Originally Posted by
exactabox
Potentially flying this exact route (roundtrip) in May or June. Does "not terribly hard" mean that a plain Gold AA member, on an inexpensive economy ticket, could get upgraded to Premium Economy or even Business class? Or is this highly unlikely? Asking for a friend...
If your friend is just hoping for a free upgrade, then there's virtually no chance, as PHL mentioned above.
However, if your friend is willing to use miles/copay (25k + $350 each way) then the chances are decent. There are scattered dates from now through the summer with C space, so your friend could get upgraded immediately, no waitlist.