Mod: this may need to be moved to an existing thread.

This is very strange.

I'm looking at ORD-FCO on July 31 returning on August 18, 2016

I select Business and Upgrade (to GF) with miles.

The outbound prices at $1,548 for no upgrade, and if I select that the return is offered at $1,766 for a total of $3,313.

But, when I ask for upgrade on the outbound (available) for ~$500 and 20,000K miles, the cheapest business return then becomes $4,177 (before upgrading) instead of the $1,766 I'd been seeing, with the upgrade being even more.

An agent was unable to replicate this.