Cyber Monday 2023: The Best Shoe and Boot Deals for 2023
Looking for the best deals in 2024? Check out the new page here: https://100wears.com/black-friday-2024-the-best-shoe-and-boot-deals-for-2024/
11/29 UPDATE: With Black Friday and Cyber Monday in the rear view mirror, I don’t think any new deals will be popping up. I’ll leave this live in case anyone wants to check, but won’t be updating. Hope you picked up something great!
Boys (and ladies shopping for men’s footwear)! It’s that time of year again. I may be posting this on November 15th, but the Black Friday deals have already started. Here I’m going to be tracking all the best deals for those looking to pick up a new pair during this year’s sales.
I’ll be updating this sale as time goes on, especially once we get closer to Black Friday itself. [Last Updated: 11/28/2023]
Just a heads up, some of the links below are affiliate links. They don’t cost you anything extra, but there is a commission if you buy through them. However, I always pick the best deals to post below with no preference.
See a deal I missed? Shoot me an email at 100wears@gmail.com or send me a DM on Instagram (@100wears_reviews or @100wears_sneakers).
- Stitched Footwear
- Sneakers
- Socks & Accessories
Stitched Footwear
Alden Cyber Monday
Lost & Found
OK, this might not be a Black Friday sale in a traditional sense, but if you’re looking to pick up a pair of shell cordovan Aldens in the United States, there is currently some currency arbitrage going on at Lost & Found. Sizing is limited, but there is still a chance to save around 10% on a pair (a substantial amount on a pair of shell Aldens!).
Sizing can be limited, but there are several 7D, 8D, 8.5D, 11D, 12D left.
There is a Color 8 Indy at $837 (US Retail $919), Leisure Hand Sewn in Color 8 for $781 (US Retail $855), Black Chukka Boots for $781 (US Retail $899, Black Plain Toe Boots with Crepe Soles for $800 (US Retail $919), Color 8 Plain Toe Boots with Crepe Soles for $814 (US Retail $919), and Black Longwings for $762 (US Retail $896), Black Plain Toe Bluchers for $837 (US Retail $876).
Allen Edmonds Cyber Monday
Allen Edmonds has changed up their sale for Cyber Monday. They are offering 25% off with code CYBER. Unfortunately, the shoes they had on sale for Black Friday went up in price so they are slightly more, but shoes they didn’t include (like their shell cordovan) are included in the code.
has started a Black Friday sale that is pretty easy to follow: all shoes are $199, all boots are $249.
Styles are fairly limited, with most of them coming from designs that are not typically sought out, but there are a few gems. I’d definitely consider the Fifth Avenue for $199, and the Freeport might scratch that Indy itch if you don’t want to go with an Alden-made boot.
Last year Allen Edmonds ended up doing a similar early sale, and adding a site-wide sale on the actual day of Black Friday. If you are looking for a specific pair, it might be worth waiting.
BLKBRD Cyber Monday
The affordable shoemaker who took Reddit by storm a few months ago has started a tiered Black Friday sale. Order 1 pair and use code THANKS11 for 11% off, order 2 or more pairs and use code THANKS15 for (you guessed it) 15% off.
I’ve personally never tried the brand, but in my eyes they have not quite nailed down their boot lasts yet – however their oxfords look great. Be sure to dig through and compare prices. What might seem like minor changes between models can sometimes cut the price in half. Their best sellers is a good place to start.
Carlos Santos Cyber Monday
If you’re interested in a few pairs of Carlos Santos for Black Friday, the Noble Shoe is offering a discount if you pick up multiples. More specifically, 20% off 2 pairs and 25% off 3 or more.
Being a flat discount, the best one for you will just be whatever style you prefer. Personally, I’d take a look at the austerity brogue they offer. One of just a handful of companies who still make the style, this is just about the most affordable way to get the look. If you want something a bit less formal, they also make a very good looking Chelsea, particularly in this brown suede.
Caswell Boot Co Cyber Monday
Caswell Boot Co is a newer brand, but having had the chance to speak with the founder, there is a ton of passion. They are offering a few different things for Black Friday, depending on what you’re looking for.
