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USA ATP
4
vs
1
By surface
| Surface | Pete Sampras | Chris Woodruff |
| Hard |
3 |
1 |
| Clay |
1 |
0 |
All meetings (5)
| Date | Tour | Tournament | Round | Surface | Winner |
Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
| 2001-07-23 |
ATP |
Los Angeles |
Round of 32 |
Hard |
Pete Sampras |
7-5 |
6-2 |
|
|
|
| 2001-02-19 |
ATP |
Memphis |
Round of 32 |
Hard |
Chris Woodruff |
6-74 |
2-6 |
|
|
|
| 2000-05-15 |
ATP |
Hamburg Masters |
Round of 64 |
Clay |
Pete Sampras |
6-4 |
7-65 |
|
|
|
| 2000-01-17 |
ATP |
Australian Open |
Quarterfinal |
Hard |
Pete Sampras |
7-5 |
6-3 |
6-3 |
|
|
| 1997-02-10 |
ATP |
San Jose |
Quarterfinal |
Hard |
Pete Sampras |
6-2 |
6-3 |
|
|
|