Bit of an odd comparison as the cars are not within the same sector, your going from a 2ltr up to a 3ltr so the mpg will definitely be lower around the 30mpg, but from a big car the mpg is good, the diesel engine is sourced from mercedes so like the Skoda there is no major headaches. Also remember their are no Chrysler dealerships in the UK no more so you have to use the fiat group which also services jeep and dodge. Service parts are relatively cheap for a big car but would be more expensive than the skoda. Quality, skoda would win hands down, as the 300c has cheap plastic interiors and leather seats that tare if you fart hard enough. Suspension is another area that likes to eat your money as the 2ton motor can get through the bushes quite rapidly. So to me upgrading to another skoda would make sense for you. But let's be truthful here, your on this forum because you want to convince yourself to buy one, To be frank I brought my 300c for the sheer presence on the road, and the look of the car, as it does stand out from the hum-drum cars out there and with a few extra add-ons can look a beast on the road. I love my 300c, so you only live once so go and buy one..