| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2017-05-29 | Roland Garros | R32 | clay | Andy Murray | 7-6(8) 7-5 6-0 |
| 2016-09-16 | Davis Cup WG SF: GBR vs ARG | RR | hard | Juan Martin del Potro | 6-4 5-7 6-7(5) 6-3 6-4 |
| 2016-08-08 | Rio Olympics | F | hard | Andy Murray | 7-5 4-6 6-2 7-5 |
| 2009-11-22 | Tour Finals | RR | hard | Andy Murray | 6-3 3-6 6-2 |
| 2009-08-10 | Canada Masters | F | hard | Andy Murray | 6-7(4) 7-6(3) 6-1 |
| 2009-05-10 | Madrid Masters | QF | clay | Juan Martin del Potro | 7-6(4) 6-3 |
| 2009-03-25 | Miami Masters | SF | hard | Andy Murray | 6-1 5-7 6-2 |
| 2008-08-25 | US Open | QF | hard | Andy Murray | 7-6(2) 7-6(1) 4-6 7-5 |
| 2008-05-05 | Rome Masters | R64 | clay | Andy Murray | 5-7 6-4 1-0 RET |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.