Chris Eubank announced his retirement from the ring in October 1995. He made a quick comeback in 1996, however, defeating Luis Dionisio Barrera and Camilo Alarcon. After Steve Collins withdrew from his WBO super-middleweight title defence against Joe Calzaghe and unexpectedly retired in October 1997, Calzaghe was matched against Eubank for the vacant title with eleven days notice. Eubank had been scheduled to box at light-heavyweight on the undercard. Eubank was knocked down twice and lost on points to Calzaghe, but saw his popularity rise as a result of managing to finish the fight against his more fancied opponent. Eubank then added
Chris Eubank in what turned out to be Eubank's last fight. Eubank had the better of the fight early in the rematch, but the short rest between the bouts came back to haunt him as his left eye that was damaged in the first fight rapidly began to swell. The fight was stopped at the end of the ninth round, when Eubank's left eye closed completely from swelling. At the time he was ahead on the scorecards. It was the only stoppage loss of Eubank's career spanning 3 weight divisions, 30 pounds and 13 years as professional. Eubank finished his career with