11 Great Style Deals to Shop on Amazon This Month

best mens fashion sales amazon may 2023

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As the seasons transition, so do your style needs. You might discover it’s time to replace some of your go-to wardrobe pieces for something fresh and new. Updating these closet staples doesn’t need to come with a high price tag though, or require taking time out of your day to go to the mall. Amazon is filled with discounts on your favorite brands like Adidas, Calvin Klein, Under Armour, and so much more. Plus, they can all arrive in just two days with Prime shipping. What’s not to love about that?!

You can have a new pair of chinos delivered to your door in time for that casual wedding you’re attending this weekend or quickly replace those golf shorts that just got a hole in them before your next trip to the green. Make getting ready in the morning easy with Esquire-approved pants for work. Save on several of Amazon’s best t-shirts as an alternative to your old, beat-up tees. Get new athletic wear for your workout at Amazon outlet prices. From leisure to formalwear, Amazon has whatever your closet needs. And did we mention these finds also happen to be on sale? A double win.

Ultraboost 22 Running Shoes

The Ultraboost 22 is a favorite of athletes for its signature rubber outsole that provides excellent traction. The built-in Linear Energy Push system gives you that ultra boost while working out.

<p><a href="https://www.amazon.com/dp/B091M3R6RB?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Ultraboost 22 Running Shoes</p><p>$119.99</p><p>amazon.com</p> <p><a href="https://www.amazon.com/dp/B091M3R6RB?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Ultraboost 22 Running Shoes</p><p>$119.99</p><p>amazon.com</p>

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Ultraboost 22 Running Shoes

$119.99

amazon.com

Cotton Classics 3-Pack Woven Boxers

Calvin Klein knows underwear, so it’s no question that you’ll feel comfortable and confident while wearing these 100 percent cotton boxers.

<p><a href="https://www.amazon.com/dp/B086RCTLDT?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Cotton Classics 3-Pack Woven Boxers</p><p>$35.36</p><p>amazon.com</p><p><a href="https://www.amazon.com/dp/B086RCTLDT?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Cotton Classics 3-Pack Woven Boxers</p><p>$35.36</p><p>amazon.com</p>

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Cotton Classics 3-Pack Woven Boxers

$35.36

amazon.com

Essentials Short Sleeve T-shirt Pack

Does it get any more classic than a Hanes t-shirt? A white tee is a staple in any wardrobe and this four pack will ensure you always have a clean one at the ready.

<p><a href="https://www.amazon.com/dp/B00KBZOVWC?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Essentials Short Sleeve T-shirt Pack</p><p>$18.63</p><p>amazon.com</p><p><a href="https://www.amazon.com/dp/B00KBZOVWC?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Essentials Short Sleeve T-shirt Pack</p><p>$18.63</p><p>amazon.com</p>

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Essentials Short Sleeve T-shirt Pack

$18.63

amazon.com

Virgo Knit Pullover

This Sherpa-lined half-zip is your layering solution when you need some extra warmth whether you’re going on a hike or enjoying a backyard barbecue.

<p><a href="https://www.amazon.com/dp/B0B8XS77F6?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Virgo Knit Pullover</p><p>$101.99</p><p>amazon.com</p><p><a href="https://www.amazon.com/dp/B0B8XS77F6?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Virgo Knit Pullover</p><p>$101.99</p><p>amazon.com</p>

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Virgo Knit Pullover

$101.99

amazon.com

Athletic-Fit Casual Chino

One of Esquire’s best work pants, these Chinos offer a casual fit and come in 14 different colors, so you can keep it traditional with a basic khaki or get colorful and style with a white button-up.

<p><a href="https://www.amazon.com/dp/B09GNC8KM7?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Athletic-Fit Casual Chino</p><p>$19.85</p><p>amazon.com</p><p><a href="https://www.amazon.com/dp/B09GNC8KM7?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Athletic-Fit Casual Chino</p><p>$19.85</p><p>amazon.com</p>

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Athletic-Fit Casual Chino

$19.85

amazon.com

Gregory Long Sleeve Button Down Shirt

A collared white button up is a must for any closet. Dress it up with a suit jacket or cuff up the sleeves for a more relaxed look.

