Demanding reduction in CO2 emissions and continuous pressure on ticket prices are pushing towards radical modifications in future objectives for the air transport industry. Operators are asked to consider fundamental structure change and new approaches to fleet management. We present part of a feasibility study for a new modular multi-modal transportation system called "ClipAir". In this work, we focus on the integrated schedule generation and fleet assignment problem and compare the performances of a regular operator and a fictional operator running a ClipAir fleet. Comparison is made in terms of expected operating costs and demand satisfaction.