Urban and regional planning is experiencing fundamental changes on the use of of computer-based models in planning practice and education. However, with this increased use, .Geographic Information Systems. (GIS) or .Computer Aided Design.(CAD) alone cannot serve all of the needs of planning. Computational approaches should be modified to deal better with the imperatives of contemporary planning by using artificial intelligence techniques in city planning process.The main aim of this study is to develop an integrated .Planning Support System. (PSS) tool for supporting the planning process. In this research, .Case Based Reasoning. (CBR) .an artificial intelligence technique- and .Geographic Information Systems. (GIS) .geographic analysis, data management and visualization techniqueare used as a major PSS tools to build a .Case Based System. (CBS) for knowledge representation on an operational study. Other targets of the research are to discuss the benefits of CBR method in city planning domain and to demonstrate the feasibility and usefulness of this technique in a PSS. .Çeşme Peninsula. case study which applied under the desired methodology is presented as an experimental and operational stage of the thesis.This dissertation tried to find out whether an integrated model which employing CBR&GIS could support human decision making in a city planning task. While the CBS model met many of predefined goals of the thesis, both advantages and limitations have been realized from findings when applied to the complex domain such as city planning.