Stadium: Colosseum Round: 29 Ground: Hardcourt outdoor
| US Open | 2018/09/06 01:05 | Novak Djokovic v John Millman | 6-3,6-4,6-4 |
| ATP Queens | 2018/06/19 13:20 | John Millman v Novak Djokovic | 2-6,1-6 |
| ATP Madrid | 2019/05/11 14:00 | Novak Djokovic v Dominic Thiem | 7-6,7-6 |
| ATP Madrid | 2019/05/09 12:00 | Novak Djokovic v Jeremy Chardy | 6-1,7-6 |
| ATP Madrid | 2019/05/07 11:45 | Novak Djokovic v Taylor Fritz | 6-4,6-2 |
| ATP Monte Carlo | 2019/04/19 11:10 | Novak Djokovic v Daniil Medvedev | 3-6,6-4,2-6 |
| ATP Monte Carlo | 2019/04/18 11:05 | Novak Djokovic v Taylor Fritz | 6-3,6-0 |
| ATP Monte Carlo | 2019/04/16 13:05 | Novak Djokovic v Philipp Kohlschreiber | 6-3,4-6,6-4 |
| ATP Miami | 2019/03/26 20:20 | Novak Djokovic v Roberto Bautista-Agut | 6-1,5-7,3-6 |
| ATP Miami | 2019/03/24 21:25 | Novak Djokovic v Federico Delbonis | 7-5,4-6,6-1 |
| ATP Madrid | 2019/05/08 14:35 | Fabio Fognini v John Millman | 6-2,6-2 |
| ATP Madrid | 2019/05/07 15:35 | John Millman v Steve Johnson | 7-6,7-6 |
| ATP Estoril | 2019/04/30 12:45 | Bernard Tomic v John Millman | 3-6,0-6 |
| ATP Budapest | 2019/04/24 13:30 | John Millman v Attila Balazs | 4-6,6-2,2-6 |
| ATP Budapest | 2019/04/23 09:00 | John Millman v Miomir Kecmanovic | 6-1,6-2 |
| ATP Monte Carlo | 2019/04/15 09:00 | Roberto Bautista-Agut v John Millman | 3-6,6-1,6-1 |
| ATP Miami | 2019/03/22 16:50 | Federico Delbonis v John Millman | 7-5,3-6,7-6 |
| Challenger Phoenix | 2019/03/15 23:15 | Guido Andreozzi v John Millman | 6-3,4-6,6-3 |