A system and method for facilitating integrating software systems. An example method includes generating a test dataset (also called instance dataset herein); inputting the test dataset to a first software system and a second software system that are to be integrated; triggering a first set of one or more source messages (also called target messages herein) from the first software system and a second set of one or more source messages from the second output message based on the test dataset; receiving the first set of one or more source messages and the second set of one or more source messages; and analyzing the message sets to determine a mapping sufficient to translate messages exchanged between the first and second software systems, such that the messages are readable thereby.