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Model S and Model T Race

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Depending on when this takes place, I'd guess about 15-16 hours for the Model S using the supercharger route on Ohio Turnpike, Penn Turnpike, Hagerstown, Newark, etc (~770 miles). The direct route on I-80 is ~100 miles shorter. A normal ICE could do this in about 12 hours depending on breaks for gas and food.
 
I thought it was a pretty good article. They actually spent most of the article talking about the Model T's trip, because the Tesla trip was really pretty boring. There weren't any superchargers along the route, but they found a couple of HPWCs to use. With superchargers, it would be even more of a non-story.

Also, the T had a few mods (not surprising, given it's age) including a newer two speed gearbox which gave it a top speed of something like 55 mph.

The S won by about an hour... although it sounded like the T guys probably needed at least a day to recover from the experience!