If you can find where he flew into and out of and what time, you theory IMHO will be confirmed. My guess is that he met him in Dallas/Ft Worth after landing or before he took off. People going to Waco usually fly into Dallas/Ft Worth. Cleland wouldn't be landing at the Army base at Killeen like AF One.
We know that Cleland arrived in Waco.
I've seen no information on when he left, or from where, or what time he departed.
Maybe someone in pajamas has some info on these questions.