Early Cyber Monday Men’s Clothing Deals: Save Up to 50% on J.Crew, Todd Snyder

Table of Contents

Updates

We\'re constantly updating this piece through Black Friday and Cyber Monday, recently having added styles from Urban Outfitters, Huckberry & more.

Black Friday weekend 2023 has arrived. For anyone who scoffs at the consumerism of the, well, shopping holiday, consider this: You just spent an entire day indulging in turkey, stuffing, potatoes, and wine — how is that more noble than indulging in some retail therapy? If you’re ready to loosen your belts in more than one way, there are plenty of great menswear deals ready to be scooped up, either for you or someone in your life.

We’ve compiled some of our favorite early Cyber Monday menswear deals, below. 

Courtesy of J. Crew

$33.50 – $71.99 $89.50 63% off

Buy Now

Black Friday isn’t just a rampant bout of consumerism run amok. I mean, it’s that, too, but it’s also the first major signifier of the holiday season. If you’re reading this on Black Friday, remember what just happened about how mom didn’t like your shirt at dinner and invest in one now that she’ll definitely be a fan of. 

Courtesy of Mr. Porter

$270.00 $450.00 40% off

Buy Now

Cargo pants are making a slow but steady comeback. Don’t jump into the deep end of pockets on pockets on pockets, but these pants from Incotex are a nice way to ease into it with a trend-forward color and two extra pockets. 

Courtesy of End Clothing

$80.00 $159.00 50% off

Buy Now

Drôle is putting up numbers lately. The brand has particularly good sales to shop, too — particularly on crewnecks. This one is a great color that goes with most things long into the spring season. 

Courtesy of Dr. Martens

$98.00 $140.00 30% off

Buy Now

Forget everything about trying to seem taller. We’re about to enter real winter, when the same global warming that causes fires and heat waves in the summer is about to cause blizzards and snow drifts. The extra inches these shoes will give you isn’t about impressing someone. It’s about staying clear of the errant puddle and snowbank. 

Courtesy of Abercrombie

$49.99 $80.00 38% off

Buy Now

Come Christmas, Mom is going to want one nice photo of the whole family. And that means wearing a sweater she chooses. If you get ahead of the game though with one that she’ll like, you can pitch it to her beforehand and make her think it was all her idea, but this time with a sweater you actually enjoy. 

Courtesy of Cotopaxi

$202.50 $270.00 25% off

Buy Now

Even if you’re out of the snow zone, those winter nights are still going to get chilly — which is why it’s essential to have a layer that’s easy to pop on and off when it gets warm enough. When it’s out though, the colorway here is just retro enough to work on lots of levels without being all about it.

Courtesy of A.P.C

$159.00 $265.00 40% off

Buy Now

If you haven’t heard, we’re about to enter yet another wave of prep revival, something society contractually obligates people to do once every six years, it seems. That said, lean into it with some simple designs like this rugby from a well-crafted brand like APC. 

More Style