Round: 44 Ground: Clay
| ITF W15 Cancun | 2019/11/06 17:05 | Jandric, Tea v Gailis, Rachel | 2-6,6-3,3-6 |
| ITF W15 Cancun | 2019/11/03 14:00 | Gailis, Rachel v Adrienn Nagy | 3-6,2-6 |
| ITF W15 Cancun | 2019/11/02 14:00 | Gailis, Rachel v Natarajan, Ramya | 6-2,6-2 |
| ITF W15 Cancun | 2019/11/01 13:55 | Gailis, Rachel v Ng, Taylor | 5-7,6-3,7-6 |
| ITF W15 Cancun | 2019/10/31 13:45 | Gailis, Rachel v Feder, Ambre | 6-0,6-1 |
| ITF W15 Cancun | 2019/10/30 14:00 | Sewing, Sofia v Gailis, Rachel | 0-6,6-3,2-6 |
| ITF W80 Macon | 2019/10/21 17:10 | Gailis, Rachel v Daniell, Andie K. | 1-6,1-6 |
| ITF W15 Naples | 2019/05/14 14:00 | Gailis, Rachel v Eleana Yu | 3-6,4-6 |
| ITF W25 Naples | 2019/11/17 14:00 | Hamner, Sarah v Guttierez Carrasco, Maria | 3-6,0-6 |
| ITF W25 Orlando | 2019/11/12 15:00 | Tori Kinard v Guttierez Carrasco, Maria | 6-4,6-7,10-8 |
| ITF W25 Orlando | 2019/11/11 15:00 | Guttierez Carrasco, Maria v Layne Sleeth | 6-2,6-3 |
| ITF W60 Las Vegas | 2019/11/06 18:55 | Guttierez Carrasco, Maria v Sachia Vickery | 4-6,3-6 |
| ITF W60 Las Vegas | 2019/11/05 18:10 | Sophie Chang v Guttierez Carrasco, Maria | 6-4,3-6,9-11 |
| ITF W60 Las Vegas | 2019/11/04 16:55 | Mohamad, Shatoo v Guttierez Carrasco, Maria | 0-6,7-5,6-10 |
| ITF W25 Seville | 2019/10/14 11:20 | Ferrando, Cristiana v Guttierez Carrasco, Maria | 7-6,6-3 |
| ITF W25 Seville | 2019/10/13 14:00 | Paula Arias Manjon v Guttierez Carrasco, Maria | 6-7,1-6 |