Here is my advice:
Originally Posted by
VOSGP
Ana - sin to japan to Chicago to OMA (last leg will also be UA)
This is your best option. I think at least one of the NRT-ORD is a 77W, which is very nice.
Sq - sin to Frankfurt to JFK to Chicago to OMA (2 legs on UA)
This is crazy. SIN to FRA is a long flight to do in economy. Then you've got another long haul to JFK...no way.
SQ - sin to Hk or other city to LAX to Chicago to Oma ( 2 legs on UA)
HK to LAX is also a long flight to do in an economy seat. For $250, the choice is clear to me.