Looks like both places were used for a long time. Shepard has been in constant use since 1941. Here is a picture from 1951:
Chanute Air Force Base was closed down in 1993 but at the time was one of the oldest Air Force facilites as it opened in 1917.
This is Hanger 1
As for me, I did spend 4 years on an old airfield. When I was in the reserves, from 1995-1999, I was stationed at the base formerly know as Carswell AFB - now Naval Air Station Fort Worth Joint Reserve Base or NAS Fort Worth JRB.
When I got to my first unit, MWSS-471, it was moving from NAS Dallas to Carswell. During the transition, all of our NBC (Nuclear, Biological, and Chemical) gear was stored in one of the old nuke bunkers across the runway from the mainside of base. As a good NBC guy, the first thing we did was go and grab a radiacmeter (an AN/VDR-2 - a fancy modern version of a Geiger counter) and check the place for radiation. Fortunately, it was clean! It was interesting to see, however, the old security check point you once had to go through (of course deserted by then) to get to that area of the base.
Here's a picture of the first B-36 with a B-29 beside it arriving at Carswell in 1948.
Here is a shot of some of the Peacekeepers that were forced into each other during a 1952 tornado.
