I did a repo flight once from DEN-IAD. It was about 3 hours in the air.
Our longest scheduled flight at my carrier on the CRJ-200 is PHL-MCI and yeah, it's painful. And it's always full. I feel bad for the passengers.
Pushing Max Gross TOW on that one - 52,xxx+ lbs always. Full flex and you're looking at a LOOOOOOOOONG takeoff roll.