[Deejax]

Aren't you forgetting the distance you travel while picking up the passengers? The triangles you describe assume an instantaneous pickup of passengers.

In your "easy" calculation you take 3.33 minutes to pickup 20 passengers. In that time the train travels 5 miles.

The helicopter travels five times from the base to the train and four times back in the hour it takes the train to reach milwaukee. (you don't need to drop of the last group of passengers in the hour)

The distance traveled by the helicopter falls into two categories: Top speed and Train speed, for the distance travelled to and from the base and the distance traveled accompanying the train, 225 and 90 mph respectively.

The helicopter travels 9 different path from base to train and back. And I don't think they will make 'nice' triangles to calculate.