| Wimbledon - Damen | 07/05 17:40 | 23 | [266] Sonay Kartal v Madison Keys [18] | 0-6,3-6 | |
| WTA - Eastbourne | 07/01 11:30 | 29 | [25] Madison Keys v Daria Kasatkina [11] | 6-2,7-6 | |
| WTA - Eastbourne | 06/30 10:00 | 28 | [25] Madison Keys v Coco Gauff [7] | 6-3,6-3 | |
| WTA - Eastbourne | 06/29 11:15 | 27 | [25] Madison Keys v Petra Martic [30] | 6-4,6-1 | |
| WTA - Eastbourne | 06/28 11:30 | 26 | [73] Xiyu Wang v Madison Keys [25] | 2-6,6-7 | |
| WTA - Eastbourne | 06/26 18:05 | 25 | [25] Madison Keys v Tereza Martincova [113] | 7-6,6-4 | |
| WTA - Eastbourne | 06/26 15:00 | 25 | Madison Keys v Linda Fruhvirtova | Cancelled | |
| French Open - Damen | 06/01 09:00 | 24 | [138] Kayla Day v Madison Keys [20] | 6-2,4-6,6-4 | |
| French Open - Damen | 05/29 09:00 | 23 | [74] Kaia Kanepi v Madison Keys [20] | 1-6,6-3,1-6 | |
| WTA - Rom | 05/15 09:00 | 26 | [23] Madison Keys v Anhelina Kalinina [47] | 6-2,2-6,4-6 | |
| WTA - Rom | 05/14 13:00 | 25 | Victoria Azarenka v Madison Keys | Walkover | |
| WTA - Rom | 05/11 12:45 | 24 | [94] Magdalena Frech v Madison Keys [23] | 3-6,2-6 | |
| WTA - Charleston | 04/07 18:30 | 27 | [22] Madison Keys v Daria Kasatkina [8] | 7-6,4-6,2-6 | |
| WTA - Charleston | 04/07 00:10 | 26 | [19] Magda Linette v Madison Keys [22] | 2-6,6-3,1-6 | |
| WTA - Charleston | 04/05 17:05 | 25 | [275] Hailey Baptiste v Madison Keys [22] | 1-6,2-6 | |
| WTA - Charleston | 04/04 16:50 | 24 | [118] Emma Navarro v Madison Keys [22] | 4-6,3-6 | |
| WTA - Miami | 03/26 21:15 | 25 | [13] Barbora Krejcikova v Madison Keys [21] | 7-6,6-3 | |
| WTA - Miami | 03/24 18:35 | 24 | [193] Robin Montgomery v Madison Keys [21] | 4-6,4-6 | |
| WTA - Indian Wells | 03/12 04:00 | 24 | [83] Sorana Cirstea v Madison Keys [20] | Retired | |
| WTA - Dubai | 02/23 13:10 | 27 | [23] Madison Keys v Coco Gauff [6] | 2-6,5-7 | |
| WTA - Dubai | 02/22 09:55 | 26 | [23] Madison Keys v Victoria Azarenka [14] | 6-2,6-1 | |
| WTA - Dubai | 02/21 08:00 | 25 | [5] Caroline Garcia v Madison Keys [23] | 5-7,4-6 | |
| WTA - Dubai | 02/19 08:00 | 24 | [64] Jasmine Paolini v Madison Keys [23] | 1-6,1-6 | |
| WTA - Doha | 02/14 12:30 | 25 | [23] Madison Keys v Jelena Ostapenko [14] | 5-7,2-6 | |
| Australian Open - Frauen | 01/20 08:00 | 25 | [13] Madison Keys v Victoria Azarenka [24] | 6-1,2-6,1-6 | |
| Australian Open - Frauen | 01/18 06:20 | 24 | [13] Madison Keys v Xinyu Wang [79] | 6-3,6-2 | |
| Australian Open - Frauen | 01/16 10:20 | 23 | [13] Madison Keys v Anna Blinkova [60] | 6-4,3-6,6-2 | |
| United Cup - Frauen | 01/08 09:00 | 29 | [11] Madison Keys v Lucia Bronzetti [54] | 6-3,6-2 | |
| United Cup - Frauen | 01/07 01:05 | 28 | [48] Magda Linette v Madison Keys [11] | 4-6,2-6 | |
| United Cup - Frauen | 01/04 01:30 | 19 | [11] Madison Keys v Katie Swan [145] | 2-6,6-3,6-4 |
Wikipedia - Madison Keys
Madison Keys (* 17. Februar 1995 in Rock Island, Illinois) ist eine US-amerikanische Tennisspielerin.