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, Qualification WTA
|
1/48 (Special Qual) | Tatjana Maria |
6-1
6-2 |
| 2016 |
Brisbane International, Qualification
|
1/16 | Sachia Vickery |
6-2
3-6 2-6 |
