Here's something that might be a new scenario:
I am flying on CO for CLE to DCA on the return portion of one itinerary. I just bought a one-way ticket, DCA to EWR, which is on CO and happens to be the same flight number as CLE-DCA. The flights are 33 minutes apart. I have bags to check, and I'm wondering if I can have this set up so that my bags will be checked all the way to EWR. Because of the time between flights, I can't pick it up and recheck it.
So to recap: CO CLE-DCA & CO DCA-EWR on different itineraries, 33 minutes apart, how do I avoid a problem?