San Juan 1969 ATP
Final
| Winner | Loser | Score | |
|---|---|---|---|
| Arthur Ashe | d. | Charlie Pasarell | 5-7 5-7 6-0 6-4 6-3 |
Semifinals
| Winner | Loser | Score | |
|---|---|---|---|
| Charlie Pasarell | d. | Ove Nils Bengtson | 11-9 6-2 |
| Arthur Ashe | d. | Jaime Fillol | 6-4 6-3 |
Quarterfinals
| Winner | Loser | Score | |
|---|---|---|---|
| Charlie Pasarell | d. | Bill Bowrey | 6-4 6-4 |
| Jaime Fillol | d. | Jan Kodes | 3-6 6-4 6-3 |
| Ove Nils Bengtson | d. | Brian Fairlie | 1-6 6-3 6-3 |
| Arthur Ashe | d. | Tom Edlefsen | 3-6 6-1 6-2 |
Round of 16
| Winner | Loser | Score | |
|---|---|---|---|
| Charlie Pasarell | d. | Ismail El Shafei | 6-3 6-4 |
| Jan Kodes | d. | Ron Holmberg | 6-3 6-4 |
| Jaime Fillol | d. | Thomaz Koch | 6-4 3-6 6-3 |
| Brian Fairlie | d. | Zeljko Franulovic | 6-2 6-0 |
| Tom Edlefsen | d. | Mark Cox | 7-5 6-3 |
| Bill Bowrey | d. | Ingo Buding | 6-4 6-2 |
| Ove Nils Bengtson | d. | Stan Smith | 7-5 6-4 |
| Arthur Ashe | d. | Nicola Spear | 7-5 6-4 |
Round of 32
| Winner | Loser | Score | |
|---|---|---|---|
| Nicola Spear | d. | Jose Edison Mandarino | 6-2 6-0 |
| Stan Smith | d. | Michael Hickey | 6-2 3-6 6-4 |
| Charlie Pasarell | d. | Jairo Velasco | 9-7 6-1 |
| Jan Kodes | d. | Vic Seixas | 6-3 6-4 |
| Thomaz Koch | d. | Gerald Battrick | 6-8 6-3 10-8 |
| Ron Holmberg | d. | Ilie Nastase | 6-2 2-6 6-4 |
| Zeljko Franulovic | d. | Milan Holecek | 9-7 9-7 |
| Jaime Fillol | d. | John Alexander | 6-0 8-6 |
| Brian Fairlie | d. | Ray Ruffels | 6-3 6-1 |
| Ismail El Shafei | d. | Ivan Molina | W/O |
| Tom Edlefsen | d. | William Alvarez | 7-5 6-4 |
| Mark Cox | d. | Richard Russell | 6-3 6-4 |
| Ingo Buding | d. | Oscar Rene Cruz | 6-3 6-2 |
| Bill Bowrey | d. | Hans Joachim Ploetz | 8-6 3-6 6-3 |
| Ove Nils Bengtson | d. | Luis Ayala | 7-5 7-5 |
| Arthur Ashe | d. | Morton Stern | 6-2 6-0 |
Round of 64
| Winner | Loser | Score | |
|---|---|---|---|
| Stan Smith | d. | Onny Parun | 6-3 9-11 6-4 |
| Vic Seixas | d. | Bobby Odasz | 6-2 6-3 |
| Ilie Nastase | d. | Freddie De Jesus | 7-5 6-4 |
| Jan Kodes | d. | Phil Dent | 6-4 6-4 |
| Ron Holmberg | d. | Peter Curtis | 6-0 6-3 |
| Michael Hickey | d. | Juan Alberto Rios | 6-3 6-3 |
| Ove Nils Bengtson | d. | Juan Ortiz | 6-1 6-0 |
| Luis Ayala | d. | Hamilton Richardson | 6-3 4-6 6-2 |
Data: Jeff Sackmann / Tennis Abstract — CC BY-NC-SA 4.0