| MLS | 04.04.16 | Orlando City | - | Portland Timbers | 4:1 | ||||
| MLS | 25.09.17 | Portland Timbers | - | Orlando City | 3:0 |  |
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| MLS | 04.03.18 | Orlando City | - | D.C. United | 1:1 |  |
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| Open Cup | 21.06.18 | D.C. United | - | Orlando City | 2:4 d.p. | ||||
| MLS | 13.08.18 | D.C. United | - | Orlando City | 3:2 | ||||
| MLS | 19.05.19 | Orlando City | - | FC Cincinnati | 5:1 | |
Jamaica