There are ridiculous numbers of private aircraft in North America. Even after TDM there's going to be large numbers of surviving aircraft. Lack of parts and fuel will definitely impart their use but there will be more than zero aircraft in the skies in 2000.
That being said they're going to be rare sights because of parts and fuel. Major MilGov and CivGov enclaves in CONUS will be able to field aircraft for special missions, more VIP transport and recon that any combat missions. Larger settlements with an airport could also get planes in the air occasionally, fuel sources willing. In game terms they'd maybe be used on a special mission to insert PCs behind enemy lines or a "recover the MacGuffin from our crashed plane".
Ultralite planes would make for pretty good recon assets for any group with decent resources. Not just recon missions but aerial surveying and courier jobs. I also love the Airlords scenario so I'm also fine with a secret high tech derigible wreaking havoc.
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