Option 1:
UA EZE-EWR 9:00p-5:50a B764 J
Option 2:
UA EZE-IAH 10:20p-5:45a B772 J
2:30 connection
UA IAH-LGA 8:15a-12:34p A320 F
Option 3:
UA EZE-IAH 10:20p-5:45a B772 J
1:40 connection
UA IAH-EWR 7:25a-11:44a B772 J ("F")
-------
Option 1 pros: Direct flight. Arrives earliest, by far. Direct aisle access and bulkhead available.
Option 1 cons: B764 seat is quite lousy, especially for someone of my height. Not sure I'll be able to sleep at all.
Option 2 pros: B772 has a way better and roomier seat. Slightly later departure allows me to head to a restaurant for dinner in EZE.
Option 2 cons: Connecting flight - arrival in IAH is the same time as Option 1 arrives in EWR. Will have a seatmate, so with I'll climb or will be climbed over. Need to do the customs and rechecking dance in IAH. 3 hours in an A320 is just not that enticing. Arrives LGA, which is less convenient for me than EWR. I arrive home around 2:30 before Shabbos, which is risky (especially in the winter).
Option 3 pros: Arrive earlier, around 3:30 to Shabbos. B777 > A320.
Option 3 cons: IAH connection is quite tight for customs and rechecking. Still not a ton of time before Shabbos.
-------
I think it boils down to this: is a way better bed worth the hassle and late Friday arrival? I must say I'm leaning towards Option 1.