the process of trying to find an answer by guessing when you do not have enough information to be sure It was pure guesswork on our part. see also conjectureExtra examples Their price estimates are based on pure guesswork. Their results owe more to educated guesswork than to actual knowledge. weekly shopping lists that take the guesswork out of meal planning A combination of guesswork and luck led them to the right address. There’s a fair amount of guesswork involved in the process.