<p><a href="https://www.amazon.com/dp/B09VWC6L43?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Gregory Long Sleeve Button Down Shirt</p><p>$78.48</p><p>amazon.com</p><p><a href="https://www.amazon.com/dp/B09VWC6L43?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Gregory Long Sleeve Button Down Shirt</p><p>$78.48</p><p>amazon.com</p>

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Gregory Long Sleeve Button Down Shirt

$78.48

amazon.com

Slim-Fit Comfort Stretch Chino Short

These cotton stretch twill shorts are a summer essential for hitting the beach, grilling outside, or even just an outdoor happy hour.

<p><a href="https://www.amazon.com/dp/B07DZVDKMS?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Slim-Fit Comfort Stretch Chino Short </p><p>$28.70</p><p>amazon.com</p><p><a href="https://www.amazon.com/dp/B07DZVDKMS?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Slim-Fit Comfort Stretch Chino Short </p><p>$28.70</p><p>amazon.com</p>

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Slim-Fit Comfort Stretch Chino Short

$28.70

amazon.com

Everyday Cotton Jogger Sweatpants

Sweatpants season may be months away but a pair of classic gray joggers are an anytime must for hitting the gym or lounging at home.

<p><a href="https://www.amazon.com/dp/B073R2GNGH?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Everyday Cotton Jogger Sweatpants</p><p>$26.25</p><p>amazon.com</p><p><a href="https://www.amazon.com/dp/B073R2GNGH?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Everyday Cotton Jogger Sweatpants</p><p>$26.25</p><p>amazon.com</p>

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Everyday Cotton Jogger Sweatpants

$26.25

amazon.com

Tech 2.0 Short-Sleeve T-Shirt

A classic in the world of athleticwear, this Under Armour t-shirt wicks away sweat and dries quickly so you can hit the gym and leave without the giant sweat stains.

<p><a href="https://www.amazon.com/dp/B09JNFBTGV?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Tech 2.0 Short-Sleeve T-Shirt</p><p>$25.00</p><p>amazon.com</p><p><a href="https://www.amazon.com/dp/B09JNFBTGV?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Tech 2.0 Short-Sleeve T-Shirt</p><p>$25.00</p><p>amazon.com</p>

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Tech 2.0 Short-Sleeve T-Shirt

$25.00

amazon.com

‘G-Shock’ Quartz Resin Sport Watch

Built to last, the water and shock resistance features make this the ideal every day watch at an unbeatable price and can be used to track your runs with the stop watch setting.

<p><a href="https://www.amazon.com/dp/B00BIP75L8?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>'G-Shock' Quartz Resin Sport Watch</p><p>$56.92</p><p>amazon.com</p><p><a href="https://www.amazon.com/dp/B00BIP75L8?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>'G-Shock' Quartz Resin Sport Watch</p><p>$56.92</p><p>amazon.com</p>

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‘G-Shock’ Quartz Resin Sport Watch

$56.92

amazon.com

Classic Harrington Jacket

Chosen one of Esquire’s best Harrington jackets for its versatility, this standard fit jacket can go anywhere with you from work to a night out.

<p><a href="https://www.amazon.com/dp/B096Y5KSYQ?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Classic Harrington Jacket</p><p>$89.96</p><p>amazon.com</p><p><a href="https://www.amazon.com/dp/B096Y5KSYQ?tag=syn-yahoo-20&ascsubtag=%5Bartid%7C2139.g.43757867%5Bsrc%7Cyahoo-us" rel="nofollow noopener" target="_blank" data-ylk="slk:Shop Now;elm:context_link;itc:0" class="link rapid-noclick-resp">Shop Now</a></p><p>Classic Harrington Jacket</p><p>$89.96</p><p>amazon.com</p>

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Classic Harrington Jacket

$89.96

amazon.com

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