In this study, we develop a transportability evaluation system for the transportation process or design process in product development engineering. The system extracts the constraint condition and transportability using swept path analysis and multi-body dynamic simulation. This system consists of two main software modules: a feature curve extraction module and a multi-body dynamic simulation module. The feature curve extraction module extracts the feature curve list of the entire transportation path with swept path analysis to transmit the information to the simulation module. The multi-body dynamic simulation module extracts the constraint condition for the product design process that a designer uses as the transportation constraint in the design process or quick checks the transportability of the product files. The entire structure of the system is accessible by a web-based platform. When the user (designer) inputs the product files and the transportation information, the system gives the constraints and transportability to the user. The entire analysis is performed by a background process on the analysis server. We also propose a multimodal transportability evaluation algorithm that considers design and dynamic conditions.