| US Open Women | 08/22 22:55 | 44 | [105] Brengle, Madison v Taylor, Gabriella [178] | 6-1,6-1 | |
| ITF Women Landisville | 08/09 15:30 | 26 | [120] Brengle, Madison v Taylor, Gabriella [179] | Retired | |
| ITF Women Landisville | 08/07 16:50 | 25 | Kissell, Joelle v Taylor, Gabriella | 0-6,2-6 | |
| ITF Women Lexington | 08/02 15:35 | 26 | [182] Taylor, Gabriella v Jessica Pegula [287] | 3-6,6-7 | |
| ITF Women Lexington | 08/01 23:10 | 25 | Taylor, Gabriella v Peyton Stearns | 6-3,6-3 | |
| Wimbledon Women | 07/03 13:25 | 23 | [180] Taylor, Gabriella v Eugenie Bouchard [188] | 0-6,6-4,3-6 | |
| ITF Women Southsea | 06/26 12:50 | 26 | [75] Brady, Jennifer v Taylor, Gabriella [182] | 6-2,6-4 | |
| ITF Women Ilkley | 06/19 15:35 | 25 | [182] Taylor, Gabriella v Dayana Yastremska [151] | 1-6,3-6 | |
| WTA Nottingham | 06/12 13:35 | 25 | [42] Donna Vekic v Taylor, Gabriella [168] | 7-5,5-7,7-6 | |
| ITF Women Surbiton | 06/08 10:00 | 27 | [184] Taylor, Gabriella v Conny Perrin [193] | 7-6,4-6,1-6 | |
| ITF Women Surbiton | 06/06 11:45 | 26 | [184] Taylor, Gabriella v Fanni Stollar [165] | 6-2,6-3 | |
| ITF Women Surbiton | 06/05 15:30 | 25 | [80] Heather Watson v Taylor, Gabriella [184] | 6-3,4-6,3-6 | |
| French Open Women Qual | 05/24 10:25 | 45 | [113] Duque Marino, Mariana v Taylor, Gabriella [184] | 6-4,6-4 | |
| French Open Women Qual | 05/23 10:25 | 44 | [177] Jing-Jing Lu v Taylor, Gabriella [184] | 5-7,0-6 | |
| ITF Women Fukuoka | 05/09 02:00 | 25 | [304] Lykina, Ksenia v Taylor, Gabriella [173] | 6-7,6-1,6-2 | |
| ITF Women Gifu | 05/03 02:00 | 26 | [215] Harriet Dart v Taylor, Gabriella [173] | 7-5,6-3 | |
| ITF Women Gifu | 05/02 01:00 | 25 | [302] Lykina, Ksenia v Taylor, Gabriella [173] | 3-6,4-6 | |
| ITF Women Canberra | 03/29 23:00 | 27 | [178] Taylor, Gabriella v Zoe Hives [262] | Retired | |
| ITF Women Canberra | 03/28 23:00 | 26 | [178] Taylor, Gabriella v Konig, Pia [490] | 6-1,6-4 | |
| ITF Women Canberra | 03/27 23:00 | 25 | Taylor, Gabriella v Kaylah McPhee | 6-4,6-4 | |
| ITF Women Canberra | 03/24 00:00 | 28 | [178] Taylor, Gabriella v Dalila Jakupovic [171] | 2-6,2-6 | |
| ITF Women Canberra | 03/23 01:00 | 27 | Myers, Abbie v Taylor, Gabriella | 4-6,6-7 | |
| ITF Women Canberra | 03/22 00:15 | 26 | [228] Jia-Jing Lu v Taylor, Gabriella [178] | 3-6,3-6 | |
| ITF Women Canberra | 03/20 23:00 | 25 | [437] Alexandra Bozovic v Taylor, Gabriella [178] | 3-6,3-6 | |
| Mildura, Simples W-WITF-AUS-04A | 03/11 01:00 | 29 | Taylor, Gabriella v Reix, Sherazad | 6-0,6-3 | |
| Mildura, Simples W-WITF-AUS-04A | 03/10 01:30 | 28 | Taylor, Gabriella v Katy Dunne | 6-4,5-7,6-2 | |
| Mildura, Simples W-WITF-AUS-04A | 03/08 23:00 | 27 | Taylor, Gabriella v Maddison Inglis | 6-2,7-5 | |
| Mildura, Simples W-WITF-AUS-04A | 03/08 01:00 | 26 | Taylor, Gabriella v Kaylah McPhee | 6-4,6-2 | |
| Mildura, Simples W-WITF-AUS-04A | 03/06 00:15 | 25 | Taylor, Gabriella v Ueda, Ramu | 6-3,6-1 | |
| Perth, Simples W-WITF-AUS-05A | 02/25 03:00 | 29 | Taylor, Gabriella v Georges, Myrtille | 6-2,7-5 |