“with how often” is correct and usable in written English.
You can use it when you want to ask about the frequency of something. For example, "With how often do you visit your grandparents?".
The software is concerned only with how often keywords appear, not with context.
I make the driver jealous with how often I bring up my ex-drivers.
"I think that has to do with how often you apply them, the penetration and patient persistency and expectations".
But by the early 1800s, people started getting fed up with how often lottery administrators absconded with all the cash.
To hear him and Dr. Tauer tell it, the problem might be the very questions I started out with: How often should I let Milo win?
The horrors of mankind have everything to do with why we commit terrible acts, and nothing to do with how often or under what conditions we do them.
Of course he loved Harry, but as a classical actor he did get fed up with how often it came up.
It might be more to do with how often you switch between languages, rather than how many different languages you speak.
This is a nationwide crisis that has more to do with interest rates and business cycles than with how often and why people sue.
The problem isn't with how often it's done but with the nature of a verbal reward — how it's intended and especially how it's construed.
