Via Miami or New York...
I world think the easiest is via Miami. I've gone SDQ/STI - MIA return for about $180 return. AA has it for $250 plus taxes. Or check with Air Santo Domingo. I recall they were selling SDQ - New York (JFK?) for about $400. Just check with a local DR travel agency.
Once in MIA or JFK there are a million cheap flights back to Canada... JetsGo, Transat, AA, etc.
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