| Datum | Spieler | Von | Zu | Zahlung / Abrechnung | Dauer | |
| 05.11.2023 19:48 | Sylvain Sawadogo | Aguri Fiori | Olimpia Ventspils | 91.002 | Euro | 48 ZATs |
| 10.04.2022 21:07 | Max Steinbach | Olimpia Ventspils | Newcastle Glory | 224.091 | Euro | 36 ZATs |
| 09.03.2022 20:52 | Shaun Newell | Olimpia Ventspils | Eintracht Wuppertal | 203.666 | Euro | 36 ZATs |
| 09.03.2022 19:29 | Kevin Cox | Olimpia Ventspils | Balaton Siofok | 303.279 | Euro | 36 ZATs |
| 21.02.2022 12:16 | Mbara Hanekom | Carmarthen City | Olimpia Ventspils | 187.226 | Euro | 72 ZATs |
| 20.02.2022 20:48 | Radu Mugur Ghinda | SC Molodechno | Olimpia Ventspils | 172.725 | Euro | 72 ZATs |
| 01.11.2020 18:42 | Rannet Niit | Olimpia Ventspils | FC Milin | 169.117 | Euro | 36 ZATs |
| 04.10.2020 19:18 | Nino Franic | Caersws Sport | Olimpia Ventspils | 221.473 | Euro | 36 ZATs |
| 08.09.2020 20:27 | Ivailo Dimov | Hebar Minor | Olimpia Ventspils | 260.244 | Euro | 72 ZATs |
| 21.12.2018 10:57 | Kim Wendel | Cwmbran City | Olimpia Ventspils | 54.589 | Euro | 36 ZATs |
| 01.11.2018 11:21 | Tony Avlund | Olimpia Ventspils | Catolica San Marino | 160.859 | Euro | 36 ZATs |
| 15.10.2018 18:59 | Hannjo Mast | Olimpia Ventspils | CF Lugo | 115.030 | Euro | 42 ZATs |
| 07.07.2018 21:23 | Geoffrey Van Geyte | SC Heppen | Olimpia Ventspils | 141.319 | Euro | 72 ZATs |
| 25.12.2017 22:13 | Michael Peretz | Olimpia Ventspils | FC Spree Berlin | 241.346 | Euro | 48 ZATs |
| 23.09.2017 09:20 | Gert Bolssens | National 02 Tarnaveni | Olimpia Ventspils | 213.580 | Euro | 36 ZATs |
| 22.09.2017 20:32 | Rumen Nedkov | Hebar Minor | Olimpia Ventspils | 242.682 | Euro | 72 ZATs |
| 22.09.2017 16:35 | Hjálmur Vidarsson | KB Aegir Akureyri | Olimpia Ventspils | 197.092 | Euro | 36 ZATs |
| 04.01.2017 13:52 | Brain Rod | SK Vaduz | Olimpia Ventspils | 136.237 | Euro | 66 ZATs |
| 13.08.2016 18:30 | Ralf Flachsmann | Frauenfelder Teufel | Olimpia Ventspils | 237.120 | Euro | 36 ZATs |
| 09.08.2015 18:13 | Pejo Filipov | Birr Castle United | Olimpia Ventspils | 167.761 | Euro | 48 ZATs |
| 09.08.2015 14:36 | Thomas Gallagher | RC Shelbourne | Olimpia Ventspils | 188.469 | Euro | 36 ZATs |
| 19.07.2015 12:43 | Gabriel Nordby | Olimpia Ventspils | Selkirk Rovers | 115.449 | Euro | 60 ZATs |
| 11.11.2009 17:49 | Rojs Kreitus | Olimpia Ventspils | RSC Genk | 406.280 | Euro | 66 ZATs |
| 10.10.2009 15:13 | Herc Seleckis | Olimpia Ventspils | Birkeroed FF | 415.404 | Euro | 70 ZATs |
| 10.10.2009 14:17 | Vits Varaksins | Olimpia Ventspils | Spartak Ruse | 304.480 | Euro | 70 ZATs |