The Cooper Convertible received updated front and rear fascias, a slight increase in horsepower for some trims (S and others), and some minor instrument gauge and interior amenity tweaks for 2005. Changes to trims and packages, like the added Checkmate package, earmarked the only differences for 2006. In 2007, a new Sidewalk package was added that offered a signature interior with a Harmon Kardon audio system. The addition of auto up/down windows were the only changes made for 2008. A redesigned Cooper Convertible was introduced in 2009, featuring a faster turbo-boosted engine, with major updates made inside and out.
2010 yielded no major changes, but 2011 saw slightly improved horsepower, cosmetic updates on the interior and exterior, and HD radio offered standard. 2012 saw minor additions to trims and packages, like the Mini Yours performance enhanced trim, while 2013 saw the addition of Bluetooth/iPod/USB integration, now offered as a standard feature. The Cooper Convertible would pass into 2014 basically unchanged.