Challenger Seoul 10/31 02:00
26
Antoine Escoffier
v
Kaito Uesugi
6-4,7-6
Challenger Seoul 10/29 02:00
25
[298] Ramkumar Ramanathan
v
Kaito Uesugi [146]
4-6,4-6
Challenger Seoul 10/28 02:00
19
Sungbeen Sim
v
Kaito Uesugi
1-6,6-2,5-7
Challenger Seoul 10/27 02:00
14
Kaito Uesugi v
Mitsuki Wei Kang Leong
6-2,6-3
Challenger Taipei 10/23 05:40
25
[146] Kaito Uesugi v
Mackenzie McDonald
[120]
2-6,4-6
Challenger Taipei 10/21 03:00
19
Kaito Uesugi v
Sungbeen Sim
6-2,6-2
Challenger Taipei 10/20 05:45
14
[308] Ergi Kirkin
v
Kaito Uesugi [151]
3-6,3-6
Challenger Taipei 05/14 02:00
19
[148] Kaito Uesugi v
Jisung Nam
[121]
6-4,0-6,2-6
Challenger Taipei 05/13 03:30
14
[468] Makoto Ochi
v
Kaito Uesugi [148]
6-2,3-6,3-6
ITF M15 Nishi-Tokyo 03/18 01:00
54
Kaito Uesugi v
Masamichi Imamura
1-6,2-6
ITF M15 Hinode 03/14 02:30
26
Hikaru Shiraishi
v
Kaito Uesugi
6-3,6-4
ITF M15 Hinode 03/11 06:00
62
Kaito Uesugi v
Nico Hornitschek
6-2,6-2
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[298] Ramkumar Ramanathan
v
Kaito Uesugi [146] 
[308] Ergi Kirkin
v
Kaito Uesugi [151]