For in-stock boots (including seconds) Caswell is doing spend $350 get 10% off, spend $400 get 15% off. There are a ton of options available – I’d suggest taking a look at the Shaw in Whiskey Predator if you’re looking for a single thing. Priced just over the $350 mark, it lets you get a great boot at $329. If you’re a bit more adventurous, I’d take a look at the Wilson. It’s already on sale, so you’ll need to add some accessories to get it to $350 or $400, but it’s a handsome boot.
If you just like being the first on the block to have something, their yet-to-be released sneaker is available in exactly one size (40).
If you prefer to go MTO, Caswell is offering a leather toe puff and/or a Dr. Soles outsole upgrade for free. I personally prefer unstructured toes, but the Dr. Sole upgrade is a great option to have.
Cobbler Union Cyber Monday
Cobbler Union hasn’t started Black Friday officially has officially started Black Friday, but did add a number of shoes and boots to their Factory Outlet for some really good prices. Many are around half off.
Sizing is extremely limited with most pairs only having 1 size available, so it’s hard to make any broad recommendations. However, pricing runs from around $250-350 and every one is a steal if they have your size.
Grant Stone Cyber Monday
Grant Stone kicked off the festivities this year with 20% off carts more than $400, no code needed.
[CYBER MONDAY UPDATE]: For cyber Monday, Grant Stone is offering a limited edition of their new Garrison using Castagno Minerva Veg Tanned Leather.
The only real rub here is that Grant Stone shoes and boots are already on the more affordable side, so you won’t be able to hit $400 with one pair. You can throw in a hat or pair of shoe trees from their accessories page to get there though.
Personally, I’d suggest checking out their new Garrison Boot. It’s a WW1 inspired boot and looks great. They come out to $304 after the discount. If you want something a bit more classic, the Cap Toe is a great boot for the same price.
Of course, I couldn’t post about Grant Stone without mentioning my favorite pair of footwear I own: The Grant Stone Tassel Loafer. Priced at $262 after the discount in Suede ($278 in Brown or Black), I strongly suggest you pick up a pair.
Golden Fox Cyber Monday
Golden Fox offers just about the most affordable boots out there, and this Black Friday they are even more so.
On Golden Fox’s website, they are offering up to 60% off. Most of them are a lot less than that, but you’re able to find a serviceable pair of boots for between $70-90. I’d also suggest checking out Amazon as well. Some boots are more affordable on Golden Fox, others are more affordable on Amazon.
In fact, what I think are their best boots – the Moc Work Boots – are more affordable on Amazon. $59 if you’re a size 7.5 or 13, $89 if you’re not.
Helm Boots Cyber Monday
Helm Boots, the brand based out of Austin, Texas, launched their Black Friday sale with 30% off site wide, no code needed.
If you’re looking for a recommendation, I would suggest taking a look at the Zind in Teak, priced at $206. An absolute patina monster, this is a boot that we took a look at and really liked how they developed over time.
Another option I can recommend is the Xander sneaker. It is a surprisingly tough sneaker, and comes in at a price well below brands like Nike or Adidas at $122.
Jay Butler Cyber Monday
Jay Butler has started their Black Friday deals with 20% off site wide using code JBBF2023. Jay Butler offers really comfortable loafers out there that blend casual and formal. I personally suggest taking a look at the Olive Green Penny Loafers, priced at $200. I still have my pair from years ago and wear them reguarly.
They also have a lot of new and interesting leathers since 100wears last took a look. Now featuring Capybara, Ostrich, Alligator, and more.
Jim Green Cyber Monday
Amazon
While I’ve never personally tried them, it’s hard to argue that Jim Green hasn’t made a name for themselves in the past year or two.
While they are having their own Black Friday sale, the best deals are actually on Amazon with most pairs a full 50% off (click a size to see pricing). Personally the I’d take a look at the Razorback for a frankly unbelievable price of $89.99 (also in Steel Toe for $95). They also have their Chukkas for a Stacy Adam’s-esqe price of $64.99, and the Chelseas for $84.99.
At this price and with free returns (as long as you have prime), this is a pretty low risk way of picking up a pair of Jim Greens.
