I did a similar trip to yours and briefly, this is what I found. I left Texas in late July, and had great weather through Mexico and Guatemala, this is staying mostly to the mountainous regions. By September, I was in Costa Rica, and got rained on a bunch. September through December seems to be rainy on the Carribean side of Central America. I didn't spend much time in Panama, but October in Colombia and Ecuador was great weather. In November, Peru was quite rainy, again, in the mountains. I'm told that is early for the rains to start. Bolivia, weather was generally dry. The Salar de Uyuni was at least, which was a big worry for me as that was a real highlight. December in Chile and Argentina were dry and pleasant in the north, cold and wet west of the Andes further south, and cold and dry (mostly) east of them. The southern cone was quite cold, and if I did it again, I think I would try to get to the tip in late January, rather than late December. I stayed away from th coasts for the most part, so if your route varies all bets are off. If you are a little more specific on your route more people wil be able to help.
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