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I am flying American Airlines from Toronto to JFK and onwards to San Juan, Puerto Rico on Sat Jan 9th. I will arrive at JFK at 12.10pm, Terminal 8 and my connecting flight is at 2.30pm at Terminal D.

I have two questions:
1) Will I have enough time to connect? I think the next connecting flight is around 7.20 p.m.

2) Do I have to take my checked-in luggage and clear security between terminals?

Thanks for your help!