Head to Head
| ATP Istanbul | 2017/05/07 14:00 | Milos Raonic v Marin Cilic | 6-7,3-6 |
Home History
| Eisenhower Cup | 2019/03/06 03:00 | Marin Cilic v David Goffin | 1-0 |
| ATP Dubai | 2019/02/26 15:00 | Marin Cilic v Gael Monfils | 3-6,6-4,0-6 |
| Australian Open | 2019/01/20 06:00 | Marin Cilic v Roberto Bautista-Agut | 7-6,3-6,2-6,6-4,4-6 |
| Australian Open | 2019/01/18 09:30 | Marin Cilic v Fernando Verdasco | 4-6,3-6,6-1,7-6,6-3 |
| Australian Open | 2019/01/16 01:40 | Marin Cilic v Mackenzie McDonald | 7-5,6-7,6-4,6-4 |
| Australian Open | 2019/01/14 09:20 | Marin Cilic v Bernard Tomic | 6-2,6-4,7-6 |
| Kooyong Classic | 2019/01/10 01:20 | Marin Cilic v Fernando Verdasco | 6-4,6-4 |
| Kooyong Classic | 2019/01/09 00:00 | Marin Cilic v Kevin Anderson | 6-3,4-6,15-13 |
Away History
| Eisenhower Cup | 2019/03/06 03:00 | Gael Monfils v Milos Raonic | 0-1 |
| ATP Dubai | 2019/02/25 11:40 | Milos Raonic v Jan-Lennard Struff | 4-6,7-5,4-6 |
| ATP Rotterdam | 2019/02/13 18:30 | Milos Raonic v Stan Wawrinka | 4-6,6-7 |
| ATP Rotterdam | 2019/02/12 10:00 | Milos Raonic v Philipp Kohlschreiber | 7-6,7-5 |
| Australian Open | 2019/01/23 04:30 | Milos Raonic v Lucas Pouille | 6-7,3-6,7-6,4-6 |
| Australian Open | 2019/01/21 03:10 | Alexander Zverev v Milos Raonic | 1-6,1-6,6-7 |
| Australian Open | 2019/01/19 04:00 | Pierre-Hugues Herbert v Milos Raonic | 4-6,4-6,6-7 |
| Australian Open | 2019/01/17 01:35 | Stan Wawrinka v Milos Raonic | 7-6,6-7,6-7,6-7 |