Would you want to arrive in Wilmington Depot around or after midnight?
Pennsylvania carry permit doesn't reciprocate with Delaware, and Dems control the place so the crime rate is obviously high, so the answer is...nope!
With some investigation they will know when the DC meeting ended. Also he could have bought a “pass” rather than a ticket. The difference is the pass can be used for anytime from two locations. A ticket only for a designated time between the locations.