| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
BNP Paribas Open
|
1/8 | Milos Raonic | |
| 2017 |
Citi Open
|
1/8 | Milos Raonic |
7-6
6-3 |
| 2012 |
Shanghai Rolex Masters
|
1/16 | Marcos Baghdatis |
7-6
6-7 7-6 |
| 2012 |
Western & Southern Financial Group Open
|
1/16 | Milos Raonic |
7-6
3-6 4-6 |
| 2011 |
if...Stockholm Open
|
Championship | Milos Raonic |
6-7
7-6 4-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Wimbledon ATP
|
1/32 | Matteo Berrettini |
6-1
7-6 6-3 |
| 2019 |
Wimbledon ATP
|
1/64 | Marcos Baghdatis |
2-6
4-6 4-6 |
| 2019 |
Busan
|
1/16 | Marcos Baghdatis |
6-4
2-6 2-6 |
| 2019 |
Seoul
|
1/16 | Zhe Li |
4-6
2-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2020 |
Australian Open ATP
|
Quarter Finals | Novak Djokovic |
4-6
3-6 6-7 |
| 2020 |
Australian Open ATP
|
1/8 | Milos Raonic |
6-4
6-3 7-5 |
| 2020 |
Australian Open ATP
|
1/16 | Milos Raonic |
5-7
4-6 6-7 |
| 2020 |
Australian Open ATP
|
1/32 | Milos Raonic |
3-6
4-6 2-6 |
| 2020 |
Australian Open ATP
|
1/64 | Milos Raonic |
2-6
1-6 3-6 |
