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By surface
| Surface | Aleksandar Radojkovic | Todd Watkins |
| Hard |
1 |
1 |
| Carpet |
1 |
2 |
All meetings (5)
| Date | Tour | Tournament | Round | Surface | Winner |
Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
| 2008-02-25 |
WTA |
Dubai |
Round of 16 |
Hard |
Anna Chakvetadze |
7-63 |
4-6 |
3-6 |
|
|
| 2007-10-08 |
WTA |
Moscow |
Round of 16 |
Hard |
Dinara Safina |
6-76 |
2-6 |
|
|
|
| 2006-10-09 |
WTA |
Moscow |
Round of 32 |
Carpet |
Anna Chakvetadze |
1-6 |
2-6 |
|
|
|
| 2006-02-06 |
WTA |
Paris |
Round of 32 |
Carpet |
Dinara Safina |
2-6 |
1-6 |
|
|
|
| 2004-10-11 |
WTA |
Moscow |
Round of 32 |
Carpet |
Dinara Safina |
4-6 |
6-1 |
3-6 |
|
|