On March 22, 2008, Cabrera reached an agreement with the Tigers on an eight-year, $152.3 million contract extension. At the time, the deal was the fourth-largest in baseball history, behind those signed by Alex Rodriguez, Derek Jeter, and Manny Ramirez. The deal was also the largest in Tigers history at the time, surpassing the five-year, $75 million contract signed by Magglio Ordóñez in 2005 (it was later surpassed in 2012 when Prince Fielder signed a nine-year, $214 million deal) Cabrera earned $11.3 million in 2008, and was to receive an average of $20 million per year through 2015.
Cabrera made his Tigers debut on March 31, 2008, playing third base in a home game against the Kansas City Royals. In his third at-bat, he hit a solo home run off Royals pitcher Gil Meche. He finished the game 1-for-5 with two strikeouts, and the Tigers lost 5–4 in 11 innings.
Cabrera continued a torrid pace into the 2013 season, being named American League Player of the Month for May. Cabrera batted .379 (44-for-116) with nine doubles, 12 home runs, 33 RBIs, 23 runs scored and 15 walks in 28 games to claim his third career Player of the Month Award. Cabrera previously won top player honors in July 2008 and August 2012. The week of August 5–11, Cabrera was named the American League Co-Player of the Week, with fellow Tigers teammate Austin Jackson. Cabrera batted .429 (12-for-28) with two doubles, four home runs, 11 RBIs and seven runs scored over seven games, to win his 10th career player of the week award.