Stadium: Court 1 Round: 54 Ground: Hardcourt indoor
| ITF Women Toronto | 2018/10/28 14:00 | Gilchrist, Nadja v Catherine Harrison | 6-4,7-6 |
| ITF Women Toronto | 2018/10/27 17:45 | Gilchrist, Nadja v Stevenson, Alexandra | 7-6,6-4 |
| ITF Women Saguenay | 2018/10/22 14:00 | Gilchrist, Nadja v Carter, Hayley | 1-6,2-6 |
| ITF Women Saguenay | 2018/10/21 17:25 | Gilchrist, Nadja v Collard, Melodie | 6-2,6-3 |
| ITF Women Saguenay | 2018/10/20 15:50 | Gilchrist, Nadja v Villarreal, Andrea Renee | 7-5,4-6,6-4 |
| ITF Women Charleston | 2018/10/05 14:00 | Gilchrist, Nadja v Halbauer, Elizabeth | 2-6,7-5,2-6 |
| ITF Women Charleston | 2018/10/04 14:00 | Gilchrist, Nadja v Peyton Stearns | 6-2,6-2 |
| ITF Women Charleston | 2018/10/02 17:50 | Gatica, Barbara v Gilchrist, Nadja | 2-6,1-6 |
| ITF Women Toronto | 2018/10/28 14:00 | Bovina, Elena v Montez, Pamela | 3-6,1-6 |
| ITF Women Toronto | 2018/10/27 17:10 | Montez, Pamela v Ho, Jessica | 6-4,3-6,6-2 |
| ITF Women Saguenay | 2018/10/22 14:00 | Lopatetska, Daria v Montez, Pamela | 7-6,6-3 |
| ITF Women Saguenay | 2018/10/21 16:45 | Montez, Pamela v Guillermo, Lorraine M | 6-1,6-3 |
| ITF Women Saguenay | 2018/10/20 14:00 | Alycia Parks v Montez, Pamela | 1-6,6-7 |
| ITF Women Stockton | 2018/10/01 20:40 | Montez, Pamela v Sadikovic, Amra | 6-7,2-6 |
| ITF Women Stockton | 2018/09/30 20:20 | Montez, Pamela v Arbuthnott, Emily | 7-5,6-4 |
| Templeton, Singles W-WITF-USA-32A | 2018/09/24 17:00 | Montez, Pamela v Gleason, Quinn | 1-6,6-3,0-6 |