100 Best Cyber Monday Clothing Deals of 2023


My oh my, how the time flies when you’re saving money! Clearly, the best Cyber Monday clothing deals have warped time itself because there are only a few hours left in the day and the discounts are still going strong. If you’re just logging on, there are plenty of juicy Cyber Monday men’s clothing deals to get to and not a lot of time, so we’ll spare you the spiel. Happy hunting.


The Cyber Monday Clothing Deals Hit List


Looking for more Cyber Monday sales? Here’s every single good deal we’ve found so far. And don’t forget to subscribe to the GQ Recommends newsletter to stay tapped into our picks through the duration of the holiday season.


Even More Cyber Monday Men’s Clothing Sales + Guides from GQ

The Best J.Crew Cyber Monday Deals | The Best Nike Cyber Monday Deals | The Best Abercrombie Cyber Monday Deals | The Best Cyber Monday Cologne Deals | The Best Madewell Cyber Monday Deals | The Best Nike Cyber Monday Deals | The Best Patagonia Cyber Monday Deals | The Best REI Cyber Monday Deals | The Best SSENSE Cyber Monday Deals | The Best Todd Snyder Cyber Monday Deals | The Best Cyber Monday Watch Deals | The Best Gap Cyber Monday Deals | The Best Banana Republic Cyber Monday Deals


The Best Cyber Monday Clothing Deals Under $100

Oh, you were looking for a deal-deal? When you’ve got bills to pay, holiday flights to catch, and a long list of loved ones expecting gifts, that leaves little room in the budget for even the best Cyber Monday men’s clothing deals. Still, there are plenty of wallet-friendly steals out there—like, say, these, a smattering of the freshest, flyest Cyber Monday clothing deals you can snag for a hundred bucks or less.

Gap

We are officially in Big Coat season, but that doesn’t mean we’re in Big Spending season.

Calvin Klein

Classics 3-Pack Cotton Trunks

What’s one thing you’ll never regret? Stocking up on new underwear.

Kiehl’s Since 1851

Creamy Eye Treatment with Avocado

Keep those under eyes bright and tight even when you’ve gone a little too hard on the mulled wine.

Banana Republic

This cozy sweater-polo hybrid is exactly the kind of luxe layer you throw on over a tee when you need to look presentable on Zoom.

Birkenstock

Boston Embossed-suede Clogs

Yep. Birkenstock Bostons. On Sale. You’re welcome.

Merrell

Moab 3 Mid Waterproof Hiking Boot

A formidable opponent against tough trails and even tougher fashion critics.

The Best Cyber Monday Deals for Your Gift List

If reuniting with the family over Thanksgiving didn’t tip you off, allow us to spell it out for you: gifting season is upon us. They say it’s better to give than to receive, but who says you can’t save a little dough along the way? Stocking stuffers like scarves, colognes, and watches are great options, even if the real present is your presence, right? Below are six Cyber Monday bargains sure to please even the finickiest person on your list.

Vivienne Westwood

What better gift to go with all the holiday gift cards they’ll be receiving.

Maison Margiela

Replica By the Fireplace Eau de Toilette Fragrance

“I don’t want to smell intoxicating,” said no one, ever.

Todd Snyder

That mocha-hued suede has us drooling, but we’re really here for the swanky gold-tone buckle.

Jaxxon

Yeah, you could say we’re a fan of tennis.

Hestra

Like Andre 3000’s latest record, these gloves are pure bliss.

The Best Cyber Monday Shoe Deals

Whether you’re looking to check a few names off your gifting list (see above) or you’re hankering to treat yourself, there are plenty of discounted kicks to choose from. It’s winter, so boots that can handle the slush and ice while keeping your little piggies nice and warm are front of mind. But don’t let that stop you from looking beyond the hulking footwear. You can also get ahead of the spring and cop a pair of sneakers or, hell, some sandals for when the temperatures finally start to rise. From classic sneakers to dressy loafers to tough-as-nails boots, the Cyber Monday deals leave no sole unturned.

Shop more of the Best Cyber Monday Shoe Deals here.

New Balance

Made In USA 996 Core Sneakers

The mac daddy of dad shoes.

Blundstone

Everyone could use a pair of knockabout boots that are handsome enough to wear with every outfit. This is that pair.

Converse

Retro sneakers with everyday appeal.

Diemme

The big scary mountain is looking more like a walk in the park

Tecovas

The Doc Broad Square Toe Boots

Show up to the holiday party like it’s a saloon.

G.H.Bass

Weejuns Heritage Larson Leather Loafers

This is our definition of a pretty penny.

The Best Cyber Monday Sweater Deals

‘Tis the season for seriously good sweaters. Like, really good sweaters. Sure, outerwear gets a ton of shine during the winter, but as soon as you step inside and doff your huge coat, your next line of sartorial defense will be your knitwear. Fuzzy cardigans, cashmere crewnecks, undeniably sexy turtlenecks—they’re all on deep, deep discounts. Here are a few of our favorite Cyber Monday sweater deals.

J.Crew

1988 Heritage Cotton Rollneck Sweater

The classic, midweight sweater your parents waxed on about for the past two decades(?) is now back and better than ever.

Beams Plus

Better than the Ivy League diploma, in our opinion.

Gap

The sweater/polo/cardigan hybrid you didn’t know you needed.

Todd Snyder

Prep meets punk meets Christmas present (all good things, for sure).

The Best Cyber Monday Outerwear Deals

Brrrrr! The best way to fight the bitter cold is with some red-hot deals on jackets and coats. Before the weather gets too unbearable to even go outside (and to cut your local postal worker some well-deserved slack), it’d behoove you to cash in on all the discounts now. From puffers to trackies to bombers to fleeces, here are some of the best Cyber Monday outerwear deals on the web.

Patagonia

Classic Retro-X Fleece Jacket

A discount so well-camouflaged, we nearly missed it.

Banana Republic

The type of fluffy fleece you’re going swaddle yourself in from now through March.

Our Legacy

The key to solving every fashion conundrum is this proper big coat.

Todd Snyder

A parka like this is exactly the kind of piece you’d expect to find in a highly curated vintage store, hanging up from the rafters out of reach and not for sale. Lucky for us, this one is—and doesn’t have a weird pre-owned smell.

The Best Cyber Monday Watch Deals

Time may be a construct, but these Cyber Monday watch deals are very, very real. A great wristwatch can tie together an outfit—and push it over the top when you need a little boost. It can make a great memento to celebrate a defining life achievement or become a cherished hand-me-down for the next generation. From heirloom timepieces to tough-as-nails outdoors watches to dupes almost as good as the real thing, here are a few of our favorite watches on sale right now.

Shop more of Cyber Monday watch deals here.

Todd Snyder

Never a bad time for a really, really good watch.

Citizen

Eco-Drive Corso 3 Hand Watch

Swagger into the office with this gleaming gold ticker and you might as well give yourself that promotion.

Apple

The Einstein of smart watches, now at a genius price.

Citizen

Tsuyosa Automatic Stainless Steel Bracelet Watch

Bulova

Classic Diamond 6-Hand Chronograph Quartz Watch

AP looks without the AP price tag.

The Best Cyber Monday Cologne Deals

*sniff sniff* What’s that we smell? The most enchanting, intoxicating, spell-binding fragrances of course! Whether you’re a fragrance fiend, a scent-dabbler, or just a dude who uses deodorant as his default cologne, there’s a great perfume for you at an even better discount. Here are a few of our faves right now.



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