The longest winning streak in years in the history of sports is owned by the New York Yacht Club who held the America's Cup from 1857 (when the syndicate that won the Cup donated the trophy to the club) until 1983 when the Cup was won by the challenger, Australia II of Australia.
The longest individual streak in terms of consecutive wins in any sports is held by Jahangir Khan who won 555 squash matches between 1981 and 1986.
Edwin Moses nine years nine months nine days, he held the hurdle record of the world.
The 1916 New York Giants played 27 games in a row without a loss. They had a 14 game winning streak, played a tie game, and then won 12 more in a row.
1st longest; 'bout 26 2nd longest; 'bout 24
Northwestern Wildcats
the 2009 nets went 0-18 till finally winning one
23
That would be his current losing streak of 104 races.
New Jersey Nets with an 0-18 losing streak
Their longest home winning streak was 14 games
6
parshaves
21 Games,1988
Columbia lions
5 Games