James Duckworth leads 2 to 1 over 3 singles meetings since 2022. Last meeting on 03/08/2026 at National Bank Open - Montreal.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 03/08/2026 | National Bank Open - Montreal | Round 1 | hard | Duckworth | 6-3 6-1 |
| 14/06/2025 | cinch Championships - London | Qualifying 1 | grass | O'Connell | 6-7(4) 0-6 |
| 29/08/2022 | U.S. Open - New York | Round 1 | hard | Duckworth | 4-6 7-6(0) 6-2 6-3 |
| hard | Duckworth 2 - 0 O'Connell |
| grass | Duckworth 0 - 1 O'Connell |
| 2026 | Duckworth 1 - 0 O'Connell |
| 2025 | Duckworth 0 - 1 O'Connell |
| 2022 | Duckworth 1 - 0 O'Connell |
215 wins, 159 losses since 2021 (57.5%).
Last matches: D V D V V
180 wins, 145 losses since 2021 (55.4%).
Last matches: D V V D V
James Duckworth leads 2 to 1 over 3 singles meetings since 2022.
On 03/08/2026, at National Bank Open - Montreal (Round 1): James Duckworth won 6-3 6-1.