I run a server with a 2000 size map so i dont have any of the default chinook drop monuments.  I am trying to find a plugin that allows me to have it drop other places.  Let me know if you have that set up and can show your config file.

Pretty sure it will drop at any available monuments unless you tell it not to. I have crates dropping around the map and this is my config, I dont remember actully changing it.
{
"Min crate drops per chinook": 1,
"Max crate drops per chinook": 1,
"Disallowed monument types": [
"Cave",
"WaterWell"
],
"Disallowed monument tiers": [
"Tier0"
],
"Disallowed monument prefabs (partial match)": [],
"Disallowed monument prefabs (exact match)": [],
"Force allow monument prefabs (partial match)": [],
"Force allow monument prefabs (exact match)": []
}