The 1954–55 season's members were the Woodstock Warriors, Owen Sound Greys, Waterloo Siskins, Burlington Mohawks, Paris Redshirts, Dundas Flyers, and Ingersoll Reems.
The teams of the 1970–71 season were the Owen Sound Greys, Collingwood Blues, Waterloo Siskins, Preston Raiders, and Kitchener Ranger B's.
The 1980–81 season had a team other than the Derbys show dominance, as the Burlington Cougars won the Central League championship.
In 1992, the Milton Merchants won the league championship, but also fell in the Sutherland Cup final, this time to the Kitchener Dutchmen.
The teams in the league that year were the Barrie Colts, Markham Waxers, Peterborough Jr. Petes, Newmarket 87's, Orillia Terriers, Lindsay Bears, Ajax Axemen, Collingwood Blues, and Cobourg Cougars in the East Division and the Brampton Capitals, Burlington Cougars, Milton Merchants, Caledon Canadians, Oakville Blades, Streetsville Derbys (played that season in Mississauga), Georgetown Raiders, and Royal York Rangers in the West Division.
In the round robin, the Capitals went undefeated, beating the Metro's Caledon Canadians 4–1, the NOJHL's Timmins Golden Bears 5-3 and the USHL's Thunder Bay Flyers 5–2.
Their undefeated record gave the Capitals a bye directly into the DHC final, which they lost in a 6-4 heart-breaker to the Thunder Bay Flyers.
Four of these teams; the Bramalea Blues, Kingston Voyageurs, Mississauga Chargers, and St. Michael's Buzzers; fled to join the Ontario Provincial Junior A Hockey League.
They defeated the Central Junior A Hockey League's Brockville Braves 5–2, but lost to the host Nanaimo Clippers 6–2, SJHL's Weyburn Red Wings 6–2, and the South Surrey Eagles 3-0 and again in the semi-final 6–2.
The Bancroft Hawks (Quinte), Buffalo Lightning (Niagara), Caledon Canadians, Durham Huskies, Huntsville Wildcats, Markham Waxers, North York Rangers, Oshawa Legionaires, Pickering Panthers, Port Hope Buzzards, Shelburne Wolves, Syracuse Jr. Crunch, Thornhill Rattlers, Wellington Dukes, and Wexford Raiders[2][3] all made the jump to the OPJHL.
A year later, the Wellington Dukes rebounded their OPJHL final defeated from 2002 and won the 2003 Buckland Cup 4-games-to-2 over the Aurora Tigers.
It was do-or-die time for the Dukes, and they stepped up to the plate by defeating the host Charlottetown Abbies 1–0 in overtime and the QJAAAHL's Lennoxville Cougars 5–2 to gain access to the semi-final.
After losing their first game to the host Grande Prairie Storm 4–2, the Tiger went on a roll, beating the BCHL's Nanaimo Clippers 4–2, the SJHL's Kindersley Klippers 5–0, and the then Central Junior A Hockey League's Nepean Raiders 3–1.
In the semi-final, the Tigers played the Raiders again and beat them 7–2, then manhandled the Klippers 7–1 in the final to win the Royal Bank Cup.
On top of St. Mike's loss to Georgetown, they lost to Fort William 6–4, but defeated North Bay 4–3 in quadruple overtime.
They started out with a loss to the host Weyburn Red Wings, then beat the Central Junior A Hockey League's Hawkesbury Hawks 3–0.
In the next game, the Buzzers found their form again and massacred the host Fort William North Stars 7–1, only to lose to the NOJHL's Sudbury Jr. Wolves 5–2.
The OPJHL still had a single hope left, the Streetsville Derbys were the hosts of the 2006 Royal Bank Cup in Brampton, Ontario.
The Derbys finished first in the round robin, defeating the BCHL's Burnaby Express 4–3 in overtime, Fort William 3–2, the SJHL's Yorkton Terriers 2–1, before dropping a game to the QJAAAHL's Joliette Action 4–1.
The Tigers then beat the host Prince George Spruce Kings 6-3 and the AJHL's Camrose Kodiaks 7–4 to clinch first place in the round robin.
The 2008 league champions were an exciting Oakville Blades team that had a great regular season and dominated the Buckland Cup playoffs.
At the Dudley, the Blades were perfect, defeating the SIJHL's Dryden Ice Dogs 5–1, the NOJHL's Sudbury Jr. Wolves 5–3, and the host Newmarket Hurricanes 5–2.
In the process, Oakville lost their star goaltender, mid-tournament, in order for him to maintain hist NCAA eligibility due to his age.
They rebounded in their fourth game, defeating the SJHL's Humboldt Broncos 7–6, but then had all their hopes erased with a 6–1 loss to the AJHL's Camrose Kodiaks.
First and last place in the division was the least spread out of all four divisions, the top six of eight teams all had even or winning records, the Markham Waxers and Wellington Dukes race for first place lasted until the final game of the season, as did the race for third between the Hamilton Red Wings, Newmarket Hurricanes, and Toronto Jr. Canadiens.
In the final, the Voyageurs defeated a fatigued and fresh off a slim semi-final victory North Stars 4–1 to win the Central Canada crown.
Edging into the semi-finals via a head-to-head win over the Capitals, the Voyageurs lost their final game of the year 6–3 to the eventual national champion Vipers.
From this point on, the two leagues have re-amalgamated for the 2010–11 season and have reduced the number of teams in competition by five, buying out or merging the Ajax Attack, Bowmanville Eagles, Bramalea Blues, Couchiching Terriers and Seguin Bruins.
The trend continued in the summer of 2011, as the Streetsville Derbys merged to leave the league and the Collingwood Blackhawks, Dixie Beehives, and Orangeville Flyers all ceased operations.
The Otters went as far as hosting the Dudley-Hewitt Cup, and playing in the final losing to the Wellington Dukes, while the Vipers were improving and being one of the top teams, and the Capitals went out of business.