This paper sets out to compare the application of project management practices in the real world and in theory. An information systems project that focused on conversion from a manual system to a computerized system in a restaurant forms the backdrop of this comparison. This report draws attention to the relevant issues with respect to project management in the conversion from a manual system to a computerized system for a restaurant. The findings of the report reveal that the Information Systems department was instrumental in analyzing the needs of the restaurant and then designing, procuring, testing and implementing the new system. The paper also discusses and analyses the application of project management theory in comparison to project planning in the real world. It is evident from this paper that project management practices are necessary to survive in any project undertaken in today’s dynamic business environment. The paper concludes that there is a match between theory and practice in the project management field. The paper recommends that the factors of performance, time and cost be prioritized at the beginning of the project in order to avoid any unnecessary trade-offs. Also, teamwork is a vital ingredient in the conduct of projects and should be given due consideration by the project manager. Good project management ensures that there are standard processes in place to deal with all contingencies.