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By surface
| Surface | Mike Mackay | Paul O'Donoghue |
| Hard |
2 |
2 |
| Grass |
1 |
0 |
All meetings (5)
| Date | Tour | Tournament | Round | Surface | Winner |
Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
| 2022-01-17 |
WTA |
Australian Open |
Round of 128 |
Hard |
Kaia Kanepi |
4-6 |
3-6 |
|
|
|
| 2014-01-06 |
WTA |
Sydney |
Round of 16 |
Hard |
Angelique Kerber |
3-6 |
4-6 |
|
|
|
| 2013-08-26 |
WTA |
US Open |
Round of 32 |
Hard |
Angelique Kerber |
0-6 |
4-6 |
|
|
|
| 2013-06-24 |
WTA |
Wimbledon |
Round of 64 |
Grass |
Kaia Kanepi |
6-3 |
6-76 |
3-6 |
|
|
| 2009-01-12 |
WTA |
Sydney |
Round of 32 |
Hard |
Kaia Kanepi |
1-6 |
5-7 |
|
|
|