In order to measure the Readability grade and the Language Level in written production, 316 texts from the state certificate for Italian language in Greece (KPG) were selected between May 2015 and November 2016. Specifically, from 1000 randomized KPG notebooks, a total of 80 notebooks of language level B1 and B2 were used, that were first digitized in manual form. In the second phase, these texts were measured using the READ-IT tool, and in the last phase, the statistic and factor analysis have been completed through the SPSS.24 software. The main target was to research if there is any impact on the language level according to Readability measurement, and vice versa. Briefly, Greek candidates at level B produce texts in Italian depending on specific characteristics, such as grammar, vocabulary, and syntax. The results lead to the fact that all this new data determines the Language Level and degree of difficulty in written production. Furthermore, the final results are part of an existing tool named trat.exe used by the University EKPA and Aristotle University of Thessaloniki to measure the Readability in accordance to Language Level regarding the exams of Italian language of KPG. Of positive significance would be the future deepening of the parameters of writing with the ultimate goal of developing even more advanced software like trat.exe and to achieve a global data base which would lead to more valid and fair tests for non-native speakers when being evaluated according to elements found in the present study.