| ATP Cup | 02/01 23:00 | 1 | [26] Dusan Lajovic v Miloš Raonić [15] | 3-6,4-6 | |
| ATP - Paríž | 11/07 13:00 | 28 | [5] Daniil Medvedev v Miloš Raonić [17] | 6-4,7-6 | |
| ATP - Paríž | 11/06 14:20 | 27 | [17] Miloš Raonić v Ugo Humbert [34] | 6-3,3-6,7-6 | |
| ATP - Paríž | 11/05 11:35 | 26 | [91] Marcos Giron v Miloš Raonić [17] | 6-7,2-6 | |
| ATP - Paríž | 11/04 13:15 | 25 | [85] Pierre-Hugues Herbert v Miloš Raonić [17] | 4-6,4-6 | |
| ATP - Paríž | 11/03 10:00 | 24 | [53] Aljaz Bedene v Miloš Raonić [17] | 3-6,2-6 | |
| ATP - Antverpy | 10/23 17:55 | 27 | Grigor Dimitrov v Miloš Raonić | Walkover | |
| ATP - Antverpy | 10/22 10:30 | 26 | [70] Cameron Norrie v Miloš Raonić [19] | 5-7,6-7 | |
| ATP - Antverpy | 10/21 10:30 | 25 | [52] Aljaz Bedene v Miloš Raonić [19] | 3-6,6-7 | |
| ATP - Petrohrad | 10/17 13:30 | 28 | [27] Borna Coric v Miloš Raonić [21] | 1-6,6-1,6-4 | |
| ATP - Petrohrad | 10/16 15:30 | 27 | [17] Karen Khachanov v Miloš Raonić [21] | 1-6,6-7 | |
| ATP - Petrohrad | 10/15 18:50 | 26 | [52] Alexander Bublik v Miloš Raonić [21] | 3-6,2-6 | |
| ATP - Petrohrad | 10/13 12:00 | 25 | [123] Jeffrey John Wolf v Miloš Raonić [21] | 6-7,1-6 | |
| ATP - Rím | 09/17 12:05 | 25 | [19] Miloš Raonić v Dusan Lajovic [25] | 6-7,6-4,2-6 | |
| ATP - Rím | 09/15 17:10 | 24 | [19] Miloš Raonić v Adrian Mannarino [38] | 7-6,6-2 | |
| US Open | 09/03 17:15 | 24 | [94] Vasek Pospisil v Miloš Raonić [18] | 6-7,6-3,7-6,6-3 | |
| US Open | 09/01 21:55 | 23 | [120] Leonardo Mayer v Miloš Raonić [18] | 3-6,2-6,3-6 | |
| ATP - New York | 08/29 17:00 | 29 | [1] Novak Djokovič v Miloš Raonić [30] | 1-6,6-3,6-4 | |
| ATP - New York | 08/28 17:00 | 28 | [6] Stefanos Tsitsipas v Miloš Raonić [30] | 6-7,3-6 | |
| ATP - New York | 08/26 23:00 | 27 | [30] Miloš Raonić v Filip Krajinovic [32] | 4-6,7-6,7-5 | |
| ATP - New York | 08/25 21:20 | 26 | [134] Andy Murray v Miloš Raonić [30] | 2-6,2-6 | |
| ATP - New York | 08/24 15:00 | 25 | [30] Miloš Raonić v Daniel Evans [28] | 6-3,7-5 | |
| ATP - New York | 08/22 21:30 | 24 | [45] Sam Querrey v Miloš Raonić [30] | 4-6,4-6 | |
| ATP - Delray Beach | 02/23 15:30 | 28 | [54] Reilly Opelka v Miloš Raonić [37] | 4-6,7-6,6-3 | |
| ATP - Delray Beach | 02/22 01:00 | 27 | [76] Steve Johnson v Miloš Raonić [37] | 6-7,3-6 | |
| ATP - Delray Beach | 02/21 01:20 | 26 | [147] Cedrik-Marcel Stebe v Miloš Raonić [37] | 5-7,3-6 | |
| ATP - Delray Beach | 02/18 18:30 | 25 | [164] Denis Istomin v Miloš Raonić [37] | 2-6,2-6 | |
| ATP - Delray Beach | 02/18 16:00 | 25 | Andreas Seppi v Miloš Raonić | Cancelled | |
| ATP - New York | 02/13 00:30 | 26 | [84] Soonwoo Kwon v Miloš Raonić [32] | 7-6,6-7,6-4 | |
| Australian Open | 01/28 08:00 | 27 | [35] Miloš Raonić v Novak Djokovič [2] | 4-6,3-6,6-7 |
Wikipedia - Milos Raonic
Milos Raonic (v cyrilike Милош Раонић - Miloš Raonić, * 27. december 1990, Podgorica, Čierna Hora) je kanadský tenista čiernohorského pôvodu.