I have Transitions lenses in my prescription Split Jackets. They’re brilliant. I can do night riding in them and I can ride in the brightest sunniest weather we get in the UK in them, they do everything. They represent the best money I’ve spent on cycling kit by some distance – being able to see properly is kind of important to me.
I should add that my lenses aren’t Oakley Rx lenses, although they do have the real Transitions coating so should be the same. Oakley don’t quite go up to my prescription so I got mine from Extreme Eyewear, who do their own range of more powerful Rx lenses. There are other places that do the same sort of thing, I went for those guys as they’re nearest to me.
I would strongly recommend getting them fitted properly by an experience action sports optician. Rx lenses for wraparound specs like Oakleys are very sensitive to where the lens is centred, just getting a PD measurement from your optician probably won’t cut it. Extreme Eyewear were really good when I went to get mine, they didn’t charge for the fitting and measuring and the process makes sure you get the specs completely right. You’ll probably be coughing up around £300 for lenses and frames, so it’s a good idea to take the time to get sorted properly first time.