I would suggest a VBA macro for this. You might have columns like this: Loc, Name, Date In, Est Time In, Est Hrs, Date Out, Est Time Out. Program a macro that will prompt you (with an input box) for two things: the date in, and the estimated hours (or, if you prefer, the quantity of packages, which can be divided). Give the macro the smarts to read the columns and decide the proper location (either 1 or 2) and estimate the earliest time in available, as well as the hours and estimated date/time out. The macro should either tell you (display) or actually fill in the appropriate cells with this info. You can then fill in the rest of the columns manually. (BTW, by Name I mean trucking company name.)
Sam