I drove a yellow cab for a couple of years in New York City, back in the 80s.
The rules at that time did permit out-of-town trips, and a flat rate could be negotiated. Or I think you could charge double the meter, I can’t really remember.
I dont’ know, I might have done it, just for fun, but I sure as hell would have gotten the money up front. But, like guizot upthread, I was leasing my cab. Some drivers leased by the week, but I was leasing mine for twelve-hour shifts, and so a trip that long wouldn’t have been feasible.
Also, I would have been afraid of a breakdown somewhere. I would have hated to have to call the cab owner and say something like “hey, you’re not going to believe this, but I’m broken down. Where, you say? Minnesota. Yes, I said Minnesota. So, you think you can send out the repair truck?”
Cab driver joke:
A guy is driving his cab, and pulls over for a fare. A guy gets in and says, “look, I’ve got to get to Los Angeles, but I’m terrified of flying. I’ll give you $5,000 to drive me there, plus gas and expenses.” The driver thinks about it, and says, “sure, what the hell.” They get to LA, and he drops off his fare. He’s driving along the street in LA, and someone flags him down. He pulls over, and the person says “hey, I’ve got to get to New York, and I hate flying. I’ll give you $5,000 to take me there, since you’re probably going that way anyway.” The driver says “sure, where in New York are you going?” The fare says “Brooklyn.” The driver thinks about it for a minute, and says “nah, I don’t wanna go to Brooklyn,” and takes off empty.
If you don’t get it, and you’re not from New York, it can be quite difficult to convince yellow cabs to go to the outer boroughts, or at least most parts of the boroughs.