Hoosier Honey,
The route that ran through Fort Wayne, known as the Broadway Limited, was unfortunately rerouted years ago. It later became the Three Rivers, which ran along a more northerly path through Napannee. That route is now eliminated, so the only remaining Amtrak service to that part of Indiana is on the northern tier of the state. Waterloo, IN is the closest station to Fort Wayne.
The only route your friend can take is to go via Chicago. Your friend would have to board the westbound CARDINAL in Charleston. This train runs three days a week. It leaves at 10:59 PM on Sunday, Wednesday, and Friday nights. It gets to Chicago at 10:40 AM on Monday, Thursday, and Saturday mornings. From there, your friend would have to wait around in Chicago until 5:35 PM. The eastbound (daily) CAPITOL LIMITED leaves then, and it gets to Waterloo at 8:17 PM in the summer months (when Chicago observes Daylight Savings Time; Indiana does not), and 9:17 PM in the winter months (when DST is not in effect).
For a more scenic, and longer trip, one can also transfer between the CARDINAL and CAPITOL LIMITED in Washington, DC. However it would require an overnight stopover.
Another note: If you don't mind driving to South Bend to pick up your friend, they might get to the area sooner by taking a commuter rail line called the South Shore Line. This leaves from a different station in Chicago than the one Amtrak uses, and ends up at the Michiana Regional Airport in South Bend. This should result in a much earlier arrival in Indiana, and much less dwell time in between trains in Chicago.
http://www.nictd.com/
I'm sure others will drop by with their suggestions; in fact I see one has already.... :lol: