Hmmm....
The having to go to Chicago, a very gun unfriendly place, to fill out the forms to apply for concealed carry in a foreign country, who apparently trust me more than Illinois (and Wisconsin, which I would have to drive through), completely escaped me.
My brain hurts reading that sentence. Make the trip, get the permit. If you make the right connections, you might be able to pick up interesting hardware for very reasonable rates. The gun shops in Bulgaria made me absolutely drool.
Anywho, I had a lot of fun with the Czech. Nice enough folks when you get to know them. Never went to Prague myself, but know plenty that did. Nice place, cost of living isn't insane for urban Europe, good alcohol. Plenty of history if you're into that. (I'm a castle nut if you can't tell.) Try to pick up as much of the local lingo as possible.