The best cycling glasses have come a long way, with the likes of the Oakley Vanguard smart glasses coming loaded with features that would be more at home in the best bike computers, with a price tag to match.
This example of smart tech in sunglasses will most likely be the future for sports sunglasses, but at $500, I’ll happily pass on those for now.
For Amazon Prime Day, it’s one of Oakley’s most iconic sunglasses, the legendary Oakley Jawbreaker, that I’ve found with a massive discount. You can grab a pair of Jawbreaker sunglasses for $174.95; a huge 35% discount and a saving of $93.
Get Oakley Jawbreaker Sunglasses with $93 off at Amazon.
This is one of the lowest prices I’ve ever seen on these Oakley sunglasses, beating the previous best from Black Friday last year. At this price, there is no better time to grab a pair of what are iconic models, that have been worn by the equally iconic Mark Cavendish throughout the majority of his career.
They might not help you sprint as well as the Manx Missile, but they look very cool, and that’s what’s made the Oakley Jawbreaker stand the test of time as one of the best cycling sunglasses ever made.
Below I’ve listed the details and prices of the best Oakley Jawbreaker deals on Amazon, plus our current best overall choice, the Oakley Encoders, and just in case you feel like breaking the bank, the Oakley Meta Vanguard.
And talking of cycling deals, with two days still to go, our Prime Day 2026 Live ticker is the place to find all the best deals as we find them.
Below you’ll find the best Oakley deals for your location and currency.
Be sure to check out our Prime Day 2026 Live ticker, and there you’ll find all the best cycling deals as they appear.