* The Minnesota Vikings were the first...losing IV, VIII, IX, & XI * The Denver Broncos were next...losing XIII, XXI, XXII, & XXIV * The Buffalo Bills have the only distinction of losing all four of their Super Bowls in a row (XXV,XXVI,XXVII, & XXVIII)
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As of Super Bowl XLII, that would be the Minnesota Vikings (IV, VIII, IX, XI), Denver Broncos (XII, XXI, XXII, XXIV), and the Buffalo Bills (XXV, XXVI, XXVII, XXVIII) with 4 losses each.
Both the Vikings and the Bills have 4 Superbowl losses.
Buffalo Bills and Minnesota Vikings have lost to the only 4 they have been to. I believe the Denver Broncos have also lost 4 before winning there 2.