Suggested by Sonic Houndour is a fire type Pokemon which immediately gives him a good advantage here. Now, type advantages aren’t auto wins of course but it’s fair to say that they really don’t hurt in a fight like this. Chikorita is fast and strong but you can certainly say the same for Houndour as well. Chikorita’s final form can make this more interesting but ultimately I don’t see a way for her to take a clean win here. Houndour wins.