 USA: Indian Wells - Singles - Qualification |
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| Semi-finals | Kwon S. | Watanuki Y. | CAN. | details | 04.03.2024 |
 Mexico: Los Cabos - Singles - Qualification |
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| Final | Watanuki Y. | Holt B. | 0:2 (4:6, 3:6) | details | 19.02.2024 |
| Semi-finals | Watanuki Y. | Rubio Fierros A. F. | 2:1 (6:2, 3:6, 6:4) | details | 18.02.2024 |
 World: Davis Cup - World Group I - Singles - Preliminary |
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| | Habib H. | Watanuki Y. | CAN. | details | 03.02.2024 |
| | Hassan B. | Watanuki Y. | 2:0 (6:2, 7:63) | details | 02.02.2024 |
 Australia: Australian Open - Singles - Main |
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| 1/64-finals | Kecmanovic M. | Watanuki Y. | 3:1 (4:6, 7:5, 6:3, 6:4) | details | 15.01.2024 |
| Australia: Adelaide - Singles - Qualification |
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| Semi-finals | Watanuki Y. | Diaz Acosta F. | 1:2 (6:4, 64:7, 64:7) | details | 07.01.2024 |
 Japan: Yokkaichi - Singles - Main |
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| 1/8-finals | Watanuki Y. | Fonio G. | 1:2 (6:3, 2:6, 5:7) | details | 30.11.2023 |
| 1/16-finals | Watanuki Y. | Shimizu Y. | 2:0 (6:3, 6:4) | details | 28.11.2023 |
| Japan: Yokohama - Singles - Main |
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| Final | Watanuki Y. | Shimizu Y. | 2:0 (7:65, 6:4) | details | 26.11.2023 |
| Semi-finals | Watanuki Y. | Mmoh M. | 2:1 (6:4, 62:7, 6:0) | details | 25.11.2023 |
| Quarter-finals | Watanuki Y. | Fonio G. | 2:1 (3:6, 6:2, 6:1) | details | 24.11.2023 |
| 1/8-finals | Watanuki Y. | Erhard M. | 2:0 (6:4, 6:3) | details | 23.11.2023 |
| 1/16-finals | Watanuki Y. | Hsu Y. H. | 2:0 (6:3, 6:3) | details | 21.11.2023 |
 France: Metz - Singles - Main |
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| 1/16-finals | Mayot H. | Watanuki Y. | 2:1 (6:4, 1:6, 6:4) | details | 06.11.2023 |
| 1/16-finals | Gasquet R. | Watanuki Y. | CAN. | details | 05.11.2023 |
| France: Paris - Singles - Qualification |
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| Final | Nishioka Y. | Watanuki Y. | 2:0 (6:4, 6:4) | details | 29.10.2023 |
| Semi-finals | Mpetshi Perricard G. | Watanuki Y. | 1:2 (4:6, 7:68, 3:6) | details | 28.10.2023 |
| Japan: Tokyo - Singles - Main |
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| 1/16-finals | Watanuki Y. | Ruud C. | 0:2 (66:7, 3:6) | details | 17.10.2023 |
 China: Shanghai - Singles - Main |
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| 1/32-finals | Watanuki Y. | Fritz T. | 1:2 (62:7, 7:66, 4:6) | details | 07.10.2023 |
| 1/64-finals | Watanuki Y. | Shang J. | 2:1 (7:67, 4:6, 6:4) | details | 05.10.2023 |
 Asia: Asian Games - Singles - Main |
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| Final | Zhang Z. | Watanuki Y. | 2:0 (6:4, 7:67) | details | 30.09.2023 |
| Semi-finals | Hong S. C. | Watanuki Y. | 0:2 (2:6, 1:6) | details | 28.09.2023 |
| Quarter-finals | Yevseyev D. | Watanuki Y. | 0:2 (1:6, 1:6) | details | 27.09.2023 |
| 1/8-finals | Ramanathan R. | Watanuki Y. | 1:2 (5:7, 7:63, 5:7) | details | 26.09.2023 |
| 1/16-finals | Zayid M. S. | Watanuki Y. | 0:2 (2:6, 3:6) | details | 25.09.2023 |
| China: Shanghai - Singles - Main |
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| Final | O'Connell C. | Watanuki Y. | 2:0 (6:3, 7:5) | details | 10.09.2023 |
| Semi-finals | Shang J. | Watanuki Y. | 0:2 (4:6, 2:6) | details | 09.09.2023 |
| Quarter-finals | Ly Nam H. | Watanuki Y. | 0:2 (2:6, 0:6) | details | 08.09.2023 |
| 1/8-finals | Haliak M. | Watanuki Y. | 0:2 (1:6, 1:6) | details | 07.09.2023 |
| 1/16-finals | Bolt A. | Watanuki Y. | 0:2 (4:6, 0:6) | details | 05.09.2023 |
| USA: US Open - Singles - Main |
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| 1/64-finals | Mannarino A. | Watanuki Y. | 3:1 (7:5, 63:7, 6:3, 7:5) | details | 28.08.2023 |
| USA: Stanford - Singles - Main |
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| Semi-finals | Lestienne C. | Watanuki Y. | WO. | details | 18.08.2023 |
| Quarter-finals | Duckworth J. | Watanuki Y. | 0:2 (1:6, 3:6) | details | 17.08.2023 |
| 1/8-finals | Moreno De Alboran N. | Watanuki Y. | 0:2 (5:7, 3:6) | details | 17.08.2023 |
| 1/16-finals | Johnson S. | Watanuki Y. | 1:2 (5:7, 7:5, 4:6) | details | 15.08.2023 |
 Canada: Toronto - Singles - Qualification |
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| Semi-finals | Ivashka I. | Watanuki Y. | CAN. | details | 05.08.2023 |
| USA: Washington - Singles - Main |
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| 1/8-finals | Humbert U. | Watanuki Y. | 2:0 (6:0, 6:2) | details | 03.08.2023 |
| 1/16-finals | Watanuki Y. | Auger-Aliassime F. | 2:0 (7:610, 7:63) | details | 02.08.2023 |
| 1/32-finals | Watanuki Y. | Wu Y. | 0:0 RET. (1:4) | details | 31.07.2023 |
 United Kingdom: Wimbledon - Singles - Main |
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| 1/32-finals | Zverev A. | Watanuki Y. | 3:1 (6:4, 5:7, 6:2, 6:2) | details | 07.07.2023 |
| 1/64-finals | Huesler M. | Watanuki Y. | 2:3 (7:65, 7:5, 65:7, 63:7, 3:6) | details | 06.07.2023 |
| United Kingdom: Wimbledon - Singles - Qualification |
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| Final | Watanuki Y. | Novak D. | 1:3 (7:67, 3:6, 3:6, 4:6) | details | 29.06.2023 |
| Semi-finals | Watanuki Y. | Celikbilek A. | 2:0 (7:64, 6:3) | details | 28.06.2023 |
| Quarter-finals | Watanuki Y. | Hong S. C. | 2:0 (7:64, 7:67) | details | 26.06.2023 |
| United Kingdom: Ilkley - Singles - Main |
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| 1/16-finals | Hijikata R. | Watanuki Y. | 2:0 (7:68, 7:5) | details | 20.06.2023 |
 Germany: Stuttgart - Singles - Main |
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| 1/8-finals | Hurkacz H. | Watanuki Y. | 2:1 (4:6, 7:65, 7:65) | details | 14.06.2023 |