Jim Green Boots
If you prefer to buy directly from the manufacturer, Jim Green has a number of pairs on sale on their own website. Price as marked. This isn’t as good as Amazon, though there are a lot more options.
The biggest deal is the Monster Waterproof, down to just $50. Sizing is pretty limited on this one, though. Elsewhere, the Outback Chelsea is available in Brown, Fudge, and Khaki, each priced at $109. Their Rambler Vellie Chukka is $99 in Black, Chestnut, Chocolate, Khaki, Brown, Tan, and Fudge.
What most people will probably go for is the Razorback. The base Razorback is $149 in Brown, Fudge, and Tan, with the Steetoe and Wedge being priced slightly higher at $159.
JK Boots Cyber Monday
JK Boots has started their Black Friday sale a little early with $50 off any in stock boot, or $100 off any custom pair [NOW: $60 off in stock boots, $120 off MTO]. No, that doesn’t make sense to me either, but hey – custom boots are great!
I’d definitely be tempted to go towards the custom route unless you really need a pair now. Unlike Nicks and White’s, who have lead times that extend into your children’s lifetimes, the wait here is only 8-10 weeks. The Superduty, their main line boot, comes out to $575, and the less intense O.T. is $549.
John Lofgren Cyber Monday
In what I think might be a first, the Japanese-brand John Lofgren is included in a Black Friday sale. Franklin & Poe are offering 15% off with code BLACKFRIDAY15.
Options are a bit limited, but they have the Donkey Puncher for $896, and the Olive CXL Combat boot comes out to $833.
Neither of these are cheap, to be sure, but if you’re looking for a John Lofgren boot this is about as good as it gets. I’d also expect these deals to be pulled by F&P at some point, so if you’re on the fence I wouldn’t hem and haw over this one.
Joseph Cheaney Cyber Monday
Joseph Cheaney might just be the best mid-level footwear brand out there for the guy going into the office. If you wanted to pick up a pair on Black Friday, Brooklyn Tailors is offering 20% off with the code BLKFRIDAY23. [UPDATE: Now 30%!, use code CYBERMON23]
There isn’t a ton of selection, but great basic options. I’d personally take a look at the Lime Oxford for $324. It’s a solid black Oxford and should last you decades of wear. If you’re feeling a bit flush, you can upgrade to the Alfred Oxford for $80 more.
If you want something more casual, the Deal II can be had in Black or Mahogany for $392.
Meermin Cyber Monday
Meermin is offering up to 40% off some models for Black Friday.
Options are somewhat limited in sizing, but there are a few worth checking out. If you like tassel loafers, this pair for just $136 is hard to beat. If you’re more of a boot guy, this is a pretty good Service Boot make up for $195. Of course, buyer beware and all of that – these are final sale!
Oak Street Bootmakers Cyber Monday
Oak Street Bootmakers is offering up to 30% off site wide, price as marked. Nothing is off limits, though unfortunately their really cool USN Field Shoe sold out in seconds.
If it were me, I’d be taking a look at their field boot with 30% off. Coming in at $362 for a fully made-in-America boot in the excellent Elston last, there is almost nothing to complain about here. Their more formal lakeshore boot is also 30% off, coming in at the same $362. Though I prefer the look of the Field.
Long term readers will remember my infatuation with their rough-out Camp Moc, and it’s included in this sale for a very appealing $208. Their more formal loafers range from $257-297.
Their limited edition stuff is included as well. Some of the picks here are the toscanello horse rump mocs and boots, plus their Natural Iron Overdye Boots.
Also be sure to check out their accessories (more specifics below).
Parkhurst Cyber Monday
Parkhurst has started their second annual Black Friday sale, with 15% off your purchase using code BLOATED. This sale is sitewide, and includes seconds and samples.
Of course, the best deals here are on the seconds and samples, assuming you’re OK with minor flaws. Sizing in these are pretty limited, though, with the Richmond in Oak Rambler having the most at 4.
