The 2003–04 OHL season was the 24th season of the Ontario Hockey League. In November 2003, the OHL Board of Governors renamed the OHL Humanitarian of the Year Award to the Dan Snyder Memorial Trophy, in recognition of former Owen Sound Platers player, Dan Snyder, who died in a car accident in September 2003. Twenty teams each played 68 games. The J. Ross Robertson Cup was won by the Guelph Storm, who swept the Mississauga IceDogs in the league final.
The 2004–05 OHL season was the 25th season of the Ontario Hockey League. The OHL inaugurated two awards for scholastic achievement, the Roger Neilson Memorial Award and the Ivan Tennant Memorial Award. Twenty teams each played 68 games. The London Knights set a Canadian Hockey League record, being undefeated in 31 games. On March 11, 2005, the league announced OHL Live Stream, a new streaming service to be developed over a three year period. The J. Ross Robertson Cup was won by the London Knights, defeating the Ottawa 67's.
The 2005–06 OHL season was the 26th season of the Ontario Hockey League. The Canadian Hockey League adopted the new playing rules and enforcement recently adopted by the National Hockey League in efforts to speed up the game, and make it more exciting for fans. Twenty teams each played 68 games. The J. Ross Robertson Cup was won by the Peterborough Petes, who defeated the London Knights in the final.
The 2001–02 OHL season was the 22nd season of the Ontario Hockey League. Twenty teams each played 68 games. The Erie Otters defeated the Barrie Colts for the J. Ross Robertson Cup.
The 2000–01 OHL season was the 21st season of the Ontario Hockey League. The Guelph Storm moved from the Guelph Memorial Gardens to the Guelph Sports and Entertainment Centre at the start of the season. The Owen Sound Platers were renamed to the Owen Sound Attack Twenty teams each played 68 games. The Ottawa 67's won the J. Ross Robertson Cup, defeating the Plymouth Whalers.
The 2006–07 OHL season was the 27th season of the Ontario Hockey League.
The 2007–08 OHL season was the 28th season of the Ontario Hockey League. Twenty teams played 68 games each during the schedule, that started on September 19, 2007, and concluded on March 16, 2008. The Mississauga IceDogs relocated to the Gatorade Garden City Complex in downtown St. Catharines after getting approval of the team's sale to Bill Burke by the Board of Governors on June 5, 2007. The team was renamed the Niagara IceDogs. The Toronto St. Michael's Majors replaced the IceDogs in the Hershey Centre, renaming themselves, the Mississauga St. Michael's Majors. The Kingston Frontenacs moved late-season from the Kingston Memorial Centre to the new K-Rock Centre, which opened on February 22, 2008. On the afternoon of February 18, 2008, Windsor Spitfires team captain Mickey Renaud died after collapsing at his home, at age 19, of the rare heart condition hypertrophic cardiomyopathy. The playoffs began March 20, with the Kitchener Rangers winning the J. Ross Robertson Cup as OHL champions. The Rangers were also chosen before the start of the season to host the 2008 Memorial Cup tournament.
The 1995–96 OHL season was the 16th season of the Ontario Hockey League. The league expanded as the Barrie Colts entered into the central division. The Detroit Junior Red Wings become the Detroit Whalers. Seventeen teams each played 66 games. The Peterborough Petes won the J. Ross Robertson Cup, defeating the Guelph Storm.
The 1998–99 OHL season was the 19th season of the Ontario Hockey League. The Brampton Battalion and the Mississauga IceDogs were added as expansion teams. The league realigned from three divisions into two conferences and four divisions. Brampton were placed in the Midwest division of the Western conference, and Mississauga were placed in the Central division of the Eastern conference. The OHL inaugurated four new trophies this season. The Holody Trophy was created for the regular season champion of the Midwest division. Two conference playoffs champions were created; the Bobby Orr Trophy for the Eastern conference, and the Wayne Gretzky Trophy for the Western conference. The fourth new trophy was the Wayne Gretzky 99 Award, to be awarded to the MVP of the playoffs. Twenty teams each played sixty-eight games. The Belleville Bulls won the J. Ross Robertson Cup, defeating the London Knights.
The 1999–2000 OHL season was the 20th season of the Ontario Hockey League. The season was the first to award a point for an overtime loss. Twenty teams each played 68 games. The Barrie Colts won the J. Ross Robertson Cup, defeating the Plymouth Whalers.
