33 Best Cyber Monday Shoe Deals 2023: Last-Minute Kicks

By now, the best Cyber Monday shoe deals are winding down, but they’re not entirely finished. So in addition to turning up all the best menswear clothing deals, we’ve managed to round up all the best shoe deals (and boot deals, and sneaker deals, and loafer deals, etc.) across the entire Cyber Monday field of battle, returning home with only the choicest options.

The Cyber Monday Shoe Deals Hit List

Here are 33 of the buzziest Cyber Monday shoe deals we’ve unearthed so far—sneakerhead-approved kicks, trail-ready hiking boots, royally cozy house slippers, and more. Get in while you still can.

Looking for more Cyber Monday sales? Here’s every single good deal we’ve found so far. And check out the rest of our ongoing Cyber Week coverage, broken out by category, below.

Even More Cyber Monday Sales + Guides from GQ

The Best Cyber Monday Sneaker Deals

You’ve seen the annual holiday car ads and wondered who, exactly, is actually putting a Lexus under the tree. Coming home to a shiny new sedan might not be in the cards, but scoring a pair of excellent new sneakers (that you’ll get plenty of mileage out of) definitely is.


Stinson ATR 6 Trail-Running Shoes

Run in the utmost comfort with Hoka’s bestselling cushion midsole reinforced with an extra grippy outersole.


The one skate shoe you can wear where no one will ask if you can even ollie.

New Balance

Made in USA 990 v5 Running Shoe

It’s only a dad shoe if you think dads are the only people who appreciate easy-wearing, absurdly comfortable sneakers.


Go ahead and let your GORP-flag fly.


Handball Spezial Sneakers

You’ll never tire of soft, buttery suede kicks at a price like this.


Sneakers that can handle the trail and the neighborhood block with both agility and panache.


Another sneaker throwback that looks fresh as ever.

The Best Cyber Monday Boot Deals

We’re officially in “cover your ankles” season. Let a pair of Chelseas become your new everyday, everywhere footwear, or nab some hikers that can handle trails and trash days in the city. All these boots were made for walking, hiking, stunting…you name it.


Commando Waterproof Chelsea Boot

Make sure your feet are splash-proof all season long in these rubber champs.


Stow Leather Brogue Boots

Class act boots that can handle a little roughing up.


All Weather “Andres” Boot

The beauty of a boot like this is that it dresses everything up a notch, but doesn’t mind getting dirty.


Moab 3 Mid Waterproof Hiking Boot

Nothing nails the rarified combo of outdoors cred and style bona fides like Merrell’s Moab 3 (a.k.a., the Mother of All Boot). Which is also why we honored it among GQ Recommends’ first-ever All-Stars lineup.


With buttery, suede uppers these boots are primed to take on whatever dresscode the holidays throw at you.

Toga Virilis

Embroidered Chelsea Boots

Fancy yourself a pair of charming new boots? With their embroidered uppers and low stacked heel, you can’t miss in these stylish stompers.

The Best Cyber Monday Loafer Deals

We’ve long maintained that the best loafers can sneakily do everything, from anchoring a suit to Saturday brunch. If you agree, and your reigning go-to loafers are looking a little run down, do yourself a favor pick up a new contender. If you’re new to the slip-on superhero, now’s your chance to join the team for a song.

Cole Haan

Pinch Penny Slip-On Loafer

There’s something wonderfully in-sync about a pair of “pinch-penny” loafers this handsome being on sale for $25 off.


Weejuns Heritage Larson Leather Loafers

Nothing beats getting the OG penny loafer for an unbeatable price.

Our Legacy

Extra sturdy Vibram soles so you can stomp around town in style and in dry socks.

Stefan Cooke

One way to liven up your dusty oxfords, a big ole daisy.

Jacques Soloviére Paris

“Alexis” Shearling Loafers

When you want to dress up but refuse to compromise on warmth, these are much better than trying to pass off your shearling slip-ons as actual shoes.


Penny-Slot Leather Loafers

A penny for our thoughts? These luxe loafers won’t last long with a deal like this.

The Best Cyber Monday Dress Shoe Deals

Holiday dinners are back, and trust us, you don’t want to wait until the last minute to lock in your fancy footwear. From daring Chelsea boots to very classic (and very right now) oxfords, there’s a bevy of deals on dress shoes to flex on your hosts, be they friends or future in-laws (*deep breaths*).

Wales Bonner

Symphony Leather-Trim Calfhair Loafers

Elegant loafers crafted in Italy from the finest calf hair, nearly 50% off. Music to our ears.

Allen Edmonds

The thing about these tasseled oxblood loafers is that they’ll turn any fancy occasion into a “soiree”—but they’re quietly more fun to wear with just some jeans and a rugby shirt.

Tom Ford

Neville Woven Leather Loafers

When you want everyone to notice your footwear for the right reasons.

Paul Smith

Handcrafted in Portular with supple calfskin uppers these almond-shaped loafers are “C” lassy.


Lymm Lace-up Leather Derby Shoes

Leather uppers so polished you could eat right off of them.

The Best Cyber Monday Slipper Deals

Between holiday parties and holiday shopping, you’ll be on your feet more than ever. When you’re finally back home, slip into a pair of ultra-plush slippers crafted from buttery-soft suede or lined with toasty shearling. (And don’t be stingy: everyone’s happy to get cush, cozy slippers under the tree.)


Boston Embossed-Suede Clogs

The famed Bostons can be yours for less than $100 (basically unheard of these days).


Clog of the season, turned clog of the year.


Where the wild things are: your feet.

John Lobb

We dub thee “Sir Chill af”.


“Brendan” Memory Foam Clog

Memory foam so that when you’re walking around outside and people ask, “Are you wearing your slippers outdoors?”, you remember that there’s a reason you refuse to take off these clogs.


Sherpa-Lined Suede Slippers

The kind of slippers that make you regret having to change into outside shoes.

The North Face

ThermoBall Traction Mule V Slippers

Like a puffer coat for your feet putting in overtime.

Lands’ End

Suede Leather Moccasin Slippers

Grandfather slippers never looked so haute.

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