Worst position for Chicago: 22.49% on October 30, down 3-1 in the World Series.
Best position for Cleveland: 77.51% on October 30, up 3-1 in the World Series.
Best position for an LCS loser: 24.56% for Los Angeles on October 19, up 2-1 in the NLCS.
Best position for an LDS loser: 18.31% for Boston, before the playoffs began.
Best position for a Wildcard loser: 2.38% for Baltimore, before the playoffs began.
Finally, here are the full playoff results for 2016:
Chicago over Cleveland
CHC 4-3 CLE
League Championship Series
TOR 1-4 CLE
LAD 2-4 CHC
TOR 3-0 TEX
BOS 0-3 CLE
SF 1-3 CHC
LAD 3-2 WAS
BAL 0-1 TOR
SF 1-0 NYM