I think it's a case of making a mountain out of a molehill
I don't think Chiarelli is doing the wrong thing with saying "never say never", but as mentioned, you just have to go to the introduction presser where he states he wont trade that pick. He's just going to use it to gauge what's available. You know, due diligence. Stuff that people have wanted for years.
Even then, look at the Oilers release of that game: Same Chiarelli quotes, leaving out the "never say never" part. Or the interest of McDavid on the Oilers website.
McDavid is going to be an Oiler come June 26th and it's useless to worry otherwise.