Get your taxes done using TurboTax

If a plumber, in your respective state, can finish Job A and deduct the miles in his van/truck used to get to Job B, I would Ass-U-Me you can deduct the miles it takes to get from Ride A's Destination to Ride B's Pick-up. That means you have a Job lined up. The grey area is the part where you don't have a ride and are available to drive, but you drive to the Subway and get a sandwich you ordered; maybe you don't, but unless you have a ride lined up, it is hard to prove those miles driven are for professional business.