n. Informal
A stupid, gauche person; a blockhead.

[Possibly from chuck.]

chuck′le·head′ed adj.
References in periodicals archive ?
He took the cascade of chuckleheaded moments and tried to plant the crazy idea in our brains that they were a mark of Romney's steadfast character.
Only it offends me to the soul, to see a parcel of chuckleheaded Papas, doting Mammas, and chalk-and charcoal-faced Misses, neglecting that beautiful eccentricity of Turner's yonder in the mahogany frame, and crowding and squeezing, and riding upon one another's backs to get a sight--not of the faces of the folks hearing the Will, but of the brass clasps of the strong box wherein was deposited the Will.
Her fine ear for slang also anchors the story in time when she borrows such words as chunk, puzzlegut, chuckleheaded, and pone to describe throwing coins and men with fat stomachs, fat heads, and fat necks.