Maddon managed the Rays from 2006-14, then left to manage Chicago and last year led the Cubs to their first World Series title since 1908. Chicago entered with a 3½-game lead over second-place Milwaukee in the NL Central.
Montgomery (7-8) allowed one hit in six innings, a one-out homer in the sixth by Brad Miller. Montgomery struck out six, walked one and hit his first batter, Kevin Kiermaier.