I used my Walkman a handful of times on flights in the mid- to late 90s purely to see what I could hear at peak altitude. AM was pretty much useless as I remember, but my experiences with FM echo those of other commenters.
I do remember flying from Houston to Detroit on the final day of the 1998 baseball regular season and trying to hear if my Cubs had made it into the playoffs, or at least the 163rd game they would end up playing the next night and winning. I remember picking up KMOX over, I think, western Kentucky and/or southern Illinois, but never got a score. Other than that, I don't remember any specifics about which stations I heard on those limited occasions.
I do remember flying from Houston to Detroit on the final day of the 1998 baseball regular season and trying to hear if my Cubs had made it into the playoffs, or at least the 163rd game they would end up playing the next night and winning. I remember picking up KMOX over, I think, western Kentucky and/or southern Illinois, but never got a score. Other than that, I don't remember any specifics about which stations I heard on those limited occasions.