Thanks for the advice about flying out of Buffalo, I did look into Jet Blue and turns out I saved over 300 bucks Canadian just by doing the 90 minute drive to Buffalo, throw in its about 10 bucks a day to park at the airport and its definitely worth the savings.
And yep Porter has started to fly to Boston but their prices are wacky, I dont need to travel in style or luxury, just get to where I am going at a decent price.