This discussion may contain spoilers!
I haven't heard it mentioned much on the forums, but my sole reason for going with Kenny was to get to Wellington and find Christa. My entire goal for season 2 was to find Christa/get to Wellington and Kenny gave me the best chance (as opposed to Jane who wanted to go back to Howe's).
Honestly, I never was a big Kenny fan. I sided primarily with Lilly in S1 after he salt licked Larry. While the nostalgia was nice for episodes 2 and most of 3, once he beat Carver to death/flipped out on Clem for cutting off Sarita's arm, he lost it. He was an absolute time bomb, just waiting to go off. Then there's Jane...oh Jane, I really did like you. Then you had to go and hatch the most moronic plan in history. At that point with two equally crazy people, the decision was easy: Get to Wellington!
Was this anyone else's goal or was I the minority?