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Cyber Monday Fashion Deals: Stock Up on Cheap Crocs, Half Off Madewell & Rowing Blazers Rugby Shirts

Back when people used to line up outside the local Walmart and Target for Black Friday, Cyber Monday offered a more low-key alternative. You could shop online from the comfort of your home, score great deals on everything under the sun, and not have to risk frostbite waiting in line. But we’re living in 2022, folks. Now Black Friday and Cyber Monday are part of one long, extended shopping event. And today marks the end of it. Welcome to Cyber Monday, folks.

Cyber Monday clothing deals have dropped and the best Cyber Monday clothing deals of 2022 are insane. Seriously, you can restock your entire wardrobe and get your Christmas shopping done without breaking your budget. Because we know you’re on a tight budget this year (We certainly are!)

Because of the ongoing supply chain disruptions that have been going on since the last holiday season, many people are trying to do their Christmas shopping as early as possible. Plus, major retailers like Walmart and Amazon are officially promoting Cyber Monday deals for the big day.

We’ve created a guide to the best Cyber Monday deals of 2022, but in this shopping guide, we’ll be collecting the best clothing deals for Cyber Monday. We’ll also be including grooming and beauty deals we think you should keep an eye on.

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Best of the Best

We’re seeing tons of Cyber Monday clothing deals all over the place right now. You name it the brand, they’re likely on sale right now in some capacity.

Here are the best of the best Cyber Monday fashion deal of the season from Gap, Nordstrom, Crocs, Saks Fifth Ave and tons more retailers.

Fresh Clean Threads Crew Neck T-Shirts

Here at, we take our men’s t-shirts seriously. And we recently named Fresh Clean Threads (formerly Fresh Clean Tees) the Best T-shirt In the World. Seriously, we can’t overstate how good these tees are. Fresh Clean Threads is still an under-the-radar brand, but they make long-lasting and comfortable t-shirts in tons of handsome colors. Right now, you can save 25% sitewide with code GET25 and 35% on orders $120 and up with code GET35. Lastly, you can get a free black tee with orders up to $150+. Seriously, we recommend ordering a t-shirt for every day of the week!

Courtesy of Fresh Clean Tees

Save 50% at Crocs

Everyone’s favorite shoe that could is currently seeing price drops up to 50% for Cyber Monday. Save on multiple styles and snag some Crocs for the whole family.

Courtesy of Crocs

Half Off Everything at Madewell

We can’t believe we’re writing this, but you can save up to 60% off major styles at Madewell right now and 50% off everything else. No, not “up to” 50% off. 50% off flat. Get going on this one because we’re not sure we will ever see this again.

Courtesy of Madewell

Up to 50% Off at DUER

SPY-favorite denim brand DUER is currently holding its Cyber Monday sale with up to 50% savings across the entire site. Save now on exceptionally comfortable jeans, joggers, shorts and more.

Courtesy of DUER

Over 50% Off Champion Athleisure

For Cyber Monday, Amazon is hosting a number of deals on Champion joggers, sweats, hoodies, underwear and more. This is your chance to buy a $24 Champion hoodie right now, which is otherwise unheard of.

Courtesy of Amazon

Up to 75% Off at Rowing Blazers

We’re such huge fans of Rowing Blazers, so any percentage off is enough for us. But, up to 75% off? That’s just madness. Shop everything on sale at Rowing Blazers for Cyber Monday now.

Courtesy of Rowing Blazers

60% off Everything at Gap

Gap is hosting an epic Cyber Monday sale with savings of up to 60%. This isn’t just a sale on leftover looks from the summer season, but a huge 40% sitewide sale with an extra 20% off at checkout that includes the best looks from Gap. Case in point: you can stock up on quite literally anything at Gap with prices starting at just $10.

Courtesy of Gap

Get Big Savings at Nordstrom

We’re seeing bizarre deals going on right now at Nordstrom for Cyber Monday. While not everything is on sale, some of our favorite brands on the planet are currently seeing massive price drops. Our favorite pick? This 33% off deal on Nike’s Dri-FIT Vent Max Pants, for sure.

