The holding out is what'll get you. You're going twice a week and we'll say it will cost you $1000 each way. If two people show up for a flight and each "contribute" 200 dollars, now it only costs you 600 dollars for the trip you were going to spend $1000 on.

It's one thing to tell some friends "I'm going to fly to the Ohio State football game next weekend, do you you want to come along?" and posting a schedule for anyone to show up just like an airline.