Human depth perception is only effective over a few hundred metres, I believe. This is less than the distance from most control towers to the runway.
In the cases where reduced separation in the vicinity is applied these distances are almost certain to be greater than that so it makes no difference whether you are looking out of a window or looking at a screen depicting the view out of the window.
As for "wheels up" you will still see "wheels up" regardless of whether it's out of the window or via a screen.