it isn't a 1 in 30 chance that they could all tie....it's more like 1 in 360....but you are right, definitely not out of the realm of possibility.
Those chances get better as long as no one goes on a tear the final week or so.
P(BOS & NYY tie at 95-67), I think you have to split up a bit because they're not independent since they play each other -- split into H2H and non-H2H. Same with CHA-CLE games.