| USL | 01.08.18 | Orange County SC | - | Portland Timbers 2 | 2:2 | ||||
| USL | 23.08.18 | Portland Timbers 2 | - | Orange County SC | 2:3 | ||||
| USL | 23.06.19 | Orange County SC | - | Portland Timbers 2 | 0:2 | ||||
| USL | 08.09.19 | Portland Timbers 2 | - | Orange County SC | 1:2 |  |
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| USL | 14.05.22 | Orange County SC | - | FC Tulsa | 5:1 |  |
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| USL | 16.04.23 | Orange County SC | - | Indy Eleven | 1:0 | |
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| USL | 23.06.24 | Indy Eleven | - | Orange County SC | 0:1 |
Cuba