| US Open Women | 08/22 22:55 | 44 | [105] Madison Brengle v Gabriella Taylor [178] | 6-1,6-1 | |
| ITF Women Landisville | 08/09 15:30 | 26 | [120] Madison Brengle v Gabriella Taylor [179] | Retired | |
| ITF Women Landisville | 08/07 16:50 | 25 | Joelle Kissell v Gabriella Taylor | 0-6,2-6 | |
| ITF Women Lexington | 08/02 15:35 | 26 | [182] Gabriella Taylor v Jessica Pegula [287] | 3-6,6-7 | |
| ITF Women Lexington | 08/01 23:10 | 25 | Gabriella Taylor v Peyton Stearns | 6-3,6-3 | |
| Wimbledon Women | 07/03 13:25 | 23 | [180] Gabriella Taylor v Eugenie Bouchard [188] | 0-6,6-4,3-6 | |
| ITF Women Southsea | 06/26 12:50 | 26 | [75] Jennifer Brady v Gabriella Taylor [182] | 6-2,6-4 | |
| ITF Women Ilkley | 06/19 15:35 | 25 | [182] Gabriella Taylor v Dayana Yastremska [151] | 1-6,3-6 | |
| WTA Nottingham | 06/12 13:35 | 25 | [42] Donna Vekic v Gabriella Taylor [168] | 7-5,5-7,7-6 | |
| ITF Women Surbiton | 06/08 10:00 | 27 | [184] Gabriella Taylor v Conny Perrin [193] | 7-6,4-6,1-6 | |
| ITF Women Surbiton | 06/06 11:45 | 26 | [184] Gabriella Taylor v Fanni Stollar [165] | 6-2,6-3 | |
| ITF Women Surbiton | 06/05 15:30 | 25 | [80] Heather Watson v Gabriella Taylor [184] | 6-3,4-6,3-6 | |
| French Open Women Qual | 05/24 10:25 | 45 | [113] Mariana Duque Marino v Gabriella Taylor [184] | 6-4,6-4 | |
| French Open Women Qual | 05/23 10:25 | 44 | [177] Jing-Jing Lu v Gabriella Taylor [184] | 5-7,0-6 | |
| ITF Women Fukuoka | 05/09 02:00 | 25 | [304] Ksenia Lykina v Gabriella Taylor [173] | 6-7,6-1,6-2 | |
| ITF Women Gifu | 05/03 02:00 | 26 | [215] Harriet Dart v Gabriella Taylor [173] | 7-5,6-3 | |
| ITF Women Gifu | 05/02 01:00 | 25 | [302] Ksenia Lykina v Gabriella Taylor [173] | 3-6,4-6 | |
| ITF Women Canberra | 03/29 23:00 | 27 | [178] Gabriella Taylor v Zoe Hives [262] | Retired | |
| ITF Women Canberra | 03/28 23:00 | 26 | [178] Gabriella Taylor v Pia Konig [490] | 6-1,6-4 | |
| ITF Women Canberra | 03/27 23:00 | 25 | Gabriella Taylor v Kaylah McPhee | 6-4,6-4 | |
| ITF Women Canberra | 03/24 00:00 | 28 | [178] Gabriella Taylor v Dalila Jakupovic [171] | 2-6,2-6 | |
| ITF Women Canberra | 03/23 01:00 | 27 | Abbie Myers v Gabriella Taylor | 4-6,6-7 | |
| ITF Women Canberra | 03/22 00:15 | 26 | [228] Jia-Jing Lu v Gabriella Taylor [178] | 3-6,3-6 | |
| ITF Women Canberra | 03/20 23:00 | 25 | [437] Alexandra Bozovic v Gabriella Taylor [178] | 3-6,3-6 | |
| ITF Women Mildura | 03/11 01:00 | 29 | Gabriella Taylor v Sherazad Reix | 6-0,6-3 | |
| ITF Women Mildura | 03/10 01:30 | 28 | Gabriella Taylor v Katy Dunne | 6-4,5-7,6-2 | |
| ITF Women Mildura | 03/08 23:00 | 27 | Gabriella Taylor v Maddison Inglis | 6-2,7-5 | |
| ITF Women Mildura | 03/08 01:00 | 26 | Gabriella Taylor v Kaylah McPhee | 6-4,6-2 | |
| ITF Women Mildura | 03/06 00:15 | 25 | Gabriella Taylor v Ramu Ueda | 6-3,6-1 | |
| ITF Women Perth | 02/25 03:00 | 29 | Gabriella Taylor v Myrtille Georges | 6-2,7-5 |