Before you say that his will work, you need to develop a schedule for each leg and handovers. It won't be possible to get this all done on Saturday. For ground transport you need to figure travel times and pick-up and drop-off locations and any needed overnights. Also remember that for most legs, the transporter is most likely doing a round trip, not just the leg, which may impact the ability to do the leg. For air transport you need to figure flight times, pick-up and drop-off points, needed overnights, and the fact that some pilots won't fly at night (me for one) and won't fly in bad weather (me again). That's why I said that if I were to pick up in Billings MT I would probably fly to Lincoln MT and overnight and then do the final leg the next day weather permitting. For me to do the whole round trip in one day requires 6 hours of actual flying plus on-the-ground time. We only have about 8 hours of daylight right now.This time of year, the ability to fly is very weather dependent for most of us, not all.
Once you have developed the leg schedule from start to finish, everyone can sign-on or not as they are able. Otherwise, this isn't going to work. Here are the legs as you have described them:
Indianapolis to Chicago
Chicago to Ames IA
Ames IA to BIL
Billings (BIL) to Lincoln (S69) (2 hours one way)
Probable overnight in Lincoln
S69 to Kalispell (S27) (1 hour one way)
Allow 15 to 30 minute handover times. Also, by the time we do this, everyone will need the contact info (cell phone number) for eveyone doing the legs for coordination, etc.
Hope this helps.
Lincoln Airport (S69)
Lincoln, MT 59639