The present disclosure provides systems and methods for systems and methods for generating potential flight plans to be used by a ride sharing network, including dynamic and/or automated changes to flight plans that have been engaged with passengers based on real-time information. In particular, the systems and methods of the present disclosure can operate to generate a fleet-level set of potential flight plans which comply with one or more constraints for a fleet of aircraft. The potential flight plans can be exposed into and used by a ride sharing network to provide transportation to users.