AA ORD JFK is less than $100......
I'd prefer to fly AA to LGA (sorry, JFK too far from the east side hospitals) with my Gold status, but last time we did so I purchased coach seats on the two-across side and put in for upgrades. Both flights were totally full and there were zero upgrades available -- and while we were only two across, my wife was really uncomfortable and the flight attendants were not super-helpful at providing ice and blankets/pillows that she needed. Yeah, I know I could use miles to get business class seats in the first place, but we try to save those for vacation travel.