Travel to Chile on bus??

I second Rich One's advice about a window seat. You won't regret it.

This time of year, weather-related delays are always a possibility between Mendoza and Santiago. Even during the summer there are often delays at the border. I missed a flight from Santiago once because the bus was 8 hours late.
 
You might get a cheap one-way air fare to SCL, which is only a two-hour bus ride from Valpo. There are also buses from Mendoza direct to Valpo, without going through Santiago.

Less service during winter to Valpo
 
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