Spoken Dialogue Systems (SDS s) are computer-based systems developed to provide information and carry out tasks using speech as the interaction mode. They are capable of speech recognition, interpretation, management of dialogue and have speech output capabilities, trying to reproduce a more or less natural spoken interaction between a human user and the system. SDS s provide several different services, all through spoken language. Even with all this development, there is scarcity of information on ways to assess and evaluate the quality of such systems with the purpose of optimization. With two of these SDS s ,BoRIS and INSPIRE, (used for Restaurant Booking Services and Smart Home Systems), extensive experiments were conducted in the past, where the systems were used to resolve specific tasks. The evaluators rated the quality of the system on a multitude of scales. In addition to that, the interactions were recorded and annotated by an expert. The development of methods for performance evaluation is an open research issue in this area of SDS s. Following the idea of the PARADISE model (PARAdigm for DIalogue System Evaluation model, the most well-known model for this purpose (developed by Walker and co-workers at AT&T in 1998), several experiments were conducted to develop predictive models of spoken dialogue performance. The objective of this dissertation is to develop and assess models which allow the prediction of quality dimensions as perceived by the human user, based on instrumentally measurable variables using all the collected data from the BoRIS and INSPIRE systems. Different types of algorithms will be compared to their prediction performance and to how generic they are. Four different approaches will be used for these analyses: Linear regression, Regression Trees, Classification Trees and Neural Networks. For each of these methods, a different tool will be programmed using MATLAB, that can carry out all experiments from this work and be easily modified for new experiments with data from new systems or new variables on future studies. All the used MATLAB programs will be made available on the attached CD with an operation manual for future users as well as a guide to modify the existing programs to work on new data. The main idea is to develop tools that would help on the optimization of a spoken dialogue system without a direct involvement of the human user or serve as tools for future studies in this area.