iCloud Passwords Chrome extension stops payment autofill

I don't believe that you can enable both. What you can do is to enable "Save and fill payment methods" in the dialog you have posted. That will allow storing your payment methods in Apple Passwords instead.

The biggest source of confusion and frustration with password managers is that on a typical system, there are often several pieces of software (password managers, browsers, OS) competing to save and fill information. The fact is that password managers only work seamlessly if you choose one and then disable all of the others (including native browser password management).

> What you can do is to enable "Save and fill payment methods" in the dialog you have posted.

That option is disabled due to iCloud Passwords. But I did go to iCloud Passwords extension settings and turned off the 2nd checkbox which is something like "Disable Chrome's auto-fill to prevent interference" and now payment methods do get filled (but of course now you get both popups -- Apple and Google -- when trying to fill in passwords). I think the only real solution is to then also delete all saved passwords from Chrome to prevent this issue.

Just did it, you do need Developer mode to be enabled in order even to see this option btw