If you are into monitoring milair, you want to be paying attention to the Sticky Thread for Milair IV in the Maryland forum. There's at least 1 reporter near the Md./Del line (close enough for government work, hi). You will need a discone or ScanTenna (or if you're really eager to splurge, one of those antennas from DPD Productions). Both your 97 or your 500 will cover what you need. The 96 (and possibly your 2022, if the mode can be changed independent of freq) could cover the 138-144 Mhz area where a lot of ANG stuff is heard.
73 Mike