Well from last season, based on my schedule, the last game ended on April 19th. Playoffs extended all the way to May 3rd/4th(4th if you need to play 3 games) because only the finals are best of 3 whereas the rest are best of 1. So depending when your off-season starts :P the maximum amount of time for the off-season is 3 weeks. According to the last season's winner, they started the next league on May 10th.
By the way, I think teams with same record are ordered by the points difference ( Points For - Points Against), at least that's what it looks like. Or it could be head-to-head as well, you guys can check the matches yourselves :P Good luck.