I would recommend first waiting for your CTS letter explaining the $50 payment. Then send in your court documents on the outcome on the case, a short & simple letter of explanation of the situation, your $50 payment, & the portion of the CTS letter you have to send in with the payment ALL AT THE SAME TIME IN 1 ENVELOPE. This was a huge headache for me because I sent in things separately & it took such a long time to get my license. My start date on my job was pushed backed until my license showed up on the idfpr website. I actually drove to Springfield to get the matter resolved.
While you wait for your letter you should go to the courthouse & get a copy of the record. It must have the courts official seal or stamp (I can’t think of the term they used for it). You can also prepare your letter (In my case I was arrested for driving without valid drivers license but when I brought my valid drivers license to court they threw the case out so my letter just explained that). If you were found guilty of something just explain how you changed, how much time has passed since then...etc. It can be just 1 paragraph. I really hope this helps!