Stadium: Court 7 Round: 26
| ITF Women Florence | 2018/10/18 16:00 | Paula Cristina Goncalves v Kayla Day | 6-4,6-4 |
| ITF Women Florence | 2018/10/16 18:30 | Manon Arcangioli v Kayla Day | 3-6,3-6 |
| ITF Women Stockton | 2018/10/02 20:50 | Sofya Zhuk v Kayla Day | 6-3,7-6 |
| ITF Women Templeton | 2018/09/27 01:00 | Taylor Townsend v Kayla Day | 6-1,6-4 |
| WTA Quebec City | 2018/09/08 22:50 | Kayla Day v Sabrina Santamaria | 6-7,6-4,6-3 |
| WTA Chicago | 2018/09/03 16:25 | Kayla Day v Robin Anderson | 6-2,3-6,6-7 |
| US Open Women | 2018/08/21 18:25 | Jessica Pegula v Kayla Day | 6-3,6-1 |
| ITF Women Brescia | 2018/06/05 12:50 | Diana Marcinkevica v Kayla Day | 6-0,6-1 |
| WTA Hong Kong | 2018/10/11 10:10 | Christina McHale v Qiang Wang | 5-7,1-6 |
| WTA Hong Kong | 2018/10/09 07:00 | Christina McHale v Eudice Chong | 6-7,6-2,6-1 |
| WTA Beijing | 2018/09/29 08:20 | Yulia Putintseva v Christina McHale | 7-6,6-4 |
| WTA Beijing | 2018/09/29 03:00 | Christina McHale v Magda Linette | 7-6,7-5 |
| WTA Wuhan | 2018/09/21 03:00 | Christina McHale v Polona Hercog | 6-7,1-6 |
| WTA Guangzhou | 2018/09/19 13:00 | Aleksandra Krunic v Christina McHale | 6-3,6-3 |
| WTA Quebec City | 2018/09/12 16:10 | Christina McHale v Pauline Parmentier | 2-6,6-4,5-7 |
| WTA Quebec City | 2018/09/10 19:10 | Dayana Yastremska v Christina McHale | 6-2,2-6,6-7 |