Immigration Law Questions? Ask an Immigration Lawyer.
If you're on supervised probation, you are required to tell your probation officer if you intend to leave the county, let alone the country. You must ask permission of your probation officer in order to travel outside of the US. If you don't, this could be a violation of the terms of your probation. If your PO turns you down, you can take the matter before the judge, who has the power to overrule probation on the issue and let you travel.