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| Player (age) | From club | To club | Date | Fee | |||
|---|---|---|---|---|---|---|---|
| Show/hide all additional info | Fees in euro (EUR) | ||||||
| 1 |  |  N. Gioacchini (22) |  Caen |  Orlando City SC | 2022, Jul | ||
| 2 +info | |  B. Austin (22) |  Tottenham Hotspur U21 | Orlando City SC | 2021, Jan | ||
| 3 |  |  Nani (32) |  Sporting | Orlando City SC | 2019, Feb | ||
| 4 | | J. Moutinho (21) |  Los Angeles FC | Orlando City SC | 2019, Jan | ||
| 5 | |  L. Sané (30) |  Werder Bremen | Orlando City SC | 2018, Feb | ||
| 6 +info | |  R. Laryea (23) | Orlando City SC | 2018, Jan | |||
| 7 +info | | R. Laryea (22) | Orlando City SC | 2017, Jan | |||
| 8 |  |  A. Nocerino (30) |  Milan | Orlando City SC | 2016, Feb | ||
| 9 | | R. Laryea (21) | Orlando City SC | 2016, Jan | |||
| 10 | | C. Larin (19) | Orlando City SC | 2015, Jan | |||