Amazon Prime Day 2025: Best Fashion Deals

Amazon's big, two-day savings extravaganza is finally here, with steep discounts on major items from televisions to appliances, but while most shoppers are distracted by the shiny tech toys and much-coveted TV discounts, we're here to  It's no secret that looking good can be costly, especially if you want to kit yourself out in well-made clothes sourced from quality materials, but the savvy shopper can still find a way to outfit himself with a brand new wardrobe without breaking the budget. RELATED: Big Deal Days 2025: Best Grooming Deals To help you get started, we've picked out some of our favorite fashion deals for guys, and we'll be updating this list throughout the two-day event, so you can always get the latest and greatest clothing at the best prices. Best Prime Day Fashion Deals Clothing (Discounts May Vary by Size) IBEX Merino Wool Journey Short Sleeve Crew $85 $61.60 at Amazon.com Calvin Klein Slim Fit Infinite Flex Chinos $79.50 $49.99 at Amazon.com Lucky Brand 410 Athletic Fit Jean $99 $34.99 at Amazon.com Levi's 550 Relaxed Fit Jeans $69.50 $34.64 at Amazon.com Levi's 559 Relaxed Straight Jeans $69.50 $37.98 at Amazon.com Champion Powerblend Fleece Crewneck Sweatshirt $50 $28.88 at Amazon.com Champion Lightweight Lounge Pants $35 $15.38 at Amazon.com Brooks Brothers Cotton Pique Polo Shirt $89.50 $32.61 at Amazon.com Lacoste Short Leeve Pima Jersey Polo $98 $65.15 at Amazon.com Lacoste Short Sleeve Classic Polo Shirt $110 $54.87 at Amazon.com Lacoste Short Sleeve Paris Polo $125 $58.59 at Amazon.com Polo Ralph Lauren Classic Crew, 3-Pack $49.50 $34.65 at Amazon.com Footwear Bruno Marc KnitFlex Mesh Oxford Sneakers $45.99 $38.79 at Amazon.com Cole Haan American Classics Penny Loafer $165 $123.75 at Amazon.com Cole Haan The Go-to Wing Oxford $160 $81.97 at Amazon.com Clarks Shacrelite Moc $90 $40.50 at Amazon.com adidas Gamecourt 2.0 Sneaker $70 $59.95 at Amazon.com New Balance 608 V5 Cross Trainer $84.99 $72.24 at Amazon.com Watches, Sunglasses & Accessories Timex Expedition Scout Watch, 40mm $70 $50.25 at Amazon.com Timex Easy Reader Watch $38.25 $31 at Amazon.com Timex IRONMAN Triathlon Classic Watch $97 $57.20 at Amazon.com Michael Kors Oversized Slim Runway Watch $225 $134.99 at Amazon.com Casio G-Shock XL Watch $110 $75.25 at Amazon.com Bulova Classic 3-Hand Quartz Watch, 41mm  $295 $167.74 at Amazon.com The Ridge Minimalist Slim Wallet $149.99 $99 at Amazon.com Fossil Coachman Quartz Chronograph $195 $124.68 at Amazon.com Citizen Garrison 3-Hand Eco-Drive Watch $250 $169 at Amazon.com Citizen Promaster Diver Watch $395 $296.25 at Amazon.com Oakley OO9154 Half Jacket Sunglasses $162 $121.50 at Amazon.com Ray-Ban Rb2132 New Wayfarer Sunglasses $194 $155.20 at Amazon.com Ray-Ban RB3716 Clubmaster Sunglasses $202 $151.50 at Amazon.com Costa Del Mar Rincon Sunglasses $212 $159 at Amazon.com Looking for more Big Deal Days sales? Check out our sister sites RetailMeNot and Offers.com for so many deals, even Jeff Bezos would be proud.  Not a Prime member? Get a jump-start on your holiday shopping and save by joining Prime or starting a free 30-day trial at amazon.com/primeday.  Be sure to keep an eye on all of our other round-ups on the best Big Deal Days deals in tech, fitness, home, auto, and more. We’ll be keeping you updated throughout the two-day event, and you can follow us today and every day @AskMen on Twitter, Instagram and Facebook for up-to-the-minute tips on the biggest steals of all. You Might Also Dig:​ Big Deal Days 2025: Best Tech Deals Big Deal Days 2025: Best Fitness & Gear Deals Big Deal Days 2025: Best NSFW Deals