After a 4,500 kilometre (2,800 mile) trek, the red white and blue-bedecked convoy headed first for Cuiaba, venue for Chile's first game against Australia on Friday.
Setting up base in a giant camp outside the city, the 3,200 supporters were rewarded for their pioneering spirit with the Alexis Sanchez-inspired 3-1 defeat of the Socceroos.
The 'chilenos' painted Cuiaba red after the win, then began packing up and checking fuel levels and tyre pressures for the long drive to Rio de Janeiro, and Wednesday's date with Spain, the wounded world champions reeling from a 5-1 mauling by Holland.
"I was surprised when he told me he was joining the group with my nephew and camping," the Brazil-based forward said.
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"It's an unusual way to get here but I think it's a cool thing to do.
"He told me one night he ended up having to sleep in a bath."
The convoy was the inspiration of Alberto Schmidt, who with his wife embarked on the monumental task of organising the logistics with military precision.
"The caravan began as a family initiative to make a safe and entertaining trip to the World Cup," Schmidt recounted.
They initially set up a Facebook page, hoping to persuade a handful of friends to join them.
But Schmidt's idea caught the imagination of Chilean fans from all corners of the country. His convoy took on Dakar Rally proportions.
He established an official website, made a couple of trips to Brazil to check campsites in all the World Cup cities, and mapped out the route.