Now's Your Last Chance to Save up to 50% Off Menswear for Prime Day

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UNLIKE BLACK Friday and Cyber Monday, Amazon Prime Day fashion deals come twice a year now! This time around in the form of Prime Big Deal Days, which yesterday on October 10, and ends today October 11. With these October's Prime Day fashion deals, you can get an early jump on your holiday gifting for men—well before Black Friday—or just treat yourself to a wardrobe upgrade.

SHOP ALL PRIME DAY FASHION DEALS

As if that weren't enough good news, our editors have assembled some of the best early Prime Day fashion deals for you to get a head start on the action, so you don't have to comb through Amazon's massive clearance inventory. We sifted through the best clothing brands on Amazon to spot discounts on wardrobe essentials like t-shirts, dress pants, jackets, watches, socks, and underwear. It has never been easier or more affordable to stock up for yourself and start knocking off your holiday shopping list nice and early. So check out these killer early Amazon Prime Day fashion deals—some as much as 50% off—before Prime Big Deal Days ends today, cause this stuff will sell out quickly!

Best Prime Big Deal Days Clothing Deals

VIEW ALL MEN'S CLOTHING DEALS

Pallas Short Sleeve Polo Shirt

Saltwater Quarter-Zip Pullover Sweater

Dress Shirt

505 Regular Fit Jeans

Stretch Chino Pants

Sueded Fleece Sweatshirt

Rival Fleece Pants

Classic Double Breasted Peacoat

Essentials Warm-up Open Hem 3-stripes Tracksuit

Workday Smart 360 Flex Pants

Hooded Down Jacket

Straight Leg Jeans

Lightweight Jersey V-Neck Sweater

Men's Fleece Jogger Pant

Impact Run 5 Inch Short

Best Prime Big Deal Days Shoe Deals

VIEW ALL FOOTWEAR DEALS

V-12 Sneakers

Rockland Chelsea Boot

Wolverine mens Overpass 10" Composite-toe Wellington Boot, Brown, 10.5 X-Wide US

997H V1 Sneaker

Gel-Kayano 29 Running Shoes

Tilden Walk Oxford

OriginalGrand Knit Wingtip

Indoor/Outdoor Moccasin Slipper

510 Unisex Slip-On Boot

Bushacre 2 Chukka Boot

Tour360 22 Golf Shoes

Wave Rider 25

Nano X2 Cross Trainer

Unisex Slippers

Grand Crosscourt Wingtip Sneaker

Best Prime Big Deal Days Watch Deals

VIEW ALL WATCH DEALS

Apple Watch Series 8 [GPS 41mm]

Stainless Steel Quartz Watch

Promaster Dive Eco-Drive Watch

Marine Star Series C Chronograph Quartz Watch

MTGM900DA-8CR Tough Solar Atomic Sport Watch

"Bambino Version 8" Japanese Automatic Dress Watch

T5E901 Ironman Classic

Gentleman Stainless Steel Dress Watch

Signatur Three-Hand 40mm Minimalist Watch

Classic II

SWR049

Mossy Oak Men's Expedition Scout

Quartz Stainless Steel and Leather Chronograph Watch

Galaxy Watch 4

Pixel Watch

Read more: Prime Day Watch Deals

Best Prime Big Deal Days Underwear & Socks Deals

Performance Boxer Brief Underwear (3-Pack)

Cotton Classics 5-Pack Boxer Brief

Classic Cotton Loose Knit Boxer Shorts, 4 Pack

656s Cotton Crew Athletic Socks (6-Pairs)

Ankle Sports Socks, 6 Pairs

Heavyweight Merino Wool Blend Short Crew Sock

Make sure to stay tuned for updates on these best Prime Day fashion deals, because the bargains only get better from here. There is no better time to upgrade your fall wardrobe but you have to stay quick on your browser's refresh button because these deals come in hot and fast. Like every five minutes fast, during peak hours. Some of our favorite menswear brands like Adidas, Vince, and Cole Haan are included. We'll keep a cheat sheet of the best prime day fashion deals right here for your convenience.

What Is Amazon Prime Big Deal Days?

Prime Big Deal Days is Amazon's second Prime Day event of the year, another annual 48-hour deal event exclusively for Amazon Prime Members. According to Amazon, Prime Big Deal Days started on October 10 through October 11 as a way to "shop some of Amazon’s best early holiday deals". Like Prime Day, Prime Big Deal Days includes deals on everything from fashion, electronics, fitness equipment, home, and more.

When Is Amazon Prime Big Deal Days 2023?

According to the official press release, Amazon’s second annual two-day savings and shopping event stared on October 10 and runs through October 11.

What Does Amazon Prime Big Deal Days Fashion Deals Include?

Prime members this year can enjoy significant savings on renowned men's clothing brands on Amazon such as Goodthreads, Bruno Marc, Hanes, Legendary Whitetails, and more. They can also take advantage of exclusive discounts on new Amazon-exclusive deals from brands such as Alo Yoga. In addition, Prime members have access to the lowest prices offered by Amazon so far this year on selected products from a diverse range of menswear brands including Hey Dude and Amazon Essentials.

Who Can Participate in Amazon Prime Big Deal Days?

Prime Big Deal Days sales are exclusive to Prime members. You can sign up here if you're ready to make that commitment. A Prime subscription is $14.99 a month, or $139 per year. While that end-of-year number may sound like a lot, you do get a bang for your buck. On top of exclusive access to Prime Day deals (including loads of Prime Day fitness deals), you also get two to same-day shipping on select items. (Also: Amazon is offering 30-day trials for new customers, just in case you're not ready to pay full price, so you can time your sign-up to the dates of Prime Day this year.)

Shop More of the Best Prime Day 2.0 Deals, Below

Prime Day Tech Deals | Prime Day Sneaker Deals | Prime Day Watch Sales | Prime Day Hoka Deals | Prime Day Garmin Deals | Prime Day Apple Deals | Amazon Secret Coupon Page | Prime Day Golf Gear Deals | Prime Day Cole Haan Deals | Prime Day Asics Deals

Bookmark this page as we'll be updating the best Amazon Prime Day fashion deals here as the event continues, with the best deals on men's clothes, footwear, accessories, and more.

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