I don't think there is an automatic way, unless you have highly automated your own combat. It would probably be best handled with a reminder. "Hey I have my cloak of displacement on" "OK, I'll roll with disadvantage". One thing I would recommend is to try the "Always Roll advantage" option on the sheet. If there is no adv/disadv, just take the lefthand number as the one rolled. If there is adv/disadv, take the higher or lower result as written. It makes combat much faster. If you want to forestall abuse, you might consider instituting a rule that if the question of adv/disadv comes up after the roll, the player/gm cannot simply take the more favorable roll. It must be rolled again.