I see NYC-RDU (via ORD/BOS-CLT) is down to as low as $140 one way (Jan-mid Feb, gets slightly higher the further out you look).
Booked myself two one ways with an overnight stay in Raleigh. The more I thought about it, the thought of doing 6 segments in one day sounded too much.
JFK-BOS-CLT-RDU
RDU-CLT-ORD-LGA
240 TP for under $300.