[164] Denis Istomin 2-6,2-6 Milos Raonic [37] 2020-02-18 18:30
Stadium: Stadium Round: 25 Ground: Hardcourt outdoor
Home History
| ATP Delray Beach | 2020/02/16 16:00 | Noah Rubin v Denis Istomin | 6-4,3-6,7-6 |
| ATP Delray Beach | 2020/02/15 16:30 | Guillermo Garcia-Lopez v Denis Istomin | 5-7,2-6 |
| ATP Nowy Jork | 2020/02/09 20:35 | Bernard Tomic v Denis Istomin | 7-6,4-6,7-6 |
| Challenger Dallas | 2020/02/06 22:15 | Denis Istomin v Dominik Koepfer | 6-7,3-6 |
| Challenger Dallas | 2020/02/05 18:35 | Denis Istomin v Alejandro Tabilo | 6-2,4-6,7-6 |
| Challenger Newport Beach | 2020/01/31 22:40 | Thai-Son Kwiatkowski v Denis Istomin | 7-6,6-4 |
| Challenger Newport Beach | 2020/01/30 18:00 | Denis Istomin v Frances Tiafoe | 6-3,6-2 |
| Challenger Newport Beach | 2020/01/29 19:00 | Denis Istomin v Sekou Bangoura | 7-6,6-4 |
Away History
| ATP Nowy Jork | 2020/02/13 00:30 | Soonwoo Kwon v Milos Raonic | 7-6,6-7,6-4 |
| Australian Open | 2020/01/28 08:00 | Milos Raonic v Novak Djokovic | 4-6,3-6,6-7 |
| Australian Open | 2020/01/26 02:00 | Milos Raonic v Marin Čilić | 6-4,6-3,7-5 |
| Australian Open | 2020/01/24 08:00 | Stefanos Tsitsipas v Milos Raonic | 5-7,4-6,6-7 |
| Australian Open | 2020/01/22 04:45 | Cristian Garin v Milos Raonic | 3-6,4-6,2-6 |
| Australian Open | 2020/01/21 01:35 | Lorenzo Giustino v Milos Raonic | 2-6,1-6,3-6 |
| Kooyong Classic | 2020/01/14 04:35 | Milos Raonic v Soonwoo Kwon | 6-3,6-2 |
| ATP Doha | 2020/01/08 18:05 | Milos Raonic v Corentin Moutet | 6-7,6-7 |