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Joshua, yes Sir you can. Black Power firearms are treated differently than rimfire / centerfire firearms in IL. Details under Illinois State Restrictions: https://www.budsgunshop.com/feeds/state_reg/illinois_restrictions.pdf
Yes, you can have them shipped to an FFL dealer. Rough riders aren't allowed in Illinois because they don't meet the melting point of 800 degrees Fahrenheit. Heritage does make an all steel rough rider now though that does meet the melting point so should be legal in Illinois. Hope this helps.
Joshua, yes you can. ALL MUZZLELOADERS / BLACKPOWDER FIREARMS (handguns, long guns) MUST SHIP TO AN FFL DEALER. >>> budsgunshop.com/feeds/state_reg/illinois_restrictions.pdf