- Alex Rodriguez: $27.5MM (2008-2017)
- Alex Rodriguez: $25.2MM (2001-2007)
- Joe Mauer (2011-2018) & CC Sabathia (2009-2015): $23MM
- Johan Santana: $22.92MM (2008-2013)
- Manny Ramirez (2009-2010) & Mark Teixeira (2009-2016): $22.5MM
- Roger Clemens: $22MM (2006)
- Manny Ramirez (2001-2008) & Roy Halladay (2011-2013): $20MM
- Miguel Cabrera: $19.04MM (2008-2015)
- Derek Jeter: $18.9MM (2001-2010)
- Carlos Zambrano: $18.3MM (2008-2012)
The Yankees paid Clemens the pro-rated portion of a $28MM salary in 2007, but he only collected about $17.6MM since his season started in June.
Thanks to Cot's Baseball Contracts for the info.