Is it possible to write some sort of program that sends the data that it reads from some file through the serial port so that I don't have to type all the data in the serial monitor because that could save me a lot of time.
Of course it is. What OS are you using? What language(s) are you familiar with? Depending on OS and language, this ranges from nearly trivial (C# on Win7 could be used (by me, anyway) to create such a program in under an hour) to challenging.