Champions Cup Boston is an event in the Outback Champions Series for senior tennis players. It is held each year in Boston.
| width=50 | Year ! | width=200 | Champion ! | width=200 | Runner-up ! | width=200 | Score |
|---|---|---|---|---|---|---|---|
| 2009 | Pete Sampras | John McEnroe | 7-6(10), 6-4 | ||||
| 2008 | John McEnroe | Aaron Krickstein | 5-7, 6-3, 10-5 (TB) | ||||
| 2007 | Pete Sampras | Todd Martin | 6-3, 5-7, 11-9 (TB) |