| ITF W100 Vancouver | 08/16 18:00 | 27 | [77] Ena Shibahara v Sara S Tormo [89] | 1-6,3-6 | |
| ITF W100 Vancouver | 08/15 17:00 | 26 | [354] Hanna Chang v Ena Shibahara [77] | 1-6,3-6 | |
| ITF W100 Vancouver | 08/14 19:25 | 25 | [135] Nicole Gibbs v Ena Shibahara [77] | 4-6,6-4,3-6 | |
| ITF W100 Vancouver | 08/12 23:00 | 45 | [77] Ena Shibahara v Catherine Harrison [327] | 6-4,6-4 | |
| ITF W100 Vancouver | 08/12 17:00 | 45 | [355] Grace Min v Ena Shibahara [77] | 1-6,6-1,10-12 | |
| ITF W60 Landisville | 08/05 18:45 | 45 | Ayaka Okuno v Ena Shibahara | Cancelled | |
| WTA Lausanne | 07/14 10:10 | 64 | [127] Allie Kiick v Ena Shibahara [480] | 6-2,6-3 | |
| WTA Lausanne | 07/13 14:00 | 45 | [84] Renata Voracova v Ena Shibahara [480] | 3-6,3-6 | |
| ITF W25 Karuizawa | 05/22 02:30 | 25 | [251] Momoko Kobori v Ena Shibahara [473] | 3-6,7-5,6-3 | |
| ITF W25 Karuizawa | 05/21 04:00 | 54 | Ena Shibahara v Asuka Yoshida | 6-1,6-3 | |
| ITF W60 Kurume | 05/17 01:00 | 27 | Ena Shibahara v Yuki Naito | 4-6,7-6,2-6 | |
| ITF W60 Kurume | 05/16 01:00 | 26 | [103] Ena Shibahara v Alison Bai [350] | 6-3,4-6,6-2 | |
| ITF W60 Kurume | 05/15 02:35 | 25 | [241] Hiroko Kuwata v Ena Shibahara [103] | 7-5,0-6,2-6 | |
| ITF W60 Kurume | 05/13 04:40 | 45 | [443] Alexandra Bozovic v Ena Shibahara [103] | 2-6,4-6 | |
| ITF W60 Kurume | 05/13 01:55 | 45 | Chisa Hosonuma v Ena Shibahara | 2-6,3-6 | |
| ITF W60 Fukuoka | 05/08 02:00 | 25 | [106] Ena Shibahara v Emina Bektas [378] | 4-6,3-6 | |
| ITF W60 Fukuoka | 05/06 06:50 | 45 | [448] Alexandra Bozovic v Ena Shibahara [106] | 1-6,2-6 | |
| ITF W60 Fukuoka | 05/06 03:00 | 45 | [106] Ena Shibahara v Haruna Arakawa [467] | 6-0,6-4 | |
| ITF W80 Dothan | 04/15 20:50 | 45 | [106] Ena Shibahara v Quinn Gleason [363] | 2-6,4-6 | |
| WTA Indian Wells | 02/26 18:00 | 24 | [141] Ena Shibahara v Claire Liu [140] | 2-6,1-6 | |
| WTA Indian Wells | 02/25 18:00 | 45 | [260] Mayo Hibi v Ena Shibahara [141] | 6-2,3-6,4-6 | |
| ITF W25 Rancho Santa Fe | 02/18 18:00 | 45 | Chihiro Muramatsu v Ena Shibahara | 3-6,6-1,10-6 | |
| ITF Women Norman | 11/13 18:50 | 62 | Ena Shibahara v Ellie Douglas | 4-6,2-6 | |
| ITF Women Norman | 11/11 16:00 | 62 | Lisa-Marie Rioux v Ena Shibahara | 0-6,2-6 | |
| ITF Women Norman | 11/10 16:00 | 62 | Ena Shibahara v Rosalyn Small | 6-0,6-0 | |
| ITF Women Lawrence | 11/09 17:00 | 28 | Catherine Harrison v Ena Shibahara | 0-6,6-3,7-6 | |
| ITF Women Lawrence | 11/08 16:00 | 27 | [243] Chieh-Yu Hsu v Ena Shibahara [300] | 4-6,2-6 | |
| ITF Women Lawrence | 11/07 15:00 | 26 | [300] Ena Shibahara v Dalma Galfi [296] | 6-4,6-4 | |
| ITF Women Lawrence | 11/06 15:00 | 25 | Sofia Smagina v Ena Shibahara | 6-7,3-6 | |
| ITF Women Lawrence | 11/05 15:00 | 62 | Ena Shibahara v Anna Turati | 6-0,5-7,6-4 |