[26] Pella, Guido 3-6,4-6,6-3,7-6,8-6 Milos Raonic [17] 2019-07-08 15:20
Stadium: Court 3 Round: 26 Ground: Grass
Home History
| Wimbledon, London, Great Britain | 2019/07/05 12:00 | Anderson, Kevin v Pella, Guido | 4-6,3-6,6-7 |
| Wimbledon, London, Great Britain | 2019/07/03 14:15 | Seppi, Andreas v Pella, Guido | 4-6,6-4,6-4,5-7,1-6 |
| Wimbledon, London, Great Britain | 2019/07/01 13:35 | Marius Copil v Pella, Guido | 6-7,7-5,3-6,4-6 |
| Eastbourne, Great Britain | 2019/06/26 10:00 | Pella, Guido v Taylor Fritz | 4-6,6-3,4-6 |
| ATP Halle | 2019/06/18 10:00 | Pella, Guido v David Goffin | 1-6,1-6 |
| French Open, Paris, France | 2019/05/29 09:00 | Corentin Moutet v Pella, Guido | 6-3,6-1,2-6,7-5 |
| French Open, Paris, France | 2019/05/27 12:10 | Guido Andreozzi v Pella, Guido | 6-7,4-6,6-1,1-6 |
| Rome, Italy | 2019/05/14 09:00 | Taylor Fritz v Pella, Guido | 6-3,6-4 |
Away History
| Wimbledon, London, Great Britain | 2019/07/05 10:00 | Opelka, Reilly v Milos Raonic | 6-7,2-6,1-6 |
| Wimbledon, London, Great Britain | 2019/07/03 12:10 | Haase, Robin v Milos Raonic | 6-7,5-7,6-7 |
| Wimbledon, London, Great Britain | 2019/07/01 15:05 | Gunneswaran, Prajnesh v Milos Raonic | 6-7,4-6,2-6 |
| London, Great Britain | 2019/06/21 14:35 | Lopez, Feliciano v Milos Raonic | 4-6,6-4,7-6 |
| London, Great Britain | 2019/06/20 13:55 | Bedene, Aljaz v Milos Raonic | 3-6,6-7 |
| London, Great Britain | 2019/06/19 17:00 | Marco Cecchinato v Milos Raonic | 3-6,2-6 |
| Stuttgart, Germany | 2019/06/14 15:45 | Marton Fucsovics v Milos Raonic | 4-6,4-6 |
| Stuttgart, Germany | 2019/06/12 12:30 | Tsonga, Jo-Wilfried v Milos Raonic | 4-6,7-6,6-7 |