Reilly umpired in the World Series in 1984, 1992, 2002 and 2007, and in the All-Star Game in 1982, 1993, 2000, and 2010, calling balls and strikes for the last two contests. He also officiated in nine League Championship Series (1983, 1987, 1991, 1996, 1997, 2001, 2003, 2006, 2008) and six Division Series (1981, 1995, 1999, 2000, 2002, 2007). He also umpired in the 1976 Caribbean World Series.