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| Player (age) | From club | To club | Date | Fee | |||
|---|---|---|---|---|---|---|---|
| Show/hide all additional info | Fees in euro (EUR) | ||||||
| 1 |  |  J. Niezgoda (24) |  Legia |  Portland Timbers | 2020, Jan | 3 600 000 | |
| 2 | |  S. Armenteros (27) |  Benevento Calcio | Portland Timbers | 2018, Feb | ||
| 3 | |  B. Tuiloma (22) | Portland Timbers | 2018, Jan | |||
| 4 | | B. Tuiloma (22) |  Marseille | Portland Timbers | 2017, Jul | ||
| 5 | |  C. Konopka (31) | Portland Timbers | 2016, Jul | |||
| 6 | |  L. Ridgewell (30) |  Wigan Athletic | Portland Timbers | 2015, Feb | ||
| 7 | | L. Ridgewell (30) |  West Bromwich | Portland Timbers | 2014, Jul | ||
| 8 | |  D. Váleri (27) |  Club Atlético Lanús | Portland Timbers | 2013, Aug | ||
| 9 | |  F. Piquionne (34) |  West Ham | Portland Timbers | 2013, Mar | ||
| 10 | | D. Váleri (26) | Club Atlético Lanús | Portland Timbers | 2013, Jan | ||