The 2008–09 OHL season was the 29th season of the Ontario Hockey League. Twenty teams played 68 games each during the regular season schedule, which started on September 17, 2008 and concluded on March 15, 2009. The OHL inaugurated the Mickey Renaud Captain's Trophy following his death in the previous season. The Windsor Spitfires played their last game at Windsor Arena on December 4, defeating the Guelph Storm, 2–1. The Spitfires played their first game at the WFCU Centre on December 11 against the Belleville Bulls, losing the game 4–0. The playoffs began on March 18, 2009, and ended on May 8, 2009 with the Windsor Spitfires winning the J. Ross Robertson Cup, and a berth in the 2009 Memorial Cup which was held in Rimouski, Quebec. Windsor went on to win the Memorial Cup.
The 2010–11 OHL season was the 31st season of the Ontario Hockey League (OHL). Twenty teams, divided into the Eastern and Western Conferences, played 68 games each during the regular season schedule, which started on September 23, 2010 and ended on March 20, 2011. The playoffs began on March 24, 2011 and ended on May 15, 2011, with the Owen Sound Attack winning the J. Ross Robertson Cup, and a berth in the 2011 Memorial Cup, hosted by the Mississauga St. Michael's Majors of the OHL in Mississauga, Ontario.
The 2011–12 OHL season was the 32nd season of the Ontario Hockey League. Twenty teams played 68 games each during the regular season schedule, which started on September 21, 2011 and ended on March 18, 2012. The playoffs began on Thursday March 22, 2012 and concluded on Friday May 11, 2012. The London Knights won the J. Ross Robertson Cup for the second time in franchise history. London secured a berth in the 2012 Memorial Cup hosted by the Shawinigan Cataractes of the QMJHL.
The 2012–13 OHL season was the 33rd season of the Ontario Hockey League. The Mississauga St. Michael's Majors were sold during the off-season. As part of the sale, the "St. Michael's Majors" name was returned to St. Michael's College School. The new name of the team will be the Mississauga Steelheads. The Brampton Battalion announced during the season that this would be their last season in Brampton and will relocate to North Bay, Ontario for the 2013–14 OHL season. Twenty teams played 68 games each during the regular season schedule, which began in September 2012 and ended in March 2013. The London Knights won their second consecutive J. Ross Robertson Cup and third in franchise history, and with it a berth in the 2013 Memorial Cup hosted by the Saskatoon Blades of the WHL.
The 2014–15 OHL season was the 35th season of the Ontario Hockey League, in which twenty teams played 68 games each according to the regular season schedule, from September 24, 2014 to March 22, 2015. The Niagara IceDogs began play at their new arena, the Meridian Centre. The Ottawa 67's returned to TD Place Arena after a two-year hiatus due to a renovation. Brian Kilrea returned to coach the Ottawa 67's for one game on October 17, becoming the oldest coach in league history.
The 2016–17 OHL season was the 37th season of the Ontario Hockey League, in which twenty teams played 68 games each according to the regular season schedule, from September 21, 2016, to March 21, 2017. The playoffs began on March 23, 2017, and ended on May 12. The Erie Otters won the J. Ross Robertson Cup for the second time in franchise history, and the first time since 2002, as they defeated the Mississauga Steelheads in five games to represent the OHL at the 2017 Memorial Cup held at the WFCU Centre in Windsor, Ontario. The Windsor Spitfires also qualified for the tournament as the host team.
The 2018–19 OHL season was the 39th season of the Ontario Hockey League, in which twenty teams played 68 games each according to the regular season schedule, from September 19, 2018 to March 17, 2019.
The 2019–20 OHL season was the 40th season of the Ontario Hockey League, in which twenty teams were scheduled to playing 68 games each according to the regular season schedule, from September 19, 2019 to March 22, 2020. Due to the COVID-19 pandemic in North America, the regular season was suspended on March 12, 2020, and cancelled six days later.
The 2021–22 OHL season was the 42nd season of operation of the Ontario Hockey League. After the 2020–21 OHL season was cancelled due to the COVID-19 pandemic, the league played a full 68-game regular season having begun on October 7, 2021, and concluded on April 17, 2022. The post-season began on April 21, 2022 and concluded on June 15, 2022.
The 2022–23 OHL season was the 43rd season of operation of the Ontario Hockey League. The league played a 68-game regular season which began on September 29, 2022 and concluded on March 26, 2023. The post-season began on March 30, 2023 and concluded on May 21, 2023.
