I don’t really know which side is supposed to be the front of this medallion, which appears to have been holed at manufacture.
In the left side picture, I set it so the inscription could be read easily; however, when this piece is set with the hole on top, at the bottom, in small letters, is “SOUVENIRS INC N.Y.C.” ( I needed a 10x loupe to read it)
Greater Pittsburgh Airport went into service in 1952 and the Connie (the plane pictured, a Constellation) was retired by United in 1964 or so.
For its age, it’s in pretty good condition. I guess flying was a little bit scary in the late 50s, hence the appeal of a good luck token.