| US Open Women | 09/02 16:00 | 24 | [93] Anna Karolina Schmiedlova v Anastasia Pavlyuchenkova [15] | 2-6,7-5,2-6 | |
| US Open Women | 08/31 23:00 | 23 | [35] Alison Riske v Anastasia Pavlyuchenkova [15] | 4-6,2-6 | |
| WTA Cincinnati | 08/17 15:00 | 24 | Anastasia Pavlyuchenkova v Bernarda Pera | Cancelled | |
| WTA Montreal | 08/11 23:45 | 25 | [30] Jessica Pegula v Anastasia Pavlyuchenkova [17] | 1-6,6-3,6-2 | |
| WTA Montreal | 08/10 17:20 | 24 | [63] Caroline Garcia v Anastasia Pavlyuchenkova [17] | 4-6,4-6 | |
| Olympics 2020 - Women | 07/28 04:40 | 27 | [18] Anastasia Pavlyuchenkova v Belinda Bencic [12] | 0-6,6-3,3-6 | |
| Olympics 2020 - Women | 07/27 03:00 | 26 | [47] Sara Sorribes Tormo v Anastasia Pavlyuchenkova [18] | 1-6,3-6 | |
| Olympics 2020 - Women | 07/26 02:00 | 25 | [129] Anna-Lena Friedsam v Anastasia Pavlyuchenkova [18] | 1-6,1-6 | |
| Olympics 2020 - Women | 07/24 02:00 | 24 | Sara Errani v Anastasia Pavlyuchenkova | 0-6,1-6 | |
| Wimbledon Women | 07/03 10:00 | 25 | [22] Karolina Muchova v Anastasia Pavlyuchenkova [19] | 7-5,6-3 | |
| Wimbledon Women | 07/01 10:00 | 24 | [106] Kristyna Pliskova v Anastasia Pavlyuchenkova [19] | 3-6,3-6 | |
| Wimbledon Women | 06/30 10:00 | 23 | [92] Ana Bogdan v Anastasia Pavlyuchenkova [19] | 2-6,2-6 | |
| WTA Eastbourne | 06/22 14:15 | 25 | [19] Anastasia Pavlyuchenkova v Jelena Ostapenko [43] | 1-6,3-6 | |
| French Open Women | 06/12 13:00 | 29 | [33] Barbora Krejcikova v Anastasia Pavlyuchenkova [32] | 6-1,2-6,6-4 | |
| French Open Women | 06/10 13:00 | 28 | [32] Anastasia Pavlyuchenkova v Tamara Zidansek [85] | 7-5,6-3 | |
| French Open Women | 06/08 12:45 | 27 | [22] Elena Rybakina v Anastasia Pavlyuchenkova [32] | 7-6,2-6,7-9 | |
| French Open Women | 06/06 10:00 | 26 | [16] Victoria Azarenka v Anastasia Pavlyuchenkova [32] | 7-5,3-6,2-6 | |
| French Open Women | 06/04 09:00 | 25 | [32] Anastasia Pavlyuchenkova v Aryna Sabalenka [4] | 6-4,2-6,6-0 | |
| French Open Women | 06/02 15:00 | 24 | [32] Anastasia Pavlyuchenkova v Ajla Tomljanovic [76] | 6-2,6-3 | |
| French Open Women | 05/30 11:30 | 23 | [32] Anastasia Pavlyuchenkova v Christina McHale [95] | 6-4,6-0 | |
| WTA Belgrade | 05/17 17:00 | 25 | Anastasia Pavlyuchenkova v Lola Radivojevic | Cancelled | |
| WTA Rome | 05/11 11:20 | 24 | Garbine Muguruza v Anastasia Pavlyuchenkova | Cancelled | |
| WTA Madrid | 05/06 18:30 | 28 | [7] Aryna Sabalenka v Anastasia Pavlyuchenkova [41] | 6-2,6-3 | |
| WTA Madrid | 05/05 13:30 | 27 | [41] Anastasia Pavlyuchenkova v Karolina Muchova [20] | 7-6,7-6 | |
| WTA Madrid | 05/04 15:00 | 26 | [41] Anastasia Pavlyuchenkova v Jennifer Brady [14] | 7-5,6-7,6-3 | |
| WTA Madrid | 05/02 12:40 | 25 | [9] Karolina Pliskova v Anastasia Pavlyuchenkova [41] | 0-6,5-7 | |
| WTA Madrid | 04/30 12:50 | 24 | [41] Anastasia Pavlyuchenkova v Madison Keys [23] | 7-5,6-2 | |
| WTA Istanbul | 04/19 10:55 | 25 | [39] Anastasia Pavlyuchenkova v Anastasia Potapova [76] | 6-7,7-6,4-6 | |
| WTA St. Petersburg | 03/18 14:55 | 26 | [241] Anastasia Gasanova v Anastasia Pavlyuchenkova [45] | 1-6,7-6,7-6 | |
| WTA St. Petersburg | 03/16 18:30 | 25 | [181] Cagla Buyukakcay v Anastasia Pavlyuchenkova [45] | 4-6,4-6 |