| Champ: |  Norbert Gombos |
| Runner: |  Brayden Schnur |
| Score: | 7–6(7–3), 6–3 |
| Type: | singles doubles |
| Main Name: | Winnipeg Challenger |
| Before Name: | Winnipeg National Bank Challenger – Men's singles |
| After Year: | 2022 |
See main article: article and 2019 Winnipeg National Bank Challenger.
Jason Kubler was the defending champion but chose not to defend his title.[1]
Norbert Gombos won the title after defeating Brayden Schnur 7–6(7–3), 6–3 in the final.
All seeds receive a bye into the second round.