The quick answer is "No". And nothing will generate random flightplans. However, it is not as hard as you think. Don, the developer of AIFP(AI Flight Planner) is on vacation for another week or so and may be able to check in to help you. Untill then look over Don's manual a few times. It really is good. This is what works for me.
Open the exe. I would click on "Airports"(upper left),then collect airports. Because you have an add on airport you will want to check "Add on". I always collect stock and add ons.Uncheck anything for FS9 for now. AIFP now has you brouse to where your add on is located. Select the folder and begin the collection . When it is done, you will be asked if you want to save the new airports list. Yes you do.
Next you need to select an aircraft. Upper left again. Aircraft/add aircraft to list. I would start with one. Then select add to list. If you get this far your doing OK. If not let us know.
The rest is filling in the blanks on the screen before you. You will need to fill in the starting and ending airport(and back again)departure time(AIFP fills in arrival time,altitude, flight #,round trip time(1,2,4,6,8,12,24hrs) and a few other things.
AIFP is really the simplest program I've come across, though it may not seem like it to you yet.
Give it a shot and let us know.
Bob