I’m currently looking at doing an M-G to Chicago for next year, with a revenue EC or PE return. The reason for this is to burn few miles, but for Mr W and I to experience the CH, whilst leaving us enough for another upgrade at some point.
I think I know the answer to this, but it would be useful to hear what you think.
I have 99k in FC miles, and have Ag status with VS. The booking will be for 2 people, but using miles from my account.
The outbound M to G comes out to be £650 + 20k mile. However, on VS website a cash UC fare (Z class) could be had for the outbound for £837, leaving a cash saving of a mere £187 each. Now I would put a value on FC miles of about 1p each, so 20,000 miles would be £200, compared to a £187 saving I think it’s quite a poor use of miles.
My gut feeling is that 1) the cash saving is small because I’m looking so far ahead, and 2) maybe this route isn’t the most efficient in terms of doing a miles upgrade, compared to, say, a west coast route.
The trouble is, on VS website when I click on the Z fare on the outbound, the inbound options automatically eliminates the flight on VS metal, leaving me only DL options. Also the EC and PE fares are all greyed out saying that they are not available (yet they were before I clicked on the £837). Is this normal or is this a website glitch? I have previously been able to book different classes going out and back on a different route.
Another option is to get M – G for us on both ways (using 80k miles in total), as the return sector UC appears more expensive. This would give us a better £ per mile saving I suspect, but I’m not sure if a 8-hour flight can warrant this, especially without a CH at ORD, and simply doing this for better value per mile (and better comfort) may not be the right attitude...
I’ll stop rambling now, and any thoughts are very welcome!

I think I know the answer to this, but it would be useful to hear what you think.
I have 99k in FC miles, and have Ag status with VS. The booking will be for 2 people, but using miles from my account.
The outbound M to G comes out to be £650 + 20k mile. However, on VS website a cash UC fare (Z class) could be had for the outbound for £837, leaving a cash saving of a mere £187 each. Now I would put a value on FC miles of about 1p each, so 20,000 miles would be £200, compared to a £187 saving I think it’s quite a poor use of miles.

My gut feeling is that 1) the cash saving is small because I’m looking so far ahead, and 2) maybe this route isn’t the most efficient in terms of doing a miles upgrade, compared to, say, a west coast route.

The trouble is, on VS website when I click on the Z fare on the outbound, the inbound options automatically eliminates the flight on VS metal, leaving me only DL options. Also the EC and PE fares are all greyed out saying that they are not available (yet they were before I clicked on the £837). Is this normal or is this a website glitch? I have previously been able to book different classes going out and back on a different route.
Another option is to get M – G for us on both ways (using 80k miles in total), as the return sector UC appears more expensive. This would give us a better £ per mile saving I suspect, but I’m not sure if a 8-hour flight can warrant this, especially without a CH at ORD, and simply doing this for better value per mile (and better comfort) may not be the right attitude...

I’ll stop rambling now, and any thoughts are very welcome!