Mr. OWL Here bringing you something weird...
During a broadcast of the Dr. Who episode "Horror of Fang Rock" on WTTW Chicago Channel 11, on Sunday November 22nd, 1987, at around 11:15pm, a Video "Pirate" wearing a Max Headroom mask broke into the signal and transmitted one of the weirdest, unauthorized things ever to hit the Chicago airwaves.
Earlier in the evening on the same day, during the Nine O'Clock News on Channel 9 (Yes, a completely different channel) the Max Headroom Pirate also broke in - although it was for a much shorter time and there was no audio.
Needless to say, Dan Rohn (the sports reporter) was a bit flustered.
And no, he was never caught.
My Take: The guy was probably high and/or drunk. Even with the audio distortion, his ramblings don't make much sense. Here's what I am able to make out:
"He's a freaky nerd!"
"This guy's better than Chuck Swirsky." [another WGN sportscaster at the time]
"Catch the wave..." [reference to a Coke commercial at the time of which Max Headroom was a spokesperson]
"Your love is fading..."
"I stole CBS."
"Oh, I just made a giant masterpiece printed all over the greatest world newspaper nerds." [??]
"My brother [mother?] is wearing the other one."
"They're coming to get me..."
(Note also that he appears to be wearing a [rude word deleted] on his middle finger.)