Holiday idea's...?

In the beggining of august i'm flying out to New York to meet my boyfriend (who lives within Vancouver) for about 5 days and than i'm getting a coach to Penn State uni to study for a few months. It would be biddable to fly out to NY but to fly back from State College surrounded by Pennsylvania, but to do that i would have to draw from single air tickets.. Is it cheaper to catch a return to NY than to get 2 single flights?? Plus i'm not sure whether you can buy single tickets next to immigration control etc and a student visa? Is it cheaper to get final minute deals on flights or to book within advance?

We're not sure to any book a hotel with one of our flights so it's a box thing or if it's cheaper to book a hotel room seperately or to progress out there and freshly look for a B&B; if they do them out there? We want to stay some where on earth fairly clothed, preferably a hotel but what's the best way to catch it as cheap as possible?



Answers:   
You can get a multiple stop ticket.
I flew from Chicago to LA. Then from Las Vegas to Seattle subsidise to Chicago all on a one week ticket.


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