| 24. Round | 09/08/2021 | Montedio Yamagata | - | JEF United Chiba | 3:1 | ||||
| 26. Round | 22/08/2021 | Montedio Yamagata | - | FC Ryūkyū | 2:2 | ||||
| 27. Round | 28/08/2021 | Renofa Yamaguchi | - | Montedio Yamagata | 2:1 | ||||
| 29. Round | 11/09/2021 | Albirex Niigata | - | Montedio Yamagata | 1:2 | ||||
| 25. Round | 14/09/2021 | V-Varen Nagasaki | - | Montedio Yamagata | 5:1 | ||||
| 30. Round | 18/09/2021 | Montedio Yamagata | - | Kyoto Sanga FC | 0:2 | ||||
| 31. Round | 25/09/2021 | Ehime FC | - | Montedio Yamagata | 0:4 | ||||
| 32. Round | 02/10/2021 | Ventforet Kofu | - | Montedio Yamagata | 2:0 | ||||
| 33. Round | 10/10/2021 | Montedio Yamagata | - | Blaublitz Akita | 2:1 |  |
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| 34. Round | 16/10/2021 | SC Sagamihara | - | Montedio Yamagata | 0:1 |  |
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| 35. Round | 23/10/2021 | Montedio Yamagata | - | Thespakusatsu Gunma | 1:0 | ||||
| 36. Round | 31/10/2021 | Tochigi SC | - | Montedio Yamagata | 1:2 | ||||
| 39. Round | 14/11/2021 | Montedio Yamagata | - | RB Omiya Ardija | 2:2 | |
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| 40. Round | 21/11/2021 | Montedio Yamagata | - | FC Machida Zelvia | 3:5 | ||||
| 41. Round | 28/11/2021 | Zweigen Kanazawa | - | Montedio Yamagata | 2:1 | ||||
| 42. Round | 05/12/2021 | Montedio Yamagata | - | Giravanz Kitakyushu | 5:1 |
Japan