The Gray Kingbird breeds from coastal Georgia and Florida, west to the Mississippi, and throughout the West Indies and the Caribbean, It winters from south Florida, the West Indies, and Central America south to northern South America.
In Florida, most Gray Kingbirds arrive in March or early April. They are most commonly observed in the Keys and in decreasing abundance northward along both coasts. Nesting generally begins in early June and may extend into early August. The fall migration period extends from October to early December.