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United States| 07.05.2023 | D1 | CF Montréal | 2-0 | Orlando City SC | |
| 17.10.2022 | P/O | CF Montréal | 2-0 | Orlando City SC | |
| 07.05.2022 | D1 | CF Montréal | 4-1 | Orlando City SC | |
| 27.02.2022 | D1 | Orlando City SC | 2-0 | CF Montréal | |
| 07.11.2021 | D1 | CF Montréal | 0-2 | Orlando City SC | |
| 21.10.2021 | D1 | Orlando City SC | 1-1 | CF Montréal |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 6 | 0 | 0 | 11 | 0 | 11 |
| away | 6 | 2 | 0 | 4 | 5 | 15 | -10 |
| total | 6 | 4 | 0 | 2 | 8 | 6 | 2 |
| CF Montreal win | 47.61% | 10 |
| draw | 14.29% | 3 |
| CF Montreal lose | 38.10% | 8 |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 1 | 2 | 3 | 6 | 9 | -3 |
| away | 6 | 3 | 1 | 2 | 9 | 8 | 1 |
| total | 6 | 1 | 3 | 2 | 7 | 8 | -1 |
| Orlando City win | 38.09% | 8 |
| draw | 14.29% | 3 |
| Orlando City lose | 47.62% | 10 |
| 28.05.2023 | D1 | CF Montréal | 1-0 | Inter Miami CF |  |
| 25.05.2023 | CC | CF Montréal | 2-0 | Forge FC | |
| 21.05.2023 | D1 | New York Red Bulls | 2-1 | CF Montréal |  |
| 18.05.2023 | D1 | FC Cincinnati | 3-0 | CF Montréal | |
| 14.05.2023 | D1 | CF Montréal | 2-0 | Toronto FC | |
| 10.05.2023 | CC | Toronto FC | 1-2 | CF Montréal | |
| 28.05.2023 | D1 | Orlando City SC | 1-1 | Atlanta United |  |
| 21.05.2023 | D1 | Inter Miami CF | 1-3 | Orlando City SC | |
| 18.05.2023 | D1 | Orlando City SC | 1-1 | New York City FC | |
| 14.05.2023 | D1 | Columbus Crew | 2-2 | Orlando City SC | |
| 10.05.2023 | Cup | Charlotte FC | 1-0 | Orlando City SC | |
| 07.05.2023 | D1 | CF Montréal | 2-0 | Orlando City SC | |
| over 2.5 | 43.48% | 10 |
| under 2.5 | 56.52% | 13 |
| over 2.5 | 38.10% | 8 |
| under 2.5 | 61.90% | 13 |
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