Unfortunately, sizing availability doesn’t get too much better in the mainline boots. The Richmond in Rust Waxy for $304 has a full size run, same with the Niagara in Weathered Henna ($355). However, Parkhurst almost never goes on sale, so it’s definitely worth poking around and seeing if they have something in your size.
Rancourt Cyber Monday
Rancourt is offering 25% off most items using code BFCM25. Excludes sale items and, unfortunately, shell cordovan (I had a pair of shell boat shoes on my list for this year!). Sale items have their own discount, though – an additional 20% off, price as marked. Note all sale items are final sale.
The steal here (if they have your size) is the Read Boat Shoe in Eggplant or Natural for $140 and $150 respectfully. If they don’t I’d suggest taking a look at their “Maine Classics” section. Its the type of shoe Rancourt is known for.
Red Wing Cyber Monday
Quick heads up on all these Red Wing sales. Red Wing does not like their retailers putting their stuff on sale, and will ask their retailers to take down sales. Any of these could go down at any minute, so apologies in advance if you click a link that’s dead.
Stag Provisions
Stag Provisions is offering 20% off site wide, no code needed. That gives some pretty attractive options on Red Wings. The one I would suggest is the Irish Setter branded Moc Toe in Oro Russett Portage – a Japan Exclusive Model that Stag got their hands on. At $288 it isn’t the cheapest, but its a really cool look. I’d pick up a pair myself, but my 11.5 is the only size they don’t have!
Other great options are the upgraded 1907 Moc Toe for $264, or the regular moc toes in Oro Legacy, Portage, Hawthorne, and Black.
If Iron Rangers are more your style, they have the Hawthorne, Black, and Amber each for $280. Or you can get the wedge soled version in Oro Legacy or Amber for the same.
Franklin and Poe
Franklin and Poe are offering 20% off most of the site using code GOBBLER23. The sale includes all Red Wing products.
If I was buying a pair, I’d be getting the 2023-exclusive color Black Cherry in their Moc toe, priced at $256, or the 8-inch Classic Moc Toe for the same price. If you prefer more classic designs, they also have the Moc Toe in Oro Legacy, Portage, Hawthorne, and Black.
One offering Franklin and Poe have that nobody else has on sale at time of writing is the Rough Neck Moc Toe for $256.
They also have the Iron Rangers at $280, available in Black, Copper Rough & Tough, or Amber.
Iron Shop Provisions
Iron Shop Provisions is doing 20% off site-wide, including Red Wings.
TLB Mallorca Cyber Monday
TLB Mallorca – the Mallorca-based footwear maker, is offering either up to 15% (mostly 10%) off in-stock items, or a free matching belt and shoe tree on MTO.
I have not personally tried them before, but they are one of the few companies still offering an austerity brogue – priced at $330 EUR – so they can’t be too bad! In all honesty, they are run by a former owner of Yanko, so they quality should be top notch. Definitely worth checking out if you need some shoes for the office.
R.M. Williams Cyber Monday
Just like previous years, the best deals on R.M. Williams comes from a place you might not expect: Amazon.com. This year, they are all discounted 25% from MSRP, coming in at a price of $404.
Included is the most popular model: the Comfort Craftsman in Chestnut. Also available are the Craftsman in Black, Craftsman in Black Suede and Brown Suede. If you want to move beyond the Craftsman, the Turnout (my preferred model, review here) is available in Chestnut.
Unmarked Mexico Cyber Monday
Unmarked has started Black Friday with 25% off sitewide using code BLACKSALE. This includes sale items, but be aware that anything bought with this code is final sale.
If you’re not familiar with Unmarked, they make a bunch of really wild styles at pretty affordable prices. Everything from European-style Chelseas, PNW logging boots, sneakers, and more.
If I was picking up a pair from them this year, I think I’d go with the Archie LTT boot in glazed pull up for $312. A more subtle option is in the Tobacco here. If you want something that will patina like crazy, the DB Hunter in Oiled Veg Tanned will look different every timey you put them on, and also come in at $312.
For those who want a more classic design, the DB Hunter in Dark Brown with a half sole comes in at $336.
