The Cowboys have been in a record eight Super Bowls and have lost three times:
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The Steelers lost two Super Bowls. The first was to the Dallas Cowboys in Super Bowl XXX, by the score of 27-17. The second was to the Green Bay Packers in Super Bowl XLV, by the score of 31-25.
The Bills lost four consecutive Super Bowls from 1990-93.
They have been to 8 Super Bowls and have won 5.
Marv Fleming played in five Super Bowls and won four. He won with the Green Bay Packers in Super Bowls I and II, lost with the Miami Dolphins in Super Bowl VI, and won with the Dolphins in Super Bowls VII and VIII.
Five. I (won), II (won), XXXI (won), XXXII (lost), and this one, no 45.