The team was a member of the Canadian Soccer League, and played its final home games at Lamport Stadium in the city of Toronto, Ontario.

The club found success early on since its inception as the Toronto Supra in the Canadian National Soccer League, making the postseason in 1996, and the championship finals in 1997.

Due to the merger Toronto finished first in the overall standings and achieved their second regular season championship, and continued dominating the league until its departure from the CSL in 2013.

The squad included Paulo Silva, Adolfo Mella, Gus Kouzmanis, Adonay Alfaro Murcia, Sam Medeiros, Stuart Black, Frank Cardona, Danny Amaral, and Armando Manjate was appointed the team captain.

[7] For the 1997 season new additions were made to the roster after key players were signed by European clubs and by USL A-League expansion Toronto Lynx.

[13] Toronto Supra returned to the professional level in 2001, by entering the CPSL along with Brampton Hitmen, Montreal Dynamites, and the Ottawa Wizards.

[14][15] Former USL and European league players were added to strengthen the roster, bringing in the likes of Garrett Caldwell, Peyvand Mossavat, Pedro Miguel Dias, Ryan Gamble, Leonardo Simon, and Christian Lombardo.

[17] In their debut season in the CPSL, Supra reached the finals of the Open Canada Cup tournament, where they faced the Ottawa Wizards but lost by a score of 1–0.

[22][23] Significant changes occurred within the organization for the 2002 season, with Supra moving their home venue to Centennial Park Stadium, and Victor Cameira serving as the new head coach and general manager.

[24] Former CPSL Golden Boot champion Eddy Berdusco was signed along with Francisco Dos Santos, Darryl Gomez, and Waldo Sponton from the Toronto Lynx.

In preparation for the 2003 season, Toronto Supra hired the services of Jose Testas who brought back Danny Amaral from Portugal and named him captain.

After suffering a defeat to Hamilton Thunder the club bounced back with a nine-game undefeated streak to claim their first piece of silverware by clinching the Eastern Conference title, and finish first in the overall league standings.

One notable accomplishment went to long time goalkeeper Michael Silva as he was selected for the CPSL All-Star roster which faced Scottish giants Rangers F.C.

On April 24, 2006, club president Isaac Cambas announced the official name change and the signing of Colombian international Alexander Posada.

[43][44] The following season new head coach Paulo Almas took charge of the club and acquired Jamaican international Winston Griffiths, and Brazilian import Helio Pereira to add additional reinforcements to the offense.

[48][49][50] Portugal FC brought numerous Brazilian imports signing Wigor Gomes, Emerson Fiti, Gustavo Serrano, IIailson Da Silva, and Jamaican Ramon Bailey to contracts.

In the quarterfinals Portugal faced Toronto Croatia and advanced to the next round with a 2–1 victory with goals coming from DiLuca, and team captain Amaral.

The team struggled throughout the season in order to maintain a playoff berth, but clinched the final postseason position spot by finishing fourth in the International Division.

[55][56] Major changes occurred within the team's structure as former head coach Carmine Isacco returned to his old position, and brought numerous new recruits.

The notable players he brought in were CSL Rookie of the Year Adrian Pena, Richard Asante, Jamaal Smith, Andrea Lombardo, Marko Bedenikovic, John Jonke, Massimo Mirabelli, Dominic Oppong, and Sergio De Luca was named club captain.

[67] Notable acquisitions were young prospects Janer Guaza, Jarek Whiteman, Jay Chapman, Charlie Trafford, Anthony Di Biase, and Jonathan Osorio.

In his debut season Gheisar managed a ten-game undefeated streak and led to his team to a third-place finish with a respectable offensive and defensive record.