Most states do require insurance on ATV's. If you ride the ATV off of your own land, then it would not be covered by homeowner's insurance. If you ride it on public roads at all, then you are definitely required to get insurance.
Yes, it is illegal to drive ATV's on public roads in Chicago. ATVs are not permitted to be operated on paved roads or highways, except to cross the roads.
Because, I think atvs are not build for roads they are made for deserts.
yes
Because they are not street legal.
i think 15
no
yes
Is it legal to ride in a trailer while pulled by a truck
One that is not on public roads.
As long as its not a public road and its a private road and you have permission to ride there, then yes.
search your state for ATV trails