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| Player (age) | From club | To club | Date | Fee | |||
|---|---|---|---|---|---|---|---|
| Show/hide all additional info | Fees in euro (EUR) | ||||||
| 1 |  |  C. Larin (22) |  Orlando City SC |  Beşiktaş | 2018, Jan | 1 850 000 | |
| 2 | |  J. Moutinho (25) | Orlando City SC |  Spezia Calcio | 2023, Jan | ||
| 3 | |  N. Gioacchini (22) | Orlando City SC | 2023, Jan | |||
| 4 |  | Nani (35) | Orlando City SC |  Venezia | 2022, Jan | ||
| 5 +info | |  B. Austin (22) | Orlando City SC |  Tottenham Hotspur U21 | 2021, Jul | ||
| 6 | | R. Laryea (24) | Orlando City SC |  Toronto FC | 2019, Mar | ||
| 7 +info | | R. Laryea (22) | Orlando City SC | 2017, Mar | |||
| 8 +info | | R. Laryea (21) | Orlando City SC | 2016, Mar | |||
| 9 |  |  Kaká (32) | Orlando City SC |  São Paulo | 2014, Jul | ||