Originally Posted by NYBanker

The prior posters have this wrong. Your strategy is novel and should work.

Simply miss your connection as you suggest. 10-15 minutes after you miss your flight (make sure the flight has left), walk up to a ticket counter and explain that you were unwell and stuck in the bathroom and missed your flight. Or, fell asleep while waiting. Ask if there is a later flight that evening...they'll say no, you should appear deflated (not elated) by the news, and DL should put you on the next flight the following morning without issue. Be sure to be nice.

I think you need an excuse as to why you missed the flight...assuming you are young and able bodied...the I got lost or it was too tight a connection stories might not hold water. I would be sure to be at a ticket counter shortly after the flight leaves...not hours later. Your pm status should further help you. If the ticket desk balks (unlikely, people miss connections every day for a myriad of reasons), SMS will likely resolve this favorably....but start with an airport ticket counter.

You are considerate to say you'll notify the GA of missing the flight. I wouldn't do this, as it is a chink in your story. They don't really hold flights for late pax, so beyond perhaps an announcement in the terminal asking for you, the flight won't be held for any material amount of time. The gate agent might add this in the comments to your booking.

Do make sure you are only traveling with hand luggage, nothing checked.

You would also be wise to check the loads for Saturday before you do this. Make sure there is a reasonable amount of capacity for the next morning.

Your flights will be cancelled when you miss the segment. Assuming this is the last segment of your journey, re-instatement will be easy. If it is the midpoint of a complex multiple-city trip, while re-instatement is still possible, there are more variables to go wrong.

If this only involves a single segment flight that you're missing and there are lighter loads the next day, enjoy the concert! Who are you seeing?

(I'm sure someone is thinking about the ethics of all of this. Probably falls on the wrong side of the strict honesty policy...but only lightly shaded in terms of materiality...a scale that not everyone applies. Ymmv.)