As great as New Order’s “Blue Monday” is, we might have to say that the real Blue Monday is the Levi’s Cyber Monday sale. But it’s only because the literal Father of Blue Jeans has flooded the internet with an indigo-soaked sale chock full of jeans, jackets, and other menswear drip all at eye-watering discounts. We’re talking deals between 40%-50% off, not to mention an extra 50% off on top of its massive sale section. Math isn’t my strong suit, but stacking discounts adds up to a heap of savings and an even bigger heap of stylish new duds.
You can expect a bevy of blue jeans to be on sale, from the iconic 501 jean to ultra baggy silhouettes, high-end reproductions, and freaky, fashion-forward five-pockets. But you can also nab those Cyber Monday savings on burly workwear jackets, plush knitwear, and snappy western shirts. But you know the drill—this ain’t gonna last forever.
Want more savings intel? Start with our guide to the best Cyber Monday clothing deals, then make moves to GQ’s all-in-one master list of every Cyber Week deal that matters.
The Best Levi’s Cyber Monday Deals to Buy Now
The Surefire Sherpa Jacket
Levi’s Type III Sherpa Trucker Jacket
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The Blanket-Soft Flannel
Levi’s Classic Worker Flannel Overshirt
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The Definitive Dungarees
Levi’s 501 Original Fit Jeans
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The Retro Tee
Levi’s Essential T-shirt
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The Warm Waffle-Knit Tee
Levi’s Thermal Raglan Crewneck T-shirt
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In This Guide
Levi’s Jeans Deals
Levi’s
559 Relaxed Straight Fit Jeans
We love the 501. But sometimes bigger really is better.
Levi’s
555 Relaxed Straight Jeans
Vanilla-bean jeans like this are proof that wearing white is even sweeter in the winter.
Levi’s
501 Original Fit Jeans
If there’s one garment that can really call itself the Original, it’s a pair of 501 jeans. They were great yesterday, they’re great today, and they’ll be great tomorrow. They might not be on sale tomorrow, but they’ll still be great.
Levi’s
501 Original Shrink-to-fit Jeans
Wearing your shrink-to-fit jeans in the bathtub was the first cold plunge. But instead of coming out of a cold plunge with nothing but frozen toes, you come out of the bathtub with sick jeans that actually mold to your body.
Levi’s Vintage Clothing
1890 XX501 Original Fit Jeans
Levi’s insane archive of rare jeans serves as inspiration for these antique revivals, a stitch-for-stitch reproduction of some of the earliest Levi’s jeans ever produced.
Levi’s Vintage Clothing
1955 501 Original Fit Jeans
Enter your greaser era with these authentic selvedge jeans based on 501 jeans from the ’50s.
Levi’s Outerwear Deals
Levi’s
Type III Sherpa Trucker Jacket
Who said denim couldn’t be cozy?
Levi’s
Bomber Jacket
The one thing missing from most conventional bomber jackets is the ability to age gracefully. Done up in denim and you’ve finally got the perfect bomber.
Levi’s
Oasis Type Ii Trucker Jacket
Definitely Maybe? More like Definitely Definitely.
Levi’s
Twisted Trucker Jacket
Twisted in all the right ways, this innovative approach to cutting feels avant-garde and recalls Levi’s’ coveted Engineered sublabel from the early 2000s. Don’t be surprised if vintage dealers are hawking these in 20 years time.
Levi’s Clothing Deals
Levi’s
Original Housemark Sweater
Freddy Krueger was actually a pretty sharp (heh) dresser.
A classic, well-tailored denim western shirt is a must-have for every stylish dude’s wardrobe and none do it better than Levi’s.
Levi’s
Essential T-shirt
90s-inspired striped tees are the kind of thing that feels extremely nostalgic and yet always fresh. Anyway, here’s a good version of it.
Levi’s
568 Loose Straight Double-knee Carpenter Pants
Don’t forget, Levi’s began as a real-deal workwear brand. And though it may be less common on a construction site, it still makes some sick, burly goods like these double-knee carpenters pants.
Levi’s
Jordan Studded Belt
Menswear’s obsession with [studs( https://www.gq.com/story/studded-menswear-for-spring)] is still going strong and there’s no better way to jump on the trend than a punk-infused leather belt.
Levi’s
Heritage Tote-all Bag
Watch your back, L.L.Bean.
Levi’s
505 Regular Fit Corduroy Pants
A buttery pair of cords is essential for fall style. Slammed together with five-pocket jean details from the OG and you’ve got some cords that look less stuffy.
Levi’s
Union Rugby Shirt
Bring back the glory days of ’90s style with this striped rugby. Pair it with baggy chinos or jeans and a pair of canvas sneakers and you’re an instant ’90s baddie.
Levi’s
Classic Worker Flannel Overshirt
Is it a coincidence that ‘flannel’ contains ‘fall’? Yes. But it is it a coincidence that this shadow plaid flannel shirt is on sale? Or is it fate?
Levi’s
Thermal Raglan Crewneck T-shirt
We’re predicting this season to be a very waffle-y winter.
Levi’s
568 Loose Straight Carpenter Jeans
Workwear striped carpenter pants are a sick move whether you’re gearing up to remodel a house or to running out to meet the homies for brunch.
Levi’s Cyber Week FAQ
What are the best things to buy at Levi’s?
Levi’s invented the blue jean as we know it, so the answer starts—and mostly ends—with denim. The 501 became the uniform of brooding American icons like Brando, Dean, and Springsteen, and it’s still our go-to fit today. Beyond the classics, the brand’s new Blue Tab label offers modern, more design-forward takes, while Levi’s Vintage Clothing resurrects archival gems with museum-grade accuracy. Together, it’s the full spectrum of why Levi’s remains the gold standard.
This year in the US, Black Friday is on Friday, November 28, a day after Thanksgiving. While that’s the official date, many retailers roll out deals throughout November. You can expect the biggest discounts to happen between Thanksgiving and Cyber Monday, but be on the look out for retailers to launch sales early.
Cyber Monday lands on December 1 this year, the Monday after Thanksgiving. Most brands keep the deals rolling through the week—but don’t bank on it.
