Shopping Guides

Where are the Best Shoe Deals? – Labor Day 2021

Looking for the best deals on shoes and boots for Labor Day? We’ll be tracking the various sales as they pop up. If you have one you’d like to share for others, be sure to leave it in the comments below


Cash Back:

One thing you should always keep in mind is to check Rakuten for cash back before you make a purchase. They don’t have every brand, but using them is basically free money. If you’ve never used Rakuten before, if you sign up through this affiliate link you’ll get $30 off your first purchase.

The exact cash back amount changes regularly, but as of the most recent update they have 10% cash back at Adidas, 6% at Nike, 1.5% at New Balance, 3% at Brooks Brothers, 2% off at Allen Edmonds, and more.


Adidas is currently running 30% off with the code WEEKEND. Works on almost everything, including the sale section. The deals are not quite as good as they were on memorial day, but when stacking with cash back you can find some that are worthwhile.


It’s rare to find Alden’s on sale at all, but J Press has a 15% off site-wide sale that includes their line of Alden shoes. The Shell Cordovan Tassel Loafer and Penny Loafer are two of my favorites, but they have a lot of options to choose from. Use code LABORDAY15 at checkout.


Brooks Brothers:

BB is running a fairly expansive sale that includes all of their Golden Fleece line of shoes. We did a review here and found that, while they are not worth the nearly $600 MSRP, at around $200 they are a great value. Sizing is fairly limited, though. A few worth checking out are the Penny Loafers and the Medallion Cap Toes, both $199.

Nicks Boots:

Continuing with their tradition of seemingly random sales, Nicks is offering 10% off boots in any color you like, so long as it’s black. While I’m not a big black-boot guy, if I was picking one up I’d probably be going for the Urban Logger in Black Rough Out for $472. It’s already in stock, too, so no need to wait until boot season is over for it to arrive.

Oak Street Bootmakers:

Oak Street Bootmakers is currently running 15% off site wide. While not the best sale they’ve ever run, it does capture the limited editions. One that is worth checking out is the Lakeshore Jump Boot, which uses the 50-year-old dead stock Vibram 705. OSB has it on sale for $435.20.


Nordstrom is running their “end of summer” sale, which includes some unique vans. There isn’t a ton of selection, but I really like these tie dye print eras with ComfyCush for $23. They also have a Parks Project collab on the authentic for $39.