This is a close one but I have to give my vote to Heathcliff. Although the earlier episodes were kind of rough (sort of like the Simpsons), Heathcliff and Riff-Raff were both cooler than Garfield and his friends.

Let's see here:

If Heathcliff and Garfield got into a fight, I would say Heathcliff would win easily, because he always picked fights with dogs and cats in the series, and as for Garfield, well, he just eats and lays around. :lol:

heathcliff won by a long shot .... got into way to much trouble besides eating ferns ...

garfield