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Oakley Jawbreaker Photochromic Sunglasses
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Oakley Jawbreaker Photochromic Sunglasses

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Mfg PartNum: OO9290-14
(10 customer reviews)
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MSRP: $283.00
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Designed for when the world's best are gritting their teeth.

There's nothing else in the peloton that looks so bold as the Oakley Jawbreaker, but maybe that's because it takes a hearty amount of boldness to be able to sweep up as many World Tour sprints as Mark Cavendish has done.

The Jawbreaker is an industry leading piece of tech that was developed as a result of Cavendish's request for a pair of sunglasses that combined both the protection of a full-frame model like the Racing Jacket with the unrestricted field of view of Oakley's RadarLock.

Strong, stylish and versatile.

The highly vaunted O Matter™ frames are stress-resistant and lightweight so they can take a beating while providing all day comfort. Their temples have three adjustable lengths to keep them from interfering with your helmet, and Unobtanium™ ear and nose pads keep the grip up even under intense perspiration. The Switchlock™ design makes swapping lenses a no-hassle endeavor.

In this version, the photochromic lens transitions from Clear to Black Iridium with exposure to sunlight, keeping your eyes adjusted and ready to tackle the road ahead, no matter what nature throws at you.


  • Fast, secure lens replacement with Switchlock™ interchangeable lens technology
  • Lightweight O Matter™ frame material with ellipse metal icon accents
  • Unobtainium™ earsocks and nosepads for increased comfort and performance
  • Oakley performance shield lens technology with HDO™
  • compatible with Prizm™ lenses to enhance color, contrast and detail for an optimized experience
  • Compatible with polarized and Iridium™ lens options
  • Compatible with Oakley Authentic Prescription Lenses
  • Protective soft vault case included

B-Stock - This product has one or more B-Stock units available. These units can be purchased at a discount (see option select). B-Stock units were returned from other customers and may have missing or damaged packaging materials. These units are otherwise as new. The full manufacturer warranty applies. Click Here for more information.


Ordered by Most Relevant First
5 stars
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1 stars
Gotta be the Best..
by Brt
Cycling Enthusiast
7 of 7 customers found this review helpful.

Some things I am real cheap about and it took me at least 3 months before I finally pulled the trigger and bought these glasses, what I wanted was the Polarized lenses with Matte black frames, but events made it so I had to make a decision and I bought these and it was a game changing choice. At first I was not happy that they did not get dark in direct sun light ( they do reduce most of the glare though kind of like clear Polarized), so much so that I ordered a Prizm Road Lens the week after they arrived but during that week of wearing them during 8 plus hours of riding I noticed I could see things that I was not used to seeing and 1 ride I wore my old pair of Smith Attack Polarized on a very sunny day and REALLY wanted my Oakleys. The only time these lenses are a bit edgy is in direct in your face sun rise, but this morning I road a 30 mile loop before work and used the Prizm Road lens because of the sun rise thing and they did cool down the brightness a bit but I could not see anything in the shadow of the shoulder that I am used to seeing with the PhotoChromic lens. These are by far the best riding lenses made and I think BY FAR the best. Lastly add the best cycling frames and I feel silly about not stepping for them a long time ago. I have a large head and these fit and look outstanding, people with smaller heads may have a fit problem..

Reviewed 9/3/2018
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Highly recommended
by davesdog
Casual Cyclist
Birmingham, AL

This are the best cycling glasses I have used in the last 8 years, Compared what I have been using - the Smith Pivlock Arena Max , these fit better, are made much better, don't fog up and look great. Highly recommended.

Reviewed 3/30/2023
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by Dana
Cycling Enthusiast
Santa Clarita, CA
4 of 5 customers found this review helpful.

I used these for around 12,000 miles ('til a crash last week and losing them in a bush somewhere after they flew off my face) - they scratch up fairly easy, and the massive frame around the lens is particularly annoying, especially when looking back as it obstructs vision a bit. The frame also adds weight, causing the glasses to slide down your nose when you get sweaty and ride in the drops. The lens was great in darker conditions, alleviating the need for clear glasses....but riding into fairly direct sunlight, you'll be blinded as these lenses do not get very dark. However, I just upgraded to Shimano S-Phyre R1 glasses, and it took just one ride to determine they blow anything Oakley out of the water in comfortergonomics, visibility, airflow and weight....just have to see how durable they'll be over time. The Jawbreakers look really cool though, but that's about the only thing they have going for them.

Reviewed 3/3/2019
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Nice glasses
by Off Roader
Cycling Enthusiast
San Francisco, Ca.
1 of 5 customers found this review helpful.

Their better than I thought also great lens

Reviewed 12/6/2018
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Great glasses
by Wake777
Competitive Racer
Charlotte, NC
5 of 5 customers found this review helpful.

These are great glasses. Really like the fact that they are photochromic. Lenses turn dark in bright sunlight and turn clear in the shade or overcast conditions.

HDR optics are just as advertised, no burring or distortion of vision. Best glasses out there.

Some may not like that the rim does effect peripheral vision, when looking behind to check for traffic, but doesn't bother me. May want to look at the Oakley Radar photochromic if you think the rim may bother you.

Reviewed 8/10/2018
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Awesome Glasses
by Lalo Rivas
Competitive Racer
Monterrey Mexico
3 of 3 customers found this review helpful.

This are the best cycling sunglasses I've used, I start cycling early in the morning when is dark and finish when the sun is up.. Photo-chromatic is the way to go. Also, I wear contacts and they have perfect ventilation.

Reviewed 7/9/2018
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winter time
by Anonymous
Cycling Enthusiast
santa barbara California, United States

these are great for winter time riding when the sun is low , my other oakleys are too dark for this time of year

Reviewed 2/8/2021
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Jawbreaker sunglasses
by Spachter
norfolk virginia
3 of 3 customers found this review helpful.

Amazing, I got the transition so on later Tides they are clear and dark in the sun. I wear contacts and they are large enough to protect against wind and contacts drying but let air flow so dont fog on rides.

Reviewed 11/3/2017
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photochmic lenses
by vernimal
Cycling Enthusiast
Las Vegas, NV
0 of 1 customers found this review helpful.

Fit great on any helmet, light and comfortable. Interchangeable lenses. Great optics

Reviewed 2/14/2020
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Great visibility
by Napaguy
Cycling Enthusiast
Napa, CA

I like the size, good coverage and great visibility. The lenses are exceptional, they get darker as the sun gets more intense. Could not be happier.

Reviewed 3/22/2019
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