10. 2014 Volkswagen EOS Convertible
The most expensive of the cheapest convertibles on our list is the 2014 Volkswagen Eos which has a starting price of $36,060. The Eos is powered by a 2.0-liter TSI engine with 200 hp and gets an estimated 22 mpg city, 30 mpg highway. It comes standard with a hardtop, touchscreen navigation and Climatronic climate control.