Round: 1
| ITF Women Osprey | 2018/05/23 15:55 | Stewart, Katerina v Dasha Ivanova | 6-3,6-1 |
| UTR Pro Tennis Series Florida Women | 2020/07/08 14:30 | Nefedova, Anastasia Evgenyevna v Stewart, Katerina | 7-5,6-4 |
| UTR Pro Tennis Series Florida Women | 2020/07/08 12:00 | Sewing, Sofia v Stewart, Katerina | 6-4,6-1 |
| UTR Pro Tennis Series Florida Women | 2020/07/06 14:00 | Halbauer, Elizabeth v Stewart, Katerina | 6-3,7-5 |
| UTR Pro Tennis Series Florida Women | 2020/07/06 12:00 | Maria Jose Portillo Ramirez v Stewart, Katerina | 1-6,1-6 |
| UTR Pro Tennis Series Florida Women | 2020/07/03 14:30 | Mayuka Aikawa v Stewart, Katerina | 2-6,1-6 |
| UTR Pro Tennis Series Florida Women | 2020/07/03 12:00 | Gleason, Quinn v Stewart, Katerina | 2-6,3-6 |
| UTR Pro Tennis Series Florida Women | 2020/07/01 14:30 | Sewing, Sofia v Stewart, Katerina | 1-6,3-6 |
| UTR Pro Tennis Series Florida Women | 2020/07/01 12:00 | Stewart, Katerina v Seone Mendez | 6-4,7-6 |
| UTR Pro Tennis Series Florida Women | 2020/07/09 13:15 | Black, Hurricane Tyra v Dasha Ivanova | 6-2,3-6,10-2 |
| UTR Pro Tennis Series Florida Women | 2020/07/09 12:00 | Renata Zarazua v Dasha Ivanova | 6-1,6-3 |
| UTR Pro Tennis Series Florida Women | 2020/07/05 15:00 | Dasha Ivanova v Mayuka Aikawa | 6-1,5-4 |
| UTR Pro Tennis Series Florida Women | 2020/07/05 13:30 | Dasha Ivanova v Xu, Shilin | 1-6,2-5 |
| UTR Pro Tennis Series Florida Women | 2020/07/04 15:45 | Elie, Jennifer v Dasha Ivanova | 7-6,6-1 |
| UTR Pro Tennis Series Florida Women | 2020/07/04 13:15 | Black, Hurricane Tyra v Dasha Ivanova | 6-3,6-2 |
| UTR Pro Tennis Series Florida Women | 2020/06/29 19:40 | Seone Mendez v Dasha Ivanova | 3-6,0-6 |
| UTR Pro Tennis Series Florida Women | 2020/06/29 15:00 | Clousing, Keisha R v Dasha Ivanova | 1-6,1-6 |