OP here. On the way back from ANC, I booked + on UA to MCO through ORD with 3 hours and club passes there. I couldn’t stand the thought of coach for a redeye, but the F product just didn’t seem worth it. Hopefully the compromise will work. Departure is after 9:00 PM. Hopefully we can find a place to store luggage after the cruise and before the flight so we can walk around Anchorage unencumbered.