Stadium: Court 2 Round: 27 Ground: Clay
| ITF Women Versmold | 2018/07/12 12:50 | Jessica Pieri v Olga Danilovic | 1-6,1-6 |
| ITF W60 La Bisbal | 2021/05/13 13:30 | Anna-Lena Friedsam v Olga Danilovic | 2-6,7-6,6-7 |
| ITF W60 La Bisbal | 2021/05/11 17:55 | Guiomar Maristany Zuleta De Reales v Olga Danilovic | 3-6,2-6 |
| Billie Jean King Cup | 2021/04/16 12:00 | Olga Danilovic v Leylah Annie Fernandez | 5-7,6-4,4-6 |
| WTA Miami | 2021/03/24 20:20 | Olga Danilovic v Anastasija Sevastova | 1-6,6-3,6-7 |
| WTA Miami | 2021/03/23 15:50 | Olga Danilovic v Kristie Ahn | 7-6,6-3 |
| WTA Miami | 2021/03/22 18:25 | Jasmine Paolini v Olga Danilovic | 7-6,1-6,4-6 |
| WTA Lyon | 2021/02/27 09:00 | Magdalena Frech v Olga Danilovic | 6-1,6-1 |
| WTA Melbourne | 2021/02/13 00:00 | Kamilla Rakhimova v Olga Danilovic | 7-6,6-4 |
| ITF W60 La Bisbal | 2021/05/13 08:00 | Kateryna Baindl v Jessica Pieri | 0-6,6-3,4-6 |
| ITF W60 La Bisbal | 2021/05/11 08:00 | Jessica Pieri v Timea Babos | 1-6,6-4,7-5 |
| ITF W60 La Bisbal | 2021/05/10 08:00 | Valentyna Ivakhnenko v Jessica Pieri | 0-6,2-6 |
| ITF W60 La Bisbal | 2021/05/09 07:55 | Leyre Romero Gormaz v Jessica Pieri | 4-6,4-6 |
| ITF W60 Zagreb | 2021/05/01 09:00 | Anhelina Kalinina v Jessica Pieri | 6-2,6-0 |
| ITF W60 Zagreb | 2021/04/30 09:00 | Barbara Haas v Jessica Pieri | 2-6,7-5,1-6 |
| ITF W60 Zagreb | 2021/04/29 08:00 | Jessica Pieri v Elena-Gabriela Ruse | 4-6,7-6,6-3 |
| ITF W60 Zagreb | 2021/04/28 09:40 | Jessica Pieri v Martina Di Giuseppe | 2-6,6-2,6-2 |