The Cubs' 31 is retired on behalf of Greg Maddux as well as Fergie Jenkins. It looks like it only accepts Jenkins. This is an awesome quiz, and thanks for the update!
I don't know if the Blue Jays have fully un-retired Alomar's number, but he's been taken off the Level of Excellence, and all his banners have come down following the findings of MLB regarding some very serious misconduct allegations.
Feel like some names that are accepted could be a little stricter. I managed to guess 42 correctly by going through a common american surnames, as an aussie who has never watched baseball.
Nice quiz with interesting players! I got all of the Red Sox and all but two of the Yankees. Also, you gotta love Tampa, with two very interesting retirements. Overall, I scored 137/189. Thanks for the quiz!