strong>Under Armour</strong></p><p>amazon.com</p><p><strong>$47.53</strong></p><p><a href="https://www.amazon.com/dp/B089HB66B4?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Sky's out, thighs out.</p>
<p><strong>Amazon Essentials</strong></p><p>amazon.com</p><p><strong>$17.05</strong></p><p><a href="https://www.amazon.com/dp/B07PY4VY6R?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Where else can you find a quality puffer for less than $20? That's the magic of Prime Day.</p>
<p><strong>Amazon Essentials</strong></p><p>amazon.com</p><p><strong>$30.15</strong></p><p><a href="https://www.amazon.com/dp/B07Q6HH9XW?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Same goes for this double-breasted wool number at a cool $30.</p>
<p><strong>Oakley</strong></p><p>amazon.com</p><p><strong>$71.94</strong></p><p><a href="https://www.amazon.com/dp/B0971GS8WG?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Fit for the slopes or just a chilly day, this electric blue Oakley puffer delivers '90s style with updated tech.</p>
<p><strong>Adidas Originals</strong></p><p>amazon.com</p><p><strong>$49.70</strong></p><p><a href="https://www.amazon.com/dp/B08THFNTGS?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Tired: Stan Smith sneakers. Wired: Velcro Stan Smith sneakers.</p>
<p><strong>Columbia</strong></p><p>amazon.com</p><p><strong>$66.79</strong></p><p><a href="https://www.amazon.com/dp/B00KWK7WFE?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>These hiking boots are marked way down just in time for hitting the trails this summer.</p>
<p><strong>Allen Edmonds</strong></p><p>amazon.com</p><p><strong>$246.31</strong></p><p><a href="https://www.amazon.com/dp/B07RZWYJ26?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>The penny loafer is an essential—and the perfect finish to any dressy(ish) summer outfit. </p>
<p><strong>Crocs</strong></p><p>amazon.com</p><p><strong>$32.31</strong></p><p><a href="https://www.amazon.com/dp/B0014C5TOK?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Big news, Crocs lovers: Crocs' retired colors are back on Amazon and on sale. </p>
<p><strong>Calvin Klein</strong></p><p>amazon.com</p><p><strong>$19.60</strong></p><p><a href="https://www.amazon.com/dp/B000TGSEGM?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Prime Day is the time stock up your favorite basics like underwear and socks.</p>
<p><strong>Gold Toe</strong></p><p>amazon.com</p><p><strong>$8.58</strong></p><p><a href="https://www.amazon.com/dp/B08GMCD1NJ?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>These boot socks are supremely comfortable, and just as great when paired with non-boots. </p>
<p><strong>Ray-Ban</strong></p><p>amazon.com</p><p><strong>$166.14</strong></p><p><a href="https://www.amazon.com/dp/B0031NSIRU?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>You can't go wrong with a pair of Ray-Ban aviators.</p>
<p><strong>Fossil</strong></p><p>amazon.com</p><p><strong>$154.80</strong></p><p><a href="https://www.amazon.com/dp/B008AXYWHQ?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>The Prime Day watch sales this year are shaping up to be absolutely unmissable. Take, for example, this matte black Fossil chronograph for 66 percent off. </p>
<p><strong>Bulova</strong></p><p>amazon.com</p><p><strong>$219.60</strong></p><p><a href="https://www.amazon.com/dp/B0722KQ3W5?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C10054.g.40303227%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now" class="link ">Shop Now</a></p><p>Or snag this Bulova beauty while it's nearly $300 off. </p>

Amazon Prime Day is coming up on July 12 and July 13. Shop the best Prime Day men's clothing deals of 2022 on T-shirts, coats, shoes, underwear, swim, and more.

Latest Stories