| Australian Open Women | 01/07 09:00 | 14 |
Darya Astakhova
v
Ena Shibahara 
|
1-6,6-3,6-0 | |
| WTA Auckland | 12/27 22:00 | 45 |
[137] Ena Shibahara v
Monique Barry
[372] 
|
6-7,4-6 | |
| Billie Jean King Cup | 11/16 08:50 | 27 |
[135] Ena Shibahara v
Elisabetta Cocciaretto
[54] 
|
3-6,6-4,6-4 | |
| Billie Jean King Cup | 11/14 12:45 | 7 |
[135] Ena Shibahara v
Jaqueline Cristian
[73] 
|
6-4,7-6 | |
| WTA Osaka | 10/14 03:15 | 25 |
[76] McCartney Kessler
v
Ena Shibahara [139]
|
6-4,6-1 | |
| WTA Osaka | 10/13 01:30 | 19 |
[149] Marina Stakusic
v
Ena Shibahara [143]
|
6-2,6-7,6-7 | |
| WTA Osaka | 10/12 01:30 | 14 |
[143] Linda Fruhvirtova
v
Ena Shibahara [181]
|
6-3,6-7,5-7 | |
| ITF W75 Rancho Santa Fe | 10/06 19:45 | 29 |
[154] Ena Shibahara v
Iva Jovic
[290] 
|
3-6,3-6 | |
| ITF W75 Rancho Santa Fe | 10/05 21:45 | 28 |
[288] Katherine Sebov
v
Ena Shibahara [154]
|
1-6,3-6 | |
| ITF W75 Rancho Santa Fe | 10/04 20:15 | 27 |
Ena Shibahara v
Lauren Davis
|
7-6,6-3 | |
| ITF W75 Rancho Santa Fe | 10/03 18:45 | 26 |
Ena Shibahara v
Annika Penickova
|
6-1,6-0 | |
| ITF W75 Rancho Santa Fe | 10/02 16:55 | 25 |
Ena Shibahara v
Solymar Colling
|
6-2,6-0 | |
| ITF W75 Templeton | 09/25 17:00 | 25 |
[288] Katherine Sebov
v
Ena Shibahara [154]
|
6-0,7-6 | |
| WTA Guadalajara | 09/12 20:45 | 26 |
[30] Caroline Garcia
v
Ena Shibahara [169]
|
7-6,7-6 | |
| WTA Guadalajara | 09/10 19:00 | 25 |
[162] Kimberly Birrell
v
Ena Shibahara [38]
|
4-6,6-7 | |
| WTA Guadalajara | 09/08 17:00 | 19 |
[217] Ena Shibahara v
Elizabeth Mandlik
[166] 
|
6-3,6-7,6-3 | |
| WTA Guadalajara | 09/07 19:05 | 14 |
[142] Emiliana Arango
v
Ena Shibahara [217]
|
4-6,1-6 | |
| US Open Women | 08/29 18:15 | 24 |
[1] Iga Swiatek
v
Ena Shibahara [217]
|
6-0,6-1 | |
| US Open Women | 08/27 15:00 | 23 |
[95] Daria Saville
v
Ena Shibahara [217]
|
3-6,6-4,6-7 | |
| US Open Women | 08/22 18:05 | 19 |
[218] Ena Shibahara v
Arianne Hartono
[149] 
|
3-6,6-1,6-4 | |
| US Open Women | 08/21 22:55 | 15 |
[192] Francesca Jones
v
Ena Shibahara [218]
|
Retired | |
| US Open Women | 08/20 23:20 | 14 |
[218] Ena Shibahara v
Katarina Zavatska
[173] 
|
6-0,2-6,6-4 | |
| ITF W100 Cary | 08/15 00:15 | 26 |
[235] Ena Shibahara v
Nuria Parrizas-Diaz
[118] 
|
3-6,7-6,4-6 | |
| ITF W100 Cary | 08/13 22:15 | 25 |
Ena Shibahara v
Kristina Penickova
|
6-2,6-1 | |
| ITF W100 Cary | 08/12 14:00 | 54 |
[306] Sahaja Yamalapalli
v
Ena Shibahara [240]
|
4-6,3-6 | |
| ITF W100 Cary | 08/11 15:35 | 54 |
[240] Ena Shibahara v
Anastasia Tikhonova
[193] 
|
6-1,6-2 | |
| WTA Prague | 07/23 13:35 | 26 |
[257] Ena Shibahara v
Ella Seidel
[150] 
|
2-6,5-7 | |
| WTA Prague | 07/22 10:45 | 25 |
[261] Ena Shibahara v
Tamara Korpatsch
[89] |
7-6,3-6,7-5 | |
| WTA Prague | 07/21 09:00 | 19 |
[465] Tara Wurth
v
Ena Shibahara [261]
|
6-3,6-7,6-4 | |
| WTA Prague | 07/20 09:00 | 14 |
[261] Ena Shibahara v
Dejana Radanovic
[254] |
0-6,6-4,7-6 |