| ATP - Montreal | 08/12 16:00 | 27 | [37] Nick Kyrgios v Hubert Hurkacz [10] | 6-7,7-6,1-6 | |
| ATP - Montreal | 08/11 21:45 | 26 | [37] Nick Kyrgios v Alex De Minaur [21] | 6-2,6-3 | |
| ATP - Montreal | 08/10 18:40 | 25 | [391] Daniil Medvedev v Nick Kyrgios [37] | 7-6,4-6,2-6 | |
| ATP - Montreal | 08/09 20:40 | 24 | [32] Sebastian Baez v Nick Kyrgios [37] | 4-6,4-6 | |
| ATP - Washington | 08/07 21:00 | 29 | [96] Yoshihito Nishioka v Nick Kyrgios [63] | 4-6,3-6 | |
| ATP - Washington | 08/06 23:00 | 28 | [63] Nick Kyrgios v Mikael Ymer [115] | 7-6,6-3 | |
| ATP - Washington | 08/06 02:15 | 27 | [27] Frances Tiafoe v Nick Kyrgios [63] | 7-6,6-7,2-6 | |
| ATP - Washington | 08/05 18:55 | 26 | [63] Nick Kyrgios v Reilly Opelka [17] | 7-6,6-2 | |
| ATP - Washington | 08/04 00:40 | 25 | [34] Tommy Paul v Nick Kyrgios [63] | 3-6,4-6 | |
| ATP - Washington | 08/02 23:00 | 24 | [63] Nick Kyrgios v Marcos Giron [53] | 6-3,6-2 | |
| ATP - Atlanta | 07/27 00:30 | 25 | Peter Gojowczyk v Nick Kyrgios | CANC | |
| Wimbledon | 07/10 13:00 | 29 | [3] Novak Djokovic v Nick Kyrgios [40] | 4-6,6-3,6-4,7-6 |