Most Expensive Canadian Premier League Transfers of all time

A list of who holds the record for the most expensive transfers in Canadian Premier League history.

#	Player	From / To	Date	Price
1	Tyler Crawford Tyler Crawford D (L) D (L)	Vancouver Football Club	01-08-2026	€50K
2	Tyler Crawford Tyler Crawford D (L) D (L)	Vancouver Football Club	02-02-2023	Free
3	Vasco Fry Vasco Fry	Vancouver Football Club Club de Regatas Lima	01-01-2026	Free
4	Aboubacar Traore Aboubacar Traore D (CL) D (CL)	Vancouver Football Club	10-04-2026	Free
5	Allan Enyou Allan Enyou D (CL) D (CL)	Vancouver Football Club CD Leganés	31-12-2025	End of loan
6	Allan Enyou Allan Enyou D (CL) D (CL)	CD Leganés Vancouver Football Club	20-02-2025	Loan
7	Allan Enyou Allan Enyou D (CL) D (CL)	Vancouver Football Club CD Leganés	31-12-2024	End of loan
8	Allan Enyou Allan Enyou D (CL) D (CL)	CD Leganés Vancouver Football Club	07-05-2024	Loan
9	Kevin Podgorni Kevin Podgorni M (R) M (R)	Vancouver Football Club Vancouver Whitecaps FC	02-04-2026	Free
10	Kevin Podgorni Kevin Podgorni M (R) M (R)	Vancouver Football Club	13-03-2025	Free
11	Marsel Bibishkov Marsel Bibishkov M (L) M (L)	Septemvri Sofia Vancouver Football Club	12-03-2026
12	Isak Ssewankambo Isak Ssewankambo D, M (C) D, M (C)	IF Brommapojkarna Vancouver Football Club	06-03-2026	Free
13	David Norman David Norman D, DM (C) D, DM (C)	Vancouver Football Club Retired	25-02-2026
14	Kian Proctor Kian Proctor	TSS FC Rovers Vancouver Football Club	30-01-2026	Free
15	Matheus de Souza Matheus de Souza GK GK	Vancouver Football Club	30-01-2026
16	Matheus de Souza Matheus de Souza GK GK	Vancouver Football Club Vancouver Whitecaps FC	30-06-2025	End of loan
17	Matheus de Souza Matheus de Souza GK GK	Vancouver Whitecaps FC Vancouver Football Club	14-06-2025	Loan
18	Henri Godbout Henri Godbout M (R) M (R)	Vancouver Football Club University of British Columbia	31-12-2026	End of loan
19	Henri Godbout Henri Godbout M (R) M (R)	University of British Columbia Vancouver Football Club	20-01-2026	Free
20	Henri Godbout Henri Godbout M (R) M (R)	Vancouver Football Club University of British Columbia	15-08-2025	End of loan
21	Henri Godbout Henri Godbout M (R) M (R)	University of British Columbia Vancouver Football Club	05-12-2024	Loan
22	Marcello Polisi Marcello Polisi DM, M (C) DM, M (C)	Detroit City Football Club Vancouver Football Club	30-01-2026	Free
23	Morey Doner Morey Doner D, M (R) D, M (R)	Oakland Roots Sports Club Vancouver Football Club	30-01-2026	Free
24	Thomas Powell Thomas Powell M (R) M (R)	Vancouver Football Club	02-01-2026	Free
25	Tom Field Tom Field D (CL) D (CL)	Cavalry FC Vancouver Football Club	01-01-2026	Free