As if there aren't enough reasons to not live in Illinois....
We get nicked $1400 on any used car "classic" or not if it's over 7 years old and sold for over $14,000. And in recent years the secretary of state has gotten real hard nosed about older car sales. So you buy a tired '68 AMC ambassador for $3500, and then pay a modest title fee and license it. A few months later you get a letter from the state basically accusing you of being a crook because you paid over $14,000 for a car and lied about what you paid, and therefore owe the difference, plus a penalty of course. You really have to document to the hilt what you paid for a car to prevail. And they even contact the seller to verify what you paid.
It gets worse, as I found out the hard way in 2010 when I bought my 71 V code Challenger at a Mecum auction. On dealer sales, new or used car, you pay a straight % sales tax. A few weeks after buying my car, I received the title in the mail. I grabbed my checkbook and headed to the secretary of states office not happy about the prospect of having to cough up another $1400 to complete the purchase of the second biggest value purchase, after my house, in my life. I get there and go to a table with forms to fill out and see 2 for used cars. One for purchases from private owners, and one for purchases from dealers. My title was assigned, so I had to use the purchase from dealer form. I fill it out and calculate the tax from the charts, and find I owe over $4000! So I end up paying sales tax on this car almost identical to what it sold for new 40 years earlier! You can't make this stuff up.
Imagine buying a hemi cuda convertible if you lived in IL. The difference in tax between a dealer sale and a private owner would be 6 figures vs $1400!
I can't wait to move from this crooked state, when I cross the Illinois border I'll never look back.