Viberg Cyber Monday
Franklin & Poe
Franklin & Poe are offering 20% off most of the site, using code GOBBLER23. This excludes most Vibergs, but does work on these already on-sale Halkett boots. With discount it comes to just $448 for these, which is cheaper than Viberg seconds.
At time of writing, sizes 7.5, 8.5, 10.5, 11, and 11.5 were available.
UPDATE:
Franklin & Poe are now offering 15% off most Vibergs with code BLACKFRIDAY15. They also include gift cards, you’re not supposed to then use them on items that are not on sale for Black Friday, but hey, I’m not your mom.
I’m always a sucker for Color 8 no-cap Vibergs, so I’d suggest taking a look at this one for $680. They also have Horse options for $714.
Huckberry
If you want a Viberg Scout Boot, Huckberry has got you covered. As part of their Black Friday deals, they have 3 different make ups, each for under $500. My personal favorite, and the one with the best sizing, is the Scout in Sweet Potato Eco Veg Suede.
If you happen to be a size 12.5 or size 14, they also have the Camel Hair Waxed Kudu and Rock Eco Veg Suede.
Lost & Found
While not a Black Friday sale in a traditional sense, for those based in the United States there is a chance for a bit of currency arbitrage with Lost & Found on their Vibergs. Different colors offer different discounts, but all are less than the current $800 retail price for a CXL Service Boot.
The Black (size 11 and 12) is $688, the brown (size 8, 8.5, 11, 12) is $740, and Color 8 has the most options in sizes 7, 7.5, 8, 9, 9.5, 10, 10.5, 11, and 11.5, also priced at $740. If you don’t like the 2030 last, they also have the 1035 in Natty CXL in a lot of sizes, though the discount is pretty small – priced $781.
Blue Button Shop
Blue Button Shop is offering 30% off site wide, using code BFPS30. All prices on their website in CAD. Sizing is extremely limited, with most make ups only having one size, so it’s mostly about digging through and seeing if there is anything in there that matches what you’re looking for.
Make ups are mostly non-standard, so I’d suggest taking a look and seeing if anything fits both your fancy and your feet.
Wesco Cyber Monday
Finally, someone is coming in with the Wesco deals on Black Friday! Franklin and Poe are offering 15% off Wesco Boots for Black Friday using code BLACKFRIDAY15. As you can imagine, sizes are going fast. I wanted to pick up a pair for myself, but it sold out while I was typing out this update.
The pick of the litter is the Hendrik in Maryam Horsehide for $654, also available in black CXL for $595. The other two options are the Johannes in Roughout priced just over $580, and the Chukka for a very un-Wesco-like price of $382.
Whites Boots Cyber Monday
Bakers Shoe
Bakers Shoe is offering up to 20% off a pair of new whites. Most models on their site do hit that 20%, but there are a few that are a bit less. When you are looking at Bakers, you need to start with their Bounty Hunter – a 350 Cruiser with additional options. I have a pair on order myself! They start at $559 for the normal, or $639 for the Bakers exclusive Latigo.
Another great option is the MP. It’s a really well made and great looking alternative to a more traditional service boot. They come in at $559 as well, and you can read a full review on my personal pair here. For something more affordable, their stitch down line comes in closer to what White’s used to cost pre-pandemic, at $460. This includes the derby style C350 Cruiser and the LTT C350 Cutter.
One thing to be aware of, Bakers charges about $30 more per pair than other White’s retailers. You get more hands on service, but if you already know your size (and don’t want a Bounty Hunter or W&C Latigo), you might be able to save a few dollars elsewhere. Also, shipping times for White’s from Bakers are up around 10 months.
Huckberry
Huckberry is offering potentially the best Black Friday deals out there on Whites – assuming you like the make ups and they have your size. As part of their early deals, they have 3 different pairs of white’s for under $500, and with 2 day shipping and free returns!
You can get the 350 Cruiser in black roughout for $469. The Fire Hybrid Boot for $420. Or, my personal favorite, the freaking awesome 350-CS in Rough Out for $545.
White’s Boots
White’s themselves are offering “Up to 30% off” (almost) sitewide. While there are a few restrictions, such as some of their certified boots, you can find a lot of options.
