The 1985–86 OJHL season is the 14th season of the Ontario Junior Hockey League (OJHL). The six teams of the league played a 50-game season. The top four teams made the playoffs.

The winner of the OJHL playoffs, the Orillia Travelways, won the 1986 Buckland Cup for the OHA championship and the Dudley Hewitt Cup for the Central Canadian Championship. The Travelways failed to win the 1986 Centennial Cup.^[1]

• Owen Sound Greys join OJHL from MWJHL.
• Whitby Lawmen go on hiatus then fold.
• North York Red Wings leave the OJHL.
• Aurora Tigers take one-year leave.

Note: GP = Games played; W = Wins; L = Losses; OTL = Overtime losses; SL = Shootout losses; GF = Goals for; GA = Goals against; PTS = Points; x = clinched playoff berth; y = clinched division title; z = clinched conference title

Semi-final

Orillia Travelways defeated Newmarket Flyers 4-games-to-1

Markham Waxers defeated Owen Sound Greys 4-games-to-1

Final

Orillia Travelways defeated Markham Waxers 4-games-to-1

The 1986 Buckland Cup was a best-of-7 series between the Onaping Falls Huskies (NOJHL) and the Orillia Travelways. The winner moved on to the 1986 Dudley Hewitt Cup Final Series.

Orillia Travelways defeated Onaping Falls Huskies (NOJHL) 4-games-to-2

Orillia 3 - Onaping Falls 2

Onaping Falls - Orillia

Onaping Falls 6 - Orillia 5

Orillia 6 - Onaping Falls 5 (OT)

Orillia 5 - Onaping Falls 4

Orillia 5 - Onaping Falls 3

The 1986 Dudley Hewitt Cup was a best-of-7 series between the Brockville Braves (CJHL) and the Orillia Travelways. The winner moved on to the 1986 Centennial Cup.

Orillia Travelways defeated Brockville Braves 4-games-to-3

Brockville 8 - Orillia 1

Brockville 9 - Orillia 1

Orillia 9 - Brockville 8

Orillia 6 - Brockville 5

Orillia 6 - Brockville 3

Brockville - Orillia

Orillia 7 - Brockville 4

The 1986 Centennial Cup was the Canadian National Junior A championship in Cole Harbour, Nova Scotia, hosted by the Cole Harbour Colts. The Orillia Travelways lost in the semi-final.

Round Robin

Orillia Travelways defeated Moncton Hawks (MVJHL) 4-3

Cole Harbour Colts (MVJHL) defeated Orillia Travelways 9-5

Penticton Knights (BCJHL) defeated Orillia Travelways 5-2

Semi-final

Penticton Knights (BCJHL) defeated Orillia Travelways 7-3

• Rd 6 #115 Matt O'Toole - St. Louis Blues (Markham Waxers)
• Rd 12 #236 Doug Kirkton - New Jersey Devils (Orillia Travelways)

• 1986 Centennial Cup
• Dudley Hewitt Cup
• List of OJHL seasons
• Northern Ontario Junior Hockey League
• Central Junior A Hockey League
• Thunder Bay Flyers
• 1985 in ice hockey
• 1986 in ice hockey

• Official website of the Ontario Junior Hockey League
• Official website of the Canadian Junior Hockey League