The article deals with the possibility of using flexible Scrum methodology at the stage of designing Web-oriented information systems and the features of designing under Scrum conditions. Designing is a decisive step in the development of any information systems, because it is this stage that lays the foundations and ways to implement ideas which determine the functioning of the system in the future. Therefore, in the process of designing Web-oriented information systems, it is important to observe the basic principles of design, as well as the schemes of implementation of this process. However, in order to achieve product stability, security and functionality sustainability, it is necessary to apply such methodology in the course of development, which will allow the constant monitoring and communication between project team members, ensuring the design process itself. The experience of designing Web-oriented information systems now shows that it is logically complex, requiring the expenditure of much labour and time work which requires highly qualified specialists who are members of the project team and are involved in this stage. Productivity, constant monitoring and interchangeable adapters are important. The basic processes of designing Web-oriented information systems based on the application of Scrum methodology are explored, the advantages and disadvantages are considered, as well as the roles, artifacts and processes are analyzed and substantiated. The ways of the efficiency increase and shortcomings elimination during the implementation of designing processes are presented. In conclusion it is necessary to mention that the use of flexible Scrum methodology both in designing and project management of Web-oriented information systems will ensure the possibilities of obtaining the qualitative final product and optimal resources and time use.