Decision support system (DSS) for enterprises monitoring on the base of knowledge engineering is considered. The technologies of expert systems and data mining are used for DSS. The developed system assumes continuous monitoring of the enterprises indicators and consists of three modules. The expert systems technology forms the basis of the two modules of the DSS – the first module is to classify enterprises depending on the level of crisis states risk, and the second one is to identify the signs of a false crisis states (fraudulent bankruptcy) on the base of forecasted indicators. The data mining module is to forecast the financial indicators of the enterprise. The decision maker using the DSS may be the top manager or supervisory authority. It is possible for users of the system to monitor the major trends in the economic processes of the enterprise. This approach has been used on the example of state monitoring of number of industrial and agro-industrial enterprises of Republic Bashkortostan. The practical application of the DSS prototype, allowing realizing approach suggested, is considered.