The Serb was pushed to a fourth set for the second time in two rounds.
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
US Open ATP
|
1/32 | Novak Djokovic |
6-1
6-3 6-7 6-2 |
| 2018 |
US Open ATP
|
1/64 | Tennys Sandgren |
3-6
4-6 2-6 |
| 2018 |
Winston-Salem Open
|
1/32 | Tennys Sandgren |
4-6
3-6 |
| 2018 |
Western & Southern Open, Qualification
|
1/14 (Special Qual) | Bradley Klahn |
4-6
6-7 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2017 |
Australian Open WTA
|
1/64 | Su-Wei Hsieh |
3-6
0-2 |
| 2016 |
US Open WTA
United States, New York, Flushing Meadows |
1/64 | Johanna Larsson |
4-6
2-6 |
| 2016 |
Cincinnati Masters, Qualification
|
1/12 (Special Qual) | Kurumi Nara |
6-1
7-5 |
| 2016 |
Cincinnati Masters, Qualification
|
1/24 (Special Qual) | Karin Knapp |
7-6
3-6 6-4 |
