← 1989 U.S. Open Cup →
| April 27, 1989 | 1989 | Region I | Hellenic (MA) | 0 - 2 | New York Greek American Atlas | 1 | ||||
| May 13, 1989 | 1989 | Region IV | Exiles SC | W - L | Unknown | 1 | ||||
| May 14, 1989 | 1989 | Region I | Philadelphia Inter | 2 - 3 | Uprising SC (DC/VA) | 1 | ||||
| May 14, 1989 | 1989 | Region II | Madison 56ers | 1 - 2 | Michelob SC (MO) | 1 | ||||
| June 3, 1989 | 1989 | Region II | AAC Eagles | 0 - 0 | Michelob SC (MO) | 1 | ||||
| June 3, 1989 | 1989 | Region III | Dallas Mean Green | 0 - 1 | HRC Kickers (FL) | 1 | ||||
| June 18, 1989 | 1989 | sf | Region IV | Exiles SC | 1 - 4 | New York Greek American Atlas | 1 | |||
| June 18, 1989 | 1989 | sf | Region IV | AAC Eagles | 1 - 1 | HRC Kickers (FL) | 1 | |||
| July 8, 1989 | 1989 | f | Region IV | HRC Kickers (FL) | 2 - 1 | New York Greek American Atlas | St. Louis Soccer Park | 1 |