Courtesy of Nordstrom

Save 47% on Calvin Klein Underwear

Calvin Klein boxer briefs are iconic, of course, but they’re popular for a darn good reason: they’re some of the most comfortable underwear known to man (or woman). For Cyber Monday, you can save 47% on Calvin Klein underwear at Amazon.

Courtesy of Amazon

Get 30% Off Ray-Ban Sunglasses

Amazon obviously has tons of deals going on. One of our favorites right now? You can get 30% off Ray-Ban sunglasses, bringing the price down to just $114. We never see Ray-Bans at such an affordable price, so throw them in your shopping cart as soon as possible.

Courtesy of Amazon

Save 30% at Converse

Looking for a good-looking winter show? Look nowhere else but Converse. Right now, buyers can save up to 30% at Converse. We’re suggesting you give their winter collection a peak. Because who wants cold feet?

Courtesy of Converse

Almost Half Off Star Wars Tees

Star Wars nerds, we’ve got some excellent news for you. You can now pick up official Star Wars tees on Amazon at almost 50% off right now, bringing the price down to just $13.59.

Courtesy of Amazon

Looking for More Great Clothing Deals?

We’ve highlighted even more savings at our favorite brands and retailers below. Pretty much the entire internet is on sale right now, and we’ve gone over countless deals to bring you the biggest savings on fashion and accessories.

Amazon Cyber Monday Fashion Deals

Amazon is always one of our go-to destinations for clothing deals, and today for Cyber Monday, the mega-retailer is offering steep discounts on everything from winter coats to basic t-shirts. Amazon’s clothing deals are changing on an almost daily basis, so don’t assume you can just come back tomorrow and add these items to your cart. Items are flying off the site!

For the best Cyber Monday clothing deals at Amazon, check the company’s own clothing brands. We’ll also highlight some great deals from other brands below.

Read More: The Hottest Men’s Fashion Trends for Fall and Winter 2022

Under Armour Men’s Cold Gear Leggings

Courtesy of Amazon

Cloud Slippers

Courtesy of Amazon

ORORO Men’s Lightweight Heated Vest with Battery Pack

Courtesy of Amazon

Levi’s Men’s 501 Original Fit Jeans

Courtesy of Amazon

Fossil Minimalist Quartz Stainless Steel and Leather Three-Hand Watch

Courtesy of Amazon

Koolaburra by UGG

Courtesy of Amazon

Clarks Bushacre 3

Courtesy of Amazon

Champion Joggers & Leggings

Courtesy of Amazon

Walmart Cyber Monday Fashion Deals

Save up to a whopping 60% on fashion at Walmart during Cyber Monday. We’re seeing tons of different items experiencing price drops, including puffers, sweatshirts and more. Time to stock up for the chilly winter season ahead!

Reebok Active Fleece Hoodie

Courtesy of Walmart

Wrangler Relaxed Fit Jeans

Courtesy of Walmart

Michael Kors Charlotte Large Top Zip Tote

Courtesy of Walmart

Nordstrom Cyber Monday Fashion Deals

There are some really good sales taking place at Nordstrom ahead of the holiday season. Right now, you can save on loungewear, t-shirts, underwear, joggers, outerwear, and more. They’ve just started marking down designer items for their Cyber Monday blowout. Check out a few of our favorites below and our dedicated Nordstrom Cyber Monday piece here.

UGG Tasman Slipper

Courtesy of Nordstrom

Zella Pyrite Slim Fit Pocket Joggers

Courtesy of Nordstrom

Treasure & Bond Grindle Trim Fit Flannel Button-Down Shirt

Courtesy of Amazon

Adidas NMD R1 Primeblue Sneaker

Courtesy of Nordstrom

Maison Margiela Replica Jazz Club Eau de Toilette Fragrance

Courtesy of Nordstrom

Urban Outfitters Cyber Monday Fashion Deals

Hey, fashion gurus — Urban Outfitters is currently holding a sale that takes 30% off your entire purchase during Cyber Monday. Because UO isn’t necessarily known for great deals, this is one we’re kind of freaking out over. Plus, flannels are also 50% off now. You’re going to want to fill your shopping cart ASAP.

