Unlike Christmas, Amazon Prime Day doesn’t come once a year. The internet’s favorite two-day sales bonanza is back for a second round, and the best Prime Day shoe deals are your chance to get discounts on footwear for the colder climes ahead.

Fancy yourself some fresh Adidas Sambas? Some handsome boots you can wear through fall, winter, and beyond? How about a choice pair of loafers to take your office fits to the next level? You’ll find them all here. Just make sure you act quickly. Prime Day all goes down for the next 48 hours, and the deals end on October 9. We’ll be keeping this story updated with the latest and greatest deals throughout the event, so be sure to bookmark us and check back often.

Sit back, scroll forth, and let your next favorite pair come to you.

For every other worthwhile bargain on our radar, head over to our massive list of the best Prime Big Deals Day sales so far. To receive all our shopping intel going forward, subscribe to the GQ Recommends newsletter.


Our Favorite Prime Day Shoe Deals

  • The OG Canvas Sneaker: Converse Chuck 70 Low Sneakers, $85 $57 (33% off)
  • The Drippy Deck Shoes: Sperry Authentic Original 2-Eye Boat Shoe, $110, $62 (44% off)
  • The Cool-Dad Sneaker: New Balance 997H, $95 $72 (24% off)
  • The Comfy Suede Boot: Clarks Wallabee Suede Boot, $160 $122 (23% off)
  • The Slingback Loafer: Dr. Martens Penton Slingback Loafer, $180 $81 (55% off)
  • The Trail-Ready Shoes: Merrell Moab 3 Hiking Shoes, $120 $68 (44% off)
  • The Giddy Up Dress Boot: Dan Post Winston Dress Boot, $356 $243 (32% off)
  • The Sauna-Like Slip-Ons: Adidas Adilette Aqua Slides, $28 $15 (48% off)
  • The No-Frills Rain Boot: Hunter Original Short Rain Boot, $170 $114 (33% off)

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