Hm. . .off the top of my head, I can only think of a few of the characters from Superman/Batman: Generations.
Let's see:
Superboy/Superman (1920s through 30th century)
Supergirl/Kara Kent (daughter of Clark and Lois)
Nightwing (son of Joel Kent, adopted son of Batman II/Bruce Wayne Jr.)
Don't forget Superman from the Red Son Elseworlds series, and there's also Speeding Bullets and Batman: In Darkest Knight to consider. Oh, and JLA: Age of Wonder is a great little series too. Superboy and the Legion, if for nothing else than the Superboy/Kal-El costumes. :p
Does it show that I like Elseworlds?
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-Def.