Last Chance on 66 Men’s Fashion Deals for Cyber Monday

Photo-Illustration: The Strategist; Photos: Retailers

Cyber Monday is here, and we’re updating this story hourly. To find the best deals in every category, follow all of our Cyber Monday coverage. 

If you know what you’re looking for, Cyber Monday is one of the best times to buy clothes. But if you’re just browsing, the whole thing can be completely overwhelming. It’s not just the sheer quantity of discounts; it’s the quality as well. “Fifty percent off retail” for a pair of pants sounds great, until you realize that the normal price amounts to 30 percent off. We’ve spent all day trawling through all the men’s fashion deals out there to find the few chinos, jackets, shirts, jeans, socks, and other accessories that are actually worth considering. I’ve organized them alphabetically by retailer below.

A Strategist editor and reader favorite, Alex Mill’s “Friday-ish” sale has lots of great styles at 50 percent off.

Amazon can be hit-or-miss for buying clothes most of the time, but its Cyber Monday pricing is hard to beat. For more Amazon Cyber Monday deals, be sure to check out Dominique Pariso’s roundup here.

Backcountry sells every outdoor clothing brand under the sun (including their excellent in-house label), and their Cyber Monday discounts are as steep as the mountains you’ll be ready to climb while wearing this gear.

Zac Posen’s Gapaissance has spread to Banana Republic, which is as good as it’s been in recent memory.

And it extends to the factory store as well, where everything is marked as 60 percent off, with an additional 20 percent discount applied in the cart. Deal writer Alexandra Polk also has a larger roundup of Banana Republic Factory discounts here.

Blundstone is offering 15 percent off everything — including a rare discount on current-season insulated winter boots.

From
$170

$210

now
19% off

Some of the best prices of the year on boxy-fitting, Scandi-style clothing

Arielle Avila’s roundup here has more Everlane deals, but here are a few of our faves for men.

Fifty percent off sitewide, including CashSoft, is just the jolt we needed to keep the Gapaissance going.

In addition to selling their own beloved in-house lines, Huckberry offers great prices on other menswear and gear brands.

Get 50 percent off almost all full-priced items from J. Crew, as well as an additional 60 percent off sale using code FRIDAY. There’s also 30 percent off cashmere, chinos, and suiting separates. (No discounts on roll-necks, though.)

Keens aren’t just for summer. They’re currently offering 25 percent off sitewide and up to 50 percent off select styles. It’s an excellent opportunity to grab new winter boots or to hop on the approach shoe trend.

Shopping at Land’s End is fun because “it feels cool to wear something that’s impossible to identify,” according to contributor Erika Veurink. We couldn’t agree more, especially when it’s offering an extra 12 percent in addition to the 50 percent sitewide discount using code FRIDAY50.

Kat Gillespie’s roundup of the best Lululemon deals has more than you can shake a stick at, but here are a few highlights for the guys.

I don’t make the rules (although I do support them): Cool people wear Merrells. Almost everything is at least 30 percent off right now — though not all colors are discounted.

Our dedicated Nordstrom hub has all the goods, but here are a few menswear deals.

Old Navy’s Black Friday discounts are some of the steepest year in, year out. Almost everything is 50 to 60 percent off.

They’re so back and they’re so on sale, for 40 percent off.

Brenley Goertzen’s big post on all the Quince sales has a lot more than clothes.

Todd Snyder is known for its contemporary takes on classic menswear styles. The former J. Crew and Ralph Lauren designer is offering 30 percent off site-wide, with only a few exclusions.

Uniqlo is more sparing with its sales than competing mass retailers, so this is one of the rare times you can expect to find steep discounts on current-season items — including some of my favorites from the recent JW Anderson collaboration.

The Strategist is designed to surface useful, expert recommendations for things to buy across the vast e-commerce landscape. Every product is independently selected by our team of editors, whom you can read about here. We update links when possible, but note that deals can expire and all prices are subject to change.