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| The Montreal Warriors and Toronto Freezers began a legendary rivalry during the early years of the league. |
- 1998: The first major professional Lego sports league is founded; the Lego Hockey League, which is originally based in eastern Canada.
- Daniel Stevenson, Gary Johnson, Sergei Zeebov, Vincent Domphoots, and Stuart Holley are among the league's best players.
- 1999: The Ottawa Capitals, led by young superstar Vincent Domphoots, win the first Lego Cup, upsetting the London Dragons in the finals.
- 2000: The Dragons, for the second straight season, finish atop the league standings, only to be upset in the finals by the Quebec Limousines.
- 2000: Stuart Holley scores a record-setting 56 goals in the 1999-00 season for the Montreal Warriors.
- 2000: The Lego Cup champion Limousines re-locate to Toronto and are re-named the Freezers.
- 2000: Several fights break out in a Warriors/Freezers game in November, 2000, leading to a huge brawl and giving birth to the league's most storied rivalry.
- The Ottawa Capitals are the league's best team in 2000-01, winning 18 out of 24 games with Vincent Domphoots breaking the single-season scoring record with 64 goals.
- 2001: The young Freezers and Warriors rivalry reaches new levels in game 3 of the league semifinals when a brawl in the stands leads to several Warriors fans vandalizing Iceberg Colosseum. The Freezers demand that the Warriors pay for the damage, fueling the rivalry even more. The Warriors eventually win the series in 5 games.
- 2001: The Capitals develop a fierce rivalry of their own with the Halifax Giants in the 2001 semifinals, which Ottawa wins in 4 straight games.
- 2001: The Warriors upset the Capitals in 5 games to win their first Lego Cup.
