The singer's longtime romantic partner and manager, Grace Miguel, shared photos of the singer wearing a gold band on his finger during a recent trip to Havana.
Neither Miguel, nor Usher or the singer's reps have commented on the ring, though several media outlets have reported that the couple wed a few weeks ago.
Usher, 36, and Miguel have been together since 2009. Their relationship has been enriching he told Billboard magazine last year.
"One thing that has come from having a great partner like Grace is being able to cherish the places that I've gone," he said. "We see the monumental sites, go to the museums, eat in the best restaurants. I'm that guy now! In the past I'd do what I have to do and get on the bus to the next city. Life has become a vacation."
If the reports are true, this is Usher's second marriage. He was previously married to Tameka Foster Raymond, with whom he has two children.