| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2016 |
US Open
United States, New York, Flushing Meadows |
1/16 | Novak Djokovic |
4-2
|
| 2014 |
Dubai Duty Free Tennis Championships
United Arab Emirates, Dubai |
Quarter Finals | Novak Djokovic | |
| 2013 |
US Open
|
Quarter Finals | Novak Djokovic |
6-3
6-2 3-6 6-0 |
| 2013 |
Monte Carlo Rolex Masters
Monaco, Monte Carlo |
1/16 | Novak Djokovic |
4-6
6-1 6-4 |
| 2010 |
Dubai Duty Free Tennis Championships
|
Championship | Novak Djokovic |
5-7
7-5 3-6 |
| 2010 |
ABN AMRO Championship
|
Championship | Mikhail Youzhny |
6-7
6-7 |
| 2009 |
Rogers Cup Montreal
|
Championship | Novak Djokovic |
3-6
4-6 |
| 2008 |
Summer Olympics
|
Championship | Novak Djokovic |
6-7
3-6 |
| 2008 |
Davis Cup 1. round
|
Championship | ||
| 2007 |
ABN AMRO Championship
|
Championship | Mikhail Youzhny |
3-6
7-6 7-5 |
| 2007 |
Open 13
France, Marseille |
Championship | Mikhail Youzhny |
6-4
4-6 7-6 |
| 2006 |
Wimbledon
|
Championship | Novak Djokovic |
4-6
6-2 6-3 6-3 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2018 |
St. Petersburg Open
|
1/8 | Roberto Bautista Agut |
6-7
6-3 3-6 |
| 2018 |
St. Petersburg Open
|
1/16 | Mikhail Youzhny |
6-7
4-6 |
| 2018 |
US Open ATP
|
1/64 | Marcos Baghdatis |
6-4
6-4 2-6 3-1 |
| 2018 |
Rogers Cup
|
1/16 | Robin Haase |
5-7
2-6 |
| year | Event | RND | Winner | Results |
|---|---|---|---|---|
| 2019 |
Davis Cup Finals, Final Stage
|
Championship | Novak Djokovic |
6-3
6-3 |
| 2019 |
Davis Cup Finals, Group A
|
Championship | Novak Djokovic |
3-6
3-6 |
| 2019 |
Davis Cup Finals, Group A
|
Championship | Novak Djokovic |
6-1
6-2 |
| 2019 |
Nitto ATP World Tour Finals, Group Bjorn Borg
|
Championship | Roger Federer |
4-6
3-6 |
| 2019 |
Nitto ATP World Tour Finals, Group Bjorn Borg
|
Championship | Dominic Thiem |
7-6
3-6 6-7 |
| 2019 |
Nitto ATP World Tour Finals, Group Bjorn Borg
|
Championship | Novak Djokovic |
6-2
6-1 |
