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It was my II ride to be exact and even the FAA examiner said the same though so you tell me who's right?
 
The controller was right. It has been my experience that the FAA examiners know very little about working the IFR system. Some have never been commercial pilots (working regularly) at all.
Your filed route confused the controller, she was busy and asked you what your plain English intentions were. That is totally reasonable. As has been said on here, had you filed 2 flight plans, your intentions would have been obvious. File one flight plan, and expect at some point to be queried about what it is you are planning on doing.
 
I was a CFII in Chicago, out of PWK.

We always filed two flight plans in this instance. The controllers are busy with regular flights, and it helps them when you make your flight look as "regular" as possible. It's not that you were "wrong" to file round-robin, but in the Chicago area, this is just increasing everyone's work load. They don't have time to sit down and discuss with you what your plans are!

When you begin teaching, you will learn how to get creative with filing flight plans, picking them up in the air, using local IFR clearances, etc. For check rides, stick to the basics i.e. file one flight plan for each destination. It will help you immensely to get into a control tower and talk with your local controllers as to what they want/expect. Every locale is different... ugh.

DID YOU PASS!?!?!?!?!?
 
No didn't pass for some stupid reason I turned 50 degrees instead of 90 on the published DME arc at KJVL. For next time I'm going to file the 2 separate, because the less confusion I need on a check ride or for a student the better.
 
It was my II ride to be exact and even the FAA examiner said the same though so you tell me who's right?

AC560 said "Cleared to KDPA via radar vectors means you are cleared from your present position to KDPA via radar vectors. It does not mean cleared via RV's to XX to V177 then as filed.

You are confusing what you filed for versus the clearance you got."


Lynxman said "I'd like someone else to chime in on that because thats not how I understood or learned it."

I can almost with 100% certainity assure you the FAA Examiner didn't think when the controller said "Cleared to KDPA via Radar Vectors" that you were going to fly any routing other then radar vectors to KDPA. Again not trying to break your stones but take all the confusion of not filing 2 flight plans away, it appears you aren't clear on the clearances you are being given and are confusing a clearance and a flight plan.

There is a lot of good information in this thread you should review it all with your II instructing your for you II and it will make your next checkride a lot smoother. Good luck.
 

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