Every product is carefully selected by our editors. If you buy from a link, we may earn a commission. Learn more
Todd Snyder, Nike and more are all on sale. Don’t forget to scroll down for a list of sitewide menswear sales.
Bookmark this page. We’ll be updating it throughout Prime Day with only the best deals on clothes, watches, grooming essentials and more. Looking for more Prime Day deals? Head over to our Best Prime Day Deals page to see all the top savings of Amazon Prime Day 2023.
Fall is here and you’ve got to get your wardrobe set for the transition to cooler weather. Thankfully, Amazon’s Big Deal Days sale is kicking that off. Whether you’re looking for a chore coat for layering, cooler weather footwear or watches for capping off that ‘fit, you’re sure to find something for you — and, best of all, it’ll be on sale.
Western RiseWestern Rise AT Pant
The AT Pant is ideal for outdoor adventures, traveling or commuting around the city. They have a subtle stretch and are more durable than your average denim — especially at this price point.
MonosMonos Carry-On
In a one-on-one contest between Monos and Away carry-ons, our editor decided that Monos had the upper hand. It rolls smoothly, has superior internal organization and feels more sturdy overall.
RhoneRhone Commuter Shirt – Slim Fit
One of our favorite performance dress shirts, the Rhone Commuter shirt is a perfect garment for our time. It’s comfortable, easy to wear with a bunch of different outfits and is suitable for any season.
AmazonLevi’s Stonewash Trucker Jacket
Probably one of the most recognizable jackets of the last 150 years or so, the Levi’s denim trucker is a wardrobe staple that is ideal for every season, whether it’s a cool summer night or a brisk late-autumn morning.
AmazonSamsonite Freeform Hardside Expandable Luggage
This two-piece set from Samsonite will replace your run-down luggage in one fell swoop, ensuring that you can take your mind off your bags and focus on wherever your trips take you.
J.CrewNew Balance Rainier Trail Shoe
Todd SnyderTodd Snyder Cashmere Turtleneck in Charcoal
Taylor StitchTaylor Stitch The Heavy Bag Tee
If you’re in the market for a heavyweight tee, Taylor Stitch’s Heavy Bag is the best you can buy. It’s also made without water thanks to upcycled yarns, saving 1,200 gallons of water per garment.
HuckberryRancourt & Co. Vintage Venetian Loafer
Loafers are a year-round footwear, and these blend the loaf with a moccasin construction. Handcrafted in Maine, they’re great in the house or at a party.
DysonDyson Airwrap multi-styler Complete Long
The Airwrap is basically never on sale, so $100 off during Prime Day is an absolute steal. Whether you rock long locks yourself or need to find a holiday gift, this is a grail for any long-hair-lover.
HuckberryVans Style 73 DX Sneaker
Everyone needs a pair of vans in their rotation. These pay homage to the original Style 73s and give you a mix up on the classic shoe.
AmazonTimex 38 mm Q Timex Reissue Stainless Steel
This version of Timex’s ever-popular Q Timex line features a day/date window, a stainless steel bracelet and, of course, classic good looks.
Todd SnyderTodd Snyder Seersucker Chore Coat
While this Todd Snyder chore coat is a little lighter in seersucker, it’s still a solid transitional piece — and it’s nearly $200 off.
Kiehl’sKiehl’s Facial Fuel Daily Energizing Moisture Treatment
HuckberryFlint and Tinder 10-Year Full Zip Hoodie
The best upgrade zip-up hoodie you can snag, Flint and Tinder’s 10-Year is a heavy version with a double-lined hood. It’s borderline jacket, which will keep you plenty warm and comfortable in cooler weather. It’s only on sale in the rust color shown, but then again it rarely gets discounted.
AmazonWrangler Cowboy Cut Original Fit Jean
You don’t need to live on a ranch to rock the OG Cowboy Cut denim from Wrangler. They’re supremely comfortable from the first wear and are amazing quality for the price.
J.CrewJ.Crew Midweight Denim Workshirt
This J.Crew denim shirt is one of the top ones you can buy. It’s a great weight, comes with a soft worn-in feel and the color is versatile enough for any look.
HuckberryZodiac Super Sea Wolf GMT Pro Diver Watch
It’s extremely rare to save over $500 on an iconic dive watch like the Zodiac Super Sea Wolf. It’s only discounted through 10/6 though so you better hurry.
J.CrewJ.Crew 1990 MacAlister Boot in Suede
These unlined chukkas are a great option, and this suede version is atypical of the regular leather offering of this boot from J.Crew. They’ll elevate any cooler weather outfit.
NikeNike Air Force 1 ’07 LV8
White AF1s are about as crisp as it gets.
EverlaneEverlane The ReNew Short Parka
In need of an affordable puffer? This boxy, short one from Everlane is made from 100% recycled fabric and filled with 100% recycled PrimaLoft insulation.
Sitewide Sales
- Abercrombie: 20% off hoodies and sweatshirts, plus 15% off almost everything else.
- COS: 25% off sitewide for the Friends and Family Sale.
- Everlane: Up to 70% off a huge sale section.
- J.Crew: Get 30% off full priced items with code SALETIME.
- Kiehl’s: Save 25% sitewide, including Facial Fuel.
- Levi’s: 20% off sitewide and 30% off in-app.
- Mizzen + Main: 20% off with code FRIENDLY20.
- Monos: Save $100 when you buy a set or take 15% off sitewide.
- Mr Porter: Save 25% on select items from Fall ’23 collections.
- Nike: Save up to 40% on Blazers, Air Force Ones and more.
- Ralph Lauren: Save 30% on rugbies, polos and more during the Friends and Family sale.
- Snow Peak: Jackets, pants, tees and more are all on sale.
- Taylor Stitch: Save 50% on shorts, polos, light layers and more.
- Timex: 20% off flash sale, including a handful of Q Timex picks.
- Todd Snyder: 70% off, plus an extra 20% off sale items with code EXTRASALE.
- Uniqlo: Affordable, stylish apparel is even more affordable in the brand’s sale section.
- Zappos: Save on over 13,000 items right now, from shoes to flannels and more.
