I'm looking to go to Hawaii then Japan. When pricing things the HNL to NRT flights are better deals with miles, but DEN-HNL, NRT/KIX-DEN are better with purchase/upgrades for me and using points for my fiance. I can't do an open jaw from DEN-HNL and NRT-DEN, right? United's site wouldn't price it. So I was going to purchase/use miles for six separate tickets (three each: DEN-HNL, HNL-NRT, NRT/KIX-DEN). Do I have to worry about doing this? Also, DEN-HNL doesn't allow me to upgrade at this point (when plugging in Y,B,M,E,U,H,Q,V,W in fare class it gives me a M). But expertflyer is showing: F9 C9 A9 D9 Z9 P0 Y9 B9 M9 E9 U9 H9 Q9 V9 W9 S9 T0 L0 K0 G0 N0 for the flight. Should I assume an upgrade is likely based on this?