The journey from Jaisalmer to Chennai is a massive trip of over 2200 km. The most practical way is to take a train to a major hub like Delhi or Mumbai and then a connecting train or flight to Chennai. This route takes you from the desert to the southern coast.
Total Distance: 2250 km driving distance, 1900 km straight-line distance.
Book your train tickets well in advance.
November to February for pleasant weather.