Southwest exclusive flyer here and never had an issue despite flying 30k+ a year on them. The combo of easy to use rewards, MDW departures, always on a 737 (lotta regional flights & I LOATHE tiny regional jets).
The few AA's I get stuck on a year are always a shit show. Smaller plane shows up, tons of people get bumped, I miss meetings, etc etc etc.
The few AA's I get stuck on a year are always a shit show. Smaller plane shows up, tons of people get bumped, I miss meetings, etc etc etc.