Total: 50 (23–27)
| Year | Event | Surface | Winner | Result |
| 2020 | Australian Open | Outdoor Hard | Novak Djokovic | 7–6, 6–4, 6–3 |
| 2019 | ATP Finals | Outdoor Hard | Roger Federer | 6–4, 6–3 |
| 2019 | Wimbledon | Outdoor Grass | Novak Djokovic | 7-6,1-6,7-6,4-6,1-3,1-2 |
| 2018 | ATP Masters 1000 Paris | Indoor Hard | Novak Djokovic | 7-6,5-7,7-6 |
| 2018 | ATP Masters 1000 Cincinnati | Outdoor Hard | Novak Djokovic | 6-4,6-4 |
| 2016 | Australian Open | Outdoor Hard | Novak Djokovic | 6-1,6-2,3-6,6-3 |
| 2015 | ATP Finals | Indoor Hard | Roger Federer | 7-5,6-2 |
| 2015 | ATP Finals | Indoor Hard | Novak Djokovic | 6-3,6-4 |
| 2015 | US Open | Outdoor Hard | Novak Djokovic | 6-4,5-7,6-4,6-4 |
| 2015 | ATP Masters 1000 Cincinnati | Outdoor Hard | Roger Federer | 7-6,6-3 |
| 2015 | Wimbledon | Outdoor Grass | Novak Djokovic | 7-6,6-7,6-4,6-3 |
| 2015 | ATP Masters 1000 Rome | Outdoor Clay | Novak Djokovic | 6-4,6-3 |
| 2015 | ATP Masters 1000 Indian Wells | Outdoor Hard | Novak Djokovic | 6-3,6-7,6-2 |
| 2015 | Dubai | Outdoor Hard | Roger Federer | 6-3,7-5 |
| 2014 | ATP Finals | Indoor Hard | Novak Djokovic | W/O |
| 2014 | ATP Masters 1000 Shanghai | Outdoor Hard | Roger Federer | 6-4,6-4 |
| 2014 | Wimbledon | Outdoor Grass | Novak Djokovic | 6-7,6-4,7-6,5-7,6-4 |
| 2014 | ATP Masters 1000 Monte Carlo | Outdoor Clay | Roger Federer | 7-5,6-2 |
| 2014 | ATP Masters 1000 Indian Wells | Outdoor Hard | Novak Djokovic | 3-6,6-3,7-6 |
| 2014 | Dubai | Outdoor Hard | Roger Federer | 3-6,6-3,6-2 |
| 2013 | ATP Finals | Indoor Hard | Novak Djokovic | 6-4,6-7,6-2 |
| 2013 | ATP Masters 1000 Paris | Indoor Hard | Novak Djokovic | 4-6,6-3,6-2 |
| 2012 | ATP Finals | Indoor Hard | Novak Djokovic | 7-6,7-5 |
| 2012 | ATP Masters 1000 Cincinnati | Outdoor Hard | Roger Federer | 6-0,7-6 |
| 2012 | Wimbledon | Outdoor Grass | Roger Federer | 6-3,3-6-4,6-3 |
| 2012 | Roland Garros | Outdoor Clay | Novak Djokovic | 6-4,7-5,6-3 |
| 2012 | ATP Masters 1000 Rome | Outdoor Clay | Novak Djokovic | 6-2,7-6 |
| 2011 | US Open | Outdoor Hard | Novak Djokovic | 6-7,4-6,6-3,6-2,7-5 |
| 2011 | Roland Garros | Outdoor Clay | Roger Federer | 7-6,5-6,3-3,6-7,6-5 |
| 2011 | ATP Masters 1000 Indian Wells | Outdoor Hard | Novak Djokovic | 6-3,3-6,6-2 |
| 2011 | Dubai | Outdoor Hard | Novak Djokovic | 6-3,6-3 |
| 2011 | Australian Open | Outdoor Hard | Novak Djokovic | 7-6,7-5,6-4 |
| 2010 | ATP Finals | Indoor Hard | Roger Federer | 6-1,6-4 |
| 2010 | Basel | Indoor Hard | Roger Federer | 6-4,3-6,6-1 |
| 2010 | ATP Masters 1000 Shanghai | Outdoor Hard | Roger Federer | 7-5,6-4 |
| 2010 | US Open | Outdoor Hard | Novak Djokovic | 5-7,6-1,5-7,6-2,7-5 |
| 2010 | ATP Masters 1000 Canada | Outdoor Hard | Roger Federer | 6-1,3-6,7-5 |
| 2009 | Basel | Indoor Hard | Novak Djokovic | 6-4,4-6,6-2 |
| 2009 | US Open | Outdoor Hard | Roger Federer | 7-6,7-5,7-5 |
| 2009 | ATP Masters 1000 Cincinnati | Outdoor Hard | Roger Federer | 6-1,7-5 |
| 2009 | ATP Masters 1000 Rome | Outdoor Clay | Novak Djokovic | 4-6,6-3,6-3 |
| 2009 | ATP Masters 1000 Miami | Outdoor Hard | Novak Djokovic | 3-6,6-2,6-3 |
| 2008 | US Open | Outdoor Hard | Roger Federer | 6-3,5-7,7-5,6-2 |
| 2008 | ATP Masters 1000 Monte Carlo | Outdoor Clay | Roger Federer | 6-3,3-2, RET |
| 2008 | Australian Open | Outdoor Hard | Novak Djokovic | 7-5,6-3,7-6 |
| 2007 | US Open | Outdoor Hard | Roger Federer | 7-6,7-6,6-4 |
| 2007 | ATP Masters 1000 Canada | Outdoor Hard | Novak Djokovic | 7-6,2-6,7-6 |
| 2007 | Dubai | Outdoor Hard | Roger Federer | 6-3,6-7,6-3 |
| 2007 | Australian Open | Outdoor Hard | Roger Federer | 6-2,7-5,6-3 |
| 2006 | SUI v. SCG WG PO | Indoor Hard | Roger Federer | 6-3,6-2,6-3 |
| 2006 | ATP Masters 1000 Monte Carlo | Outdoor Clay | Roger Federer | 6-3,2-6,6-3 |
