No. 5 seed Alexander Zverev drew Kevin Anderson, a former No. 5, in the first round.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
US Open WTA
|
1/32 | Kaia Kanepi |
4-6
2-6 |
| 2011 |
Brussels Ladies Open
Belgium, Brussels |
Championship | Yanina Wickmayer |
1-6
6-4 5-7 |
| 2011 |
BNP Paribas Open
United States, California, Indian Wells |
Championship | Yanina Wickmayer |
6-3
4-6 1-6 |
| 2010 |
US Open WTA
United States, New York, Flushing Meadows |
Championship | Kaia Kanepi |
0-6
7-6 6-1 |
| 2009 |
AEGON Classic
England, Birmingham |
Championship | ||
| 2008 |
HP Japan Open
|
Championship | Kaia Kanepi |
3-6
6-1 6-0 |
| 2008 |
Hansol Korea Open
South Korea, Seoul |
Championship | Kaia Kanepi |
6-1
6-4 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Roland Garros, Qualification WTA
|
1/48 (Special Qual) | Lesley Kerkhove |
4-6
5-7 |
| 2020 |
US Open WTA
|
1/64 | Sofia Kenin |
2-6
2-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Roland Garros WTA
|
1/32 | Elise Mertens |
4-6
5-7 |
| 2020 |
Roland Garros WTA
|
1/64 | Kaia Kanepi |
6-4
4-6 2-6 |
| 2020 |
US Open WTA
|
1/32 | Ons Jabeur |
7-6
6-0 |
| 2020 |
US Open WTA
|
1/64 | Kaia Kanepi |
1-6
2-6 |
| 2020 |
Australian Open WTA
|
1/64 | Barbora Krejcikova |
6-7
6-2 3-6 |
