Flap or Reissue? And a 226 or a 227?

If one already owns a medium classic flap, would it be more advisable to buy classic jumbo or re-issue as a bigger bag? Further, should the re-issue be 226 or 227?

TIA!
 
I have the black metallic and silver reissues in 226 size and love them. I also have an e/w classic in black caviar, it is probably my most versatile Chanel bag. I tend to go for limited edition bags which I why I chose the reissues over the classic flap. Also thought the jumbo looked to big on me.