[16] Denis Shapovalov 3-6,6-7 Grigor Dimitrov [22] 2020-02-10 18:30
Stadium: Centre Court Round: 25 Ground: Hardcourt indoor
Home History
| ATP Montpellier | 2020/02/05 20:55 | Vasek Pospisil v Denis Shapovalov | 6-2,6-3 |
| Australian Open | 2020/01/20 00:00 | Denis Shapovalov v Marton Fucsovics | 3-6,7-6,1-6,6-7 |
| ATP Auckland | 2020/01/16 03:25 | Ugo Humbert v Denis Shapovalov | 7-5,6-4 |
| ATP Auckland | 2020/01/15 06:00 | Vasek Pospisil v Denis Shapovalov | 4-6,6-7 |
| ATP Cup | 2020/01/10 01:05 | Novak Djokovic v Denis Shapovalov | 4-6,6-1,7-6 |
| ATP Cup | 2020/01/07 01:40 | Alexander Zverev v Denis Shapovalov | 2-6,2-6 |
| ATP Cup | 2020/01/05 02:05 | Denis Shapovalov v Alex De Minaur | 7-6,4-6,2-6 |
| ATP Cup | 2020/01/03 01:35 | Stefanos Tsitsipas v Denis Shapovalov | 6-7,6-7 |
Away History
| ATP Montpellier | 2020/02/05 18:00 | Grigor Dimitrov v Gregoire Barrere | 7-6,4-6,5-7 |
| Australian Open | 2020/01/22 04:00 | Tommy Paul v Grigor Dimitrov | 6-4,7-6,3-6,6-7,7-6 |
| Australian Open | 2020/01/20 04:00 | Juan Ignacio Londero v Grigor Dimitrov | 6-4,2-6,0-6,4-6 |
| Kooyong Classic | 2020/01/16 02:00 | Nick Kyrgios v Grigor Dimitrov | 6-4,6-2 |
| Kooyong Classic | 2020/01/14 03:15 | Grigor Dimitrov v Borna Coric | 6-3,5-7,10-8 |
| ATP Cup | 2020/01/07 08:10 | David Goffin v Grigor Dimitrov | 4-6,6-2,6-2 |
| ATP Cup | 2020/01/05 01:10 | Grigor Dimitrov v Radu Albot | 6-2,6-3 |
| ATP Cup | 2020/01/03 10:35 | Daniel Evans v Grigor Dimitrov | 6-2,4-6,1-6 |