| 19‑Mar‑2025 | Miami Masters | Hard | F | 5 | 54 | Jakub Mensik [CZE] d. (4)Djokovic | 7-6(4) 7-6(4) | | 1.03 | 9.5% | 1.4% | 75.7% | 76.8% | 50.0% | 2/3 | 2:03 |
| 2‑Oct‑2024 | Shanghai Masters | Hard | F | 4 | 1 | (1)Jannik Sinner [ITA] d. (4)Djokovic | 7-6(4) 6-3 | (ch) | 0.97 | 6.9% | 0.0% | 65.5% | 76.3% | 60.0% | 1/2 | 1:37 |
| 31‑Oct‑2022 | Paris Masters | Hard | F | 7 | 18 | Holger Rune [DEN] d. (6)Djokovic | 3-6 6-3 7-5 | (ch) | 1.25 | 10.0% | 2.5% | 63.7% | 82.4% | 48.3% | 0/3 | 2:33 |
| 30‑Aug‑2021 | US Open | Hard | F | 1 | 2 | (2)Daniil Medvedev [RUS] d. (1)Djokovic | 6-4 6-4 6-4 | (ch) | 0.76 | 6.5% | 3.3% | 54.3% | 80.0% | 40.5% | 4/8 | 2:16 |
| 12‑Nov‑2018 | Tour Finals | Hard | F | 1 | 5 | (3)Alexander Zverev [GER] d. (1)Djokovic | 6-4 6-3 | (ch) | 0.67 | 1.8% | 1.8% | 59.6% | 73.5% | 34.8% | 2/6 | 1:20 |
| 29‑Oct‑2018 | Paris Masters | Hard | F | 2 | 18 | Karen Khachanov [RUS] d. (2)Djokovic | 7-5 6-4 | (ch) | 0.80 | 7.0% | 1.4% | 60.6% | 69.8% | 50.0% | 5/8 | 1:37 |
| 14‑Nov‑2016 | Tour Finals | Hard | F | 2 | 1 | (1)Andy Murray [GBR] d. (2)Djokovic | 6-3 6-4 | (ch) | 0.82 | 1.6% | 0.0% | 72.1% | 59.1% | 64.7% | 6/9 | 1:43 |
| 29‑Aug‑2016 | US Open | Hard | F | 1 | 3 | (3)Stan Wawrinka [SUI] d. (1)Djokovic | 6-7(1) 6-4 7-5 6-3 | (ch) | 1.11 | 4.9% | 5.7% | 51.2% | 77.8% | 53.3% | 4/10 | 3:54 |
| 16‑Aug‑2015 | Cincinnati Masters | Hard | F | 1 | 3 | (2)Roger Federer [SUI] d. (1)Djokovic | 7-6(1) 6-3 | (ch) | 0.54 | 6.3% | 5.1% | 59.5% | 70.2% | 46.9% | 7/8 | 1:30 |
| 10‑Aug‑2015 | Canada Masters | Hard | F | 1 | 3 | (2)Andy Murray [GBR] d. (1)Djokovic | 6-4 4-6 6-3 | (ch) | 0.97 | 4.7% | 1.9% | 60.4% | 65.6% | 47.6% | 15/19 | |
| 23‑Feb‑2015 | Dubai | Hard | F | 1 | 2 | (2)Roger Federer [SUI] d. (1)Djokovic | 6-3 7-5 | (ch) | 0.92 | 1.6% | 3.2% | 62.9% | 69.2% | 52.2% | 0/2 | 1:24 |
| 26‑Aug‑2013 | US Open | Hard | F | 1 | 2 | (2)Rafael Nadal [ESP] d. (1)Djokovic | 6-2 3-6 6-4 6-1 | (ch) | 0.84 | 5.9% | 2.0% | 67.6% | 58.0% | 48.5% | 5/11 | 3:21 |
| 27‑Aug‑2012 | US Open | Hard | F | 2 | 4 | (3)Andy Murray [GBR] d. (2)Djokovic | 7-6(10) 7-5 2-6 3-6 6-2 | (ch) | 0.95 | 4.2% | 3.0% | 62.4% | 63.1% | 41.9% | 8/15 | 4:54 |
| 12‑Aug‑2012 | Cincinnati Masters | Hard | F | 2 | 1 | (1)Roger Federer [SUI] d. (2)Djokovic | 6-0 7-6(7) | (ch) | 0.61 | 3.3% | 8.2% | 57.4% | 65.7% | 50.0% | 1/4 | 1:20 |
| 14‑Aug‑2011 | Cincinnati Masters | Hard | F | 1 | 4 | (4)Andy Murray [GBR] d. (1)Djokovic | 6-4 3-0 RET | (ch) | 0.54 | 0.0% | 2.0% | 66.0% | 54.5% | 29.4% | 2/6 | 1:12 |
| 1‑Nov‑2010 | Basel | Hard | F | 3 | 2 | (1)Roger Federer [SUI] d. (2)Djokovic | 6-4 3-6 6-1 | (ch) | 0.88 | 4.9% | 2.4% | 69.5% | 64.9% | 64.0% | 5/8 | 1:55 |
| 30‑Aug‑2010 | US Open | Hard | F | 3 | 1 | (1)Rafael Nadal [ESP] d. (3)Djokovic | 6-4 5-7 6-4 6-2 | (ch) | 0.77 | 3.5% | 2.8% | 65.7% | 64.9% | 44.9% | 20/25 | 3:43 |
| 16‑Aug‑2009 | Cincinnati Masters | Hard | F | 4 | 1 | (1)Roger Federer [SUI] d. (4)Djokovic | 6-1 7-5 | (ch) | 0.59 | 3.7% | 1.2% | 67.9% | 60.0% | 34.6% | 11/15 | 2:07 |
| 25‑Mar‑2009 | Miami Masters | Hard | F | 3 | 4 | (4)Andy Murray [GBR] d. (3)Djokovic | 6-2 7-5 | (ch) | 0.68 | 2.7% | 6.8% | 61.6% | 53.3% | 42.9% | 6/11 | 1:43 |
| 22‑Sep‑2008 | Bangkok | Hard | F | 3 | 20 | (2)Jo Wilfried Tsonga [FRA] d. (1)Djokovic | 7-6(4) 6-4 | (ch) | 0.88 | 4.2% | 1.4% | 62.0% | 70.5% | 51.9% | 1/3 | 1:41 |
| 28‑Jul‑2008 | Cincinnati Masters | Hard | F | 3 | 9 | (8)Andy Murray [GBR] d. (3)Djokovic | 7-6(4) 7-6(5) | (ch) | 0.84 | 6.3% | 6.3% | 57.3% | 65.5% | 51.2% | 2/4 | 2:23 |
| 27‑Aug‑2007 | US Open | Hard | F | 3 | 1 | (1)Roger Federer [SUI] d. (3)Djokovic | 7-6(4) 7-6(2) 6-4 | (ch) | 0.76 | 4.3% | 6.0% | 55.2% | 70.3% | 55.8% | 2/5 | 2:24 |
| 5‑Mar‑2007 | Indian Wells Masters | Hard | F | 13 | 2 | (2)Rafael Nadal [ESP] d. (12)Djokovic | 6-2 7-5 | (ch) | 0.75 | 5.9% | 3.9% | 51.0% | 76.9% | 44.0% | 1/4 | 1:34 |
