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bikerbill: desperately trying to find a route that will let us avoid Illinois and still let us make the stops we want on the way
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Illinois does have a law that protects handgun owners transporting through the state, including in municipalities that ban handguns (i.e. - Chicago).
The pistol must be in a non-working state, in a closed case, with ammunition stored separately. I just clear the weapon, pull the slide and barrel off the frame, keep them together in my lockbox, and put my magazines in the glove box, placing the lockbox on the floor behind the passenger seat for good measure. Then I reach back, re-assemble, reload and re-holster at the first rest stop or exit outside of Illinois. The ISP is very helpful if you have additional questions and want to contact them directly but their laws about through-transport of firearms have held up in court.