BDG Vintage Core Flannel Shirt

Courtesy of Urban Outfitters

BDG Slacker Relaxed Fit Jean

Courtesy of Urban Outfitters

Parks Project Zion Narrows Fleece Mock Neck Sweatshirt

Courtesy of Urban Outfitters

Huckberry Cyber Monday Deals

Oh, so you’re more of the outdoorsy type? No worries, Huckberry is currently offering up to 40% off products sitewide. Snag a new jacket, some killer winter boots or maybe a new tee. The world of Huckberry is your oyster right now.

Flint and Tinder Quilted Wax Shirt Jacket

Courtesy of Huckberry

Proof Rover Pant

Courtesy of Huckberry

Schott The Motif Cardigan Sweater

Courtesy of Huckberry

J.Crew Cyber Monday Deals

J. Crew has started their after-the-holiday markdowns early, making it easy for shoppers to swoop down and pluck up a fantastic deal or three to put under a tree. Because they’re slashing prices this early in the season, you can find almost everything you need to get as a present or for yourself in every size. Right now, everything is on sale at 50% off using code CYBER.

Rugby shirt in Black Watch Tartan

Courtesy of J.Crew

Cashmere Beanie

Courtesy of J.Crew

Sherpa-Lined Suede Slippers

Courtesy of J.Crew

Nordic Puffer Vest with PrimaLoft

Courtesy of J.Crew

250 Skinny-Fit Pant in Stretch Chino

Courtesy of J.Crew

Todd Snyder Cyber Monday Fashion Deals

Todd Snyder is doing us a favor by dropping everything by 30% right now for Cyber Monday. Anyone who knows men’s fashion knows that Todd Snyder creates some of the most dapper looks money can buy in 2022. Grab some of our favorite styles below and use CYBER30 at checkout.

Classic Fit Selvedge Jeans

Courtesy of Todd Snyder

Mohair Argyle Cardigan

Courtesy of Todd Snyder

Italian Single Breasted Peak Lapel Topcoat

Courtesy of Todd Snyder

Recycled Cashmere Scarf Half Cardigan

Courtesy of Todd Snyder

Macy’s Cyber Monday Fashion Deals

Macy’s has developed a reputation of holding incredible sales throughout the holiday shopping season, and their Cyber Monday sale is mint, they’ve just kicked off more sales, and now their Cyber Monday deals are 40% to 70% off regular ticketed prices. There are deals in every department, and on must-have items for the season.

Esquire Woven Fashion Band in 14k Gold-Plated Sterling Silver

Courtesy of Macy’s

Tommy Hilfiger Quilted Puffer Jacket

Courtesy of Tommy Hilfiger

Timberland 6-inch Premium Waterproof Boots

Courtesy of Macy’s

Carhartt Cyber Monday Fashion Deals

We at SPY think that it’s impossible to go wrong at Carhartt. So much so that John Fetterman is quite literally our style icon right now. From the SPY-reviewed Carhartt Legacy Backpack to picks from our famous Carhartt style guide, there are lots of deals going on at Carhartt for Cyber Monday. Save 25% on items all over Carhartt now.

Nylon Duck Bifold Wallet

Courtesy of Carhartt

Rain Defender Loose Fit Midweight Logo Graphic Sweatshirt

Courtesy of Carhartt

6-Inch Steel Toe Wedge Boot

Courtesy of Carhartt

Legacy Standard Work Pack

Courtesy of Carhartt

Target Cyber Monday Fashion Deals

There’s no way you don’t shop at Target. Everybody shops at Target. It’s simply the rule. Right now, you can find up to 40% off on adult clothing during Target’s Cyber Monday event. Tees, jeans, sweats — you name it. Let’s get saving.

Goodfellow & Co Sherpa Faux Fur Jacket

Courtesy of Target

Disney Toy Story Pizza Planet Short Sleeve Graphic T-Shirt

Courtesy of Target

Goodfellow & Co Scuff Slide Leather Slippers

Courtesy of Target