Some of the best picks are going to be their goodyear welted line. While being 20% off rather than 30%, each of these comes in a few dollars over $300, this puts them on par with many of the sales being offered on Red Wings. This includes the Springdale, Perry 6″, and Perry 8″.
Another option worth looking at is the C350 Cruiser, C350 Cutter, and C355 Logger. At the same price as Bakers, you’ll be able to get them a little bit faster, and (at least where I live on the East Coast), shipping is $12.99 vs. $45.
There are also collabs available, if you’re a fan of Max Schaaf, Born Free, or White’s T Shirts.
Yuketen Cyber Monday
If you were hoping to pick up a pair of the wildest of the American Moc brands, Dashing Chicago has a few of their made-in-America options available at 30% off. Auto applies in card. There are just two options available, the Angler in roughout brown, and the Blucher Kiltie in Grizzly Brown, but if you’re buying Yuketen you probably wanted a brown moc anyway.
Sneakers
New Balance Cyber Monday
Haven
Haven is offering 40% off on (almost) the entire site using code BLACK40. This includes their pretty large selection of New Balance Made in USA models. The best deals are on the 990v6, which hasn’t seen discounts as big as 40% since launch – and I really like this burgundy one for $127. Here is my review if you’re interested.
There are also several 990v2 – my favorite 990 model – for just under $120.
If you poke around, some of these are going for just under StockX prices.
Nike Cyber Monday
Nike
The brand from Beaverton, Nike, has started their Black Friday sale with 25% off using code BLACKFRIDAY. This stacks with the sale section, so that is definitely where you’ll want to look.
There is a “daily deals” section that will change every day up to Cyber Monday, check that out here.
As you can probably imagine, with a company as big as Nike there is a lot to choose from. At time of writing, there were over 1,000 different styles just in the sale section. Sizing is on and off, so the best thing to do is just filter for your size and see what works.
Haven
While the selection isn’t nearly as big as Nike itself, if you want a pair of Dunks, Haven is going to be the place to go. They are offering 40% off using code BLACK40.
Sizes are starting to get limited, but they have this awesome burgundy suede pair and this green and off white pair, both featuring premium materials, for $73.
Saucony Cyber Monday
Stag Provisions
Stag Provisions is offering 20% off site wide, including on their Saucony sneakers. This this is especially good on colorways they already have on sale – with these Triumph 4s for $67, and these Shadow 5000s for just over $50.
Socks & Accessories
American Trench Cyber Monday
If you’re looking for a pair of the famous American Trench socks for a discount, nows the time. Starting today, the brand has 20% off everything, 25% off orders over $250, or 30% off orders over $500. It’s going to be hard to get to $500 with just socks, but hey – do you.
The most famous socks they make are the Kennedy Ankle socks. If you’re a real baller, you can get these hand-dyed real indigo numbers. They also have Wool and Mil Spec options as well.
Camel City Mill Cyber Monday
Camel City Mill is one of the newer brands, but I’ve had the chance to take a look and they make a great pair of socks. For Black Friday, they are offering 20% off any 3 pairs, 30% off any 5 pairs, or 50% off any 10 pairs. This includes both their lightweight and heavy weight socks, but having tried them I suggest going with light weight. It’s plenty heavy.
If you have not tried these before, it’s worth taking a look.
You can check out the light weight here, and the heavy weight here.
Darn Tough Cyber Monday
When you’re buying Darn Tough, you’ve got to go to Go Bros. Great customer service and selection – and they are offering 25% off all Darn Tough socks through Cyber Monday. Lots of options to go through, but I like the midweight boot socks for boots and the light cushion crew for sneakers.
Oak Street Bootmakers Accessories
While you might be going there for their footwear, Oak Street Bootmakers has some good deals on various accessories going on as well.
If you’re looking for Venetian Shoe Cream, they have the 3oz bottle for $4.80 – that’s half the price of Amazon. Their Horsehair brush is not the cheapest you can find, but is a great price for a made-in-America brush at $11.20. The same can be said for the $24 made-in-America Shoe Trees.
Even their knitwear is pretty well priced, with Camp Socks in Indigo coming in for $8.40, and wool hats for $24.