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ITA WTA
4
vs
5
By surface
| Surface | Flavia Pennetta | Mike Mackay |
| Hard |
2 |
3 |
| Clay |
2 |
2 |
All meetings (9)
| Date | Tour | Tournament | Round | Surface | Winner |
Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
| 2014-02-17 |
WTA |
Dubai |
Round of 32 |
Hard |
Flavia Pennetta |
7-5 |
6-4 |
|
|
|
| 2013-05-06 |
WTA |
Madrid |
Round of 64 |
Clay |
Kaia Kanepi |
3-6 |
7-66 |
2-6 |
|
|
| 2011-09-26 |
WTA |
Tokyo |
Round of 64 |
Hard |
Kaia Kanepi |
6-3 |
4-6 |
4-6 |
|
|
| 2010-07-12 |
WTA |
Palermo |
Final |
Clay |
Kaia Kanepi |
4-6 |
3-6 |
|
|
|
| 2008-08-11 |
WTA |
Olympics |
Round of 64 |
Hard |
Kaia Kanepi |
2-6 |
6-76 |
|
|
|
| 2008-03-10 |
WTA |
Indian Wells |
Round of 64 |
Hard |
Flavia Pennetta |
6-2 |
6-1 |
|
|
|
| 2008-02-25 |
WTA |
Acapulco |
Semifinal |
Clay |
Flavia Pennetta |
6-4 |
6-2 |
|
|
|
| 2008-02-11 |
WTA |
Vina Del Mar |
Quarterfinal |
Clay |
Flavia Pennetta |
6-3 |
6-3 |
|
|
|
| 2007-01-15 |
WTA |
Australian Open |
Round of 128 |
Hard |
Kaia Kanepi |
5-7 |
6-73 |
|
|
|