Originally Posted by 10Xk
"The outboard headrests are not removable."
Page 159, 2014 Grand Cherokee Owners Manual, download for free at jeep.com.
The MANUAL does not cover this and when I was at the dealership they pulled up what Jeep had for Dealer Service Support it was OLD. And even told me it couldn't be done.
But I do owe thanks to jacko15, while the diagram was old his photo of the underside of the headrest is what tipped me off to the clips. Rather than the older style slots in the diagram.