Stadium: Court 2 Round: 26 Ground: Hardcourt outdoor
| WTA Indian Wells | 2019/02/25 18:00 | Jovana Jaksic v Kayla Day | 7-6,4-6,1-6 |
| ITF W60 Templeton | 2019/09/24 23:35 | Kayla Day v Grace Min | 6-4,3-6,1-6 |
| ITF W60 Berkeley | 2019/07/17 19:00 | Kayla Day v Hanna Chang | 6-2,4-6,4-6 |
| ITF W60 Honolulu | 2019/07/12 20:00 | Kayla Day v Caroline Dolehide | 7-5,3-6,1-6 |
| ITF W60 Honolulu | 2019/07/12 00:10 | Risa Ozaki v Kayla Day | 5-7,3-6 |
| ITF W60 Honolulu | 2019/07/10 20:00 | Sophie Chang v Kayla Day | 6-7,3-6 |
| ITF W100 Bonita Springs | 2019/05/07 15:30 | Louisa Chirico v Kayla Day | 6-4,7-5 |
| ITF W100 Bonita Springs | 2019/05/06 17:10 | Alycia Parks v Kayla Day | 3-6,1-6 |
| ITF W100 Charleston | 2019/05/02 16:25 | Kayla Day v Taylor Townsend | 4-6,1-6 |
| ITF W60 Templeton | 2019/09/27 19:00 | Jovana Jaksic v Grace Min | 6-7,0-6 |
| ITF W60 Templeton | 2019/09/26 17:00 | Jovana Jaksic v Pamela Montez | 6-4,6-1 |
| ITF W60 Templeton | 2019/09/24 20:30 | Jovana Jaksic v Quinn Gleason | 7-5,6-1 |
| WTA Zhengzhou | 2019/09/08 03:00 | Asia Muhammad v Jovana Jaksic | 4-6,6-3,7-5 |
| WTA Zhengzhou | 2019/09/07 02:00 | Jovana Jaksic v Laura Pigossi | 6-3,6-2 |
| ITF W60 Jinan | 2019/08/31 04:50 | Xiaodi You v Jovana Jaksic | 1-6,7-6,7-5 |
| ITF W60 Jinan | 2019/08/30 02:00 | Jovana Jaksic v Wushuang Zheng | 6-4,3-6,6-3 |
| ITF W60 Jinan | 2019/08/29 03:15 | Jovana Jaksic v Mai Hontama | 6-3,6-3 |