The Buffalo Bills in Super Bowls XXV through XXVIII.
Yes ... not only are the Bills the only team to lose four consecutive Super Bowls they are the only team to ever play in four consecutive Super Bowls.
The Bills lost four consecutive Super Bowls from 1990-93.
Marv Levy of the Buffalo Bills (Super Bowls XXV,XXVI, XXVII, and XXVIII).
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The Buffalo Bills are the only NFL team to have played in four consecutive Super Bowls and lost (SBs XXV, XXVI, XXVII, and XXVIII). The Minnesota Vikings have also played in four Super Bowls and lost but they were not consecutive (SBs IV, VIII, IX, and XI).
The Buffalo Bills played in four consecutive Super Bowls (XXV, XXVI, XXVII and XXVIII) and lost them all.
Jim Kelley started four consecutive Super Bowls Game for the Bills, winning none.
Mike Lodish played in four Super Bowls during his NFL career. He appeared in Super Bowls XXV and XXVII with the Buffalo Bills and in Super Bowls XXVIII and XXX with the Denver Broncos. Although his teams did not win any Super Bowls, he is noted for being one of the few players to appear in four consecutive championship games.
The Buffalo Bills famously lost four consecutive Super Bowls from 1990 to 1993. They were defeated by the New York Giants in Super Bowl XXV, the Washington Redskins in Super Bowl XXVI, the Dallas Cowboys in Super Bowl XXVII, and again by the Cowboys in Super Bowl XXVIII. This record of four consecutive losses remains unmatched in NFL history.
Four: Super Bowls XVI, XIX, XXIII and XXIV.
Joe Montana won four Super bowls
Terry Bradshaw was the starting and winning quarterback in four Super Bowls (IX, X, XIII and XIV).