| WTA - Montreal | 08/10 01:30 | 24 | [220] Rebecca Marino v Madison Keys [26] | 6-3,6-3 | |
| WTA - San Jose | 08/05 02:00 | 26 | [51] Shuai Zhang v Madison Keys [26] | 7-5,7-6 | |
| Wimbledon - Damen | 07/05 14:10 | 26 | [27] Madison Keys v Viktorija Golubic [66] | 6-7,3-6 | |
| Wimbledon - Damen | 07/02 17:10 | 25 | [16] Elise Mertens v Madison Keys [27] | 5-7,3-6 | |
| Wimbledon - Damen | 06/30 17:45 | 24 | [91] Lauren Davis v Madison Keys [27] | 1-6,4-6 | |
| Wimbledon - Damen | 06/28 14:30 | 23 | [292] Katie Swan v Madison Keys [27] | 3-6,4-6 | |
| WTA - Eastbourne | 06/22 10:00 | 25 | Bianca Andreescu v Madison Keys | Cancelled | |
| WTA - Berlin | 06/18 14:50 | 27 | [28] Madison Keys v Liudmila Samsonova [106] | 6-7,6-2,6-7 | |
| WTA - Berlin | 06/16 15:00 | 26 | [4] Aryna Sabalenka v Madison Keys [28] | 4-6,6-1,5-7 | |
| WTA - Berlin | 06/14 14:25 | 25 | [146] Magdalena Frech v Madison Keys [28] | 3-6,4-6 | |
| French Open - Damen | 06/04 10:00 | 25 | [16] Victoria Azarenka v Madison Keys [24] | 6-2,6-2 | |
| French Open - Damen | 06/02 14:00 | 24 | [69] Leylah Fernandez v Madison Keys [24] | 1-6,5-7 | |
| French Open - Damen | 05/30 20:05 | 23 | [115] Oceane Dodin v Madison Keys [24] | 3-6,6-3,1-6 | |
| WTA - Rom | 05/12 13:40 | 25 | [23] Madison Keys v Iga Swiatek [15] | 5-7,1-6 | |
| WTA - Rom | 05/11 08:00 | 24 | [65] Sloane Stephens v Madison Keys [23] | 6-4,2-6,5-7 | |
| WTA - Rom | 05/11 08:00 | 24 | Karolina Muchova v Madison Keys | Cancelled | |
| WTA - Madrid | 04/30 12:50 | 24 | [41] Anastasia Pavlyuchenkova v Madison Keys [23] | 7-5,6-2 | |
| WTA - Charleston | 04/07 23:15 | 25 | [57] Sloane Stephens v Madison Keys [24] | 6-4,6-4 | |
| WTA - Miami | 03/25 15:00 | 24 | [19] Madison Keys v Ana Konjuh [338] | 4-6,2-6 | |
| WTA - Dubai | 03/09 08:00 | 25 | [19] Madison Keys v Anastasia Potapova [88] | 4-6,3-6 | |
| WTA - Dubai | 03/08 08:00 | 24 | [19] Madison Keys v En Shuo Liang [239] | 6-1,6-1 | |
| WTA - Doha | 03/03 14:15 | 26 | [25] Maria Sakkari v Madison Keys [19] | 6-2,6-2 | |
| WTA - Doha | 03/02 15:00 | 25 | [19] Madison Keys v Belinda Bencic [12] | 6-4,6-1 | |
| French Open - Damen | 09/28 15:00 | 23 | [39] Shuai Zhang v Madison Keys [16] | 6-3,7-6 | |
| US Open - Damen | 09/05 23:00 | 25 | [14] Madison Keys v Alize Cornet [56] | Retired | |
| US Open - Damen | 09/03 21:20 | 24 | [14] Madison Keys v Aliona Bolsova [103] | 6-2,6-1 | |
| US Open - Damen | 09/01 21:00 | 23 | [14] Madison Keys v Timea Babos [101] | 6-1,6-1 | |
| WTA - New York | 08/25 01:10 | 25 | [13] Madison Keys v Ons Jabeur [39] | 4-6,1-6 | |
| US Invitational - Damen | 06/27 20:00 | 1 | [4] Sofia Kenin v Madison Keys [13] | 3-6,7-5,2-10 | |
| US Invitational - Damen | 06/25 20:00 | 1 | [134] Caroline Dolehide v Madison Keys [13] | 1-6,7-6,4-10 |
Wikipedia - Madison Keys
Madison Keys (* 17. Februar 1995 in Rock Island, Illinois) ist eine US-amerikanische Tennisspielerin.