It *really* depends where you are going in CT, or where your friend can pick you up. People who live in the southern areas of CT tend to fly to LaGuardia, and from central/northern CT to BDL. If you are considering Amtrak, check the schedule on their website--if you are going to New Haven the trains run every hour or 2 (not so often later at night). If you are trying to keep costs down, you could also consider taking Metro-North (http://www.mta.nyc.ny.us/mnr/) from Grand Central. There are buses that run directly from the airports (http://www.nyairportservice.com) to Grand Central for $10 and then you could hop on Metro North (approx $13 to New Haven). I highly recommend you look at the Port Authority website (http://www.panynj.gov/)--there are lists of suggested ways to travel to/from the NYC airports to CT, and all over the NYC regions.