Imaging the near future air traffic management, realization of Trajectory-Based Operation (TBO) is expected to achieve an efficient and orderly air traffic flow. In order to introduce TBO, it is necessary to consider the effect of the meteorological influences to the aircraft trajectory prediction. In order to clarify the difference of the wind between Meso-Scale Model (MSM) datasets and real flight, three descent flights along the same route within 10 minutes were extracted. The data demonstrated the deviation from the MSM data around certain range of pressure altitude. This may mean that, by the implementation of weighted-average method, we can demonstrate the wind model which is closer to the real wind than MSM data. Here, Haneda airport approach trajectory was focused on because many flight data along the same flight trajectory can be obtained. The obtained wind data are classified into weighted-average winds and perturbations. We can easily distinguish the wind shear condition from the time and altitude variation of the weighted-average wind profile. The increase in the wind perturbation, which is considered to be caused by the wind shear, was also demonstrated. In this paper, we focus on the Tokyo terminal control area which shares the departure and arrival routes of Haneda and Narita airports. Supposing the Continuous Climb Operation (CCO) and Continuous Descent Operation (CDO), the altitude separation at the crossing points of the routes are demonstrated, and the wind effect is also discussed. The results indicate the possibility to lift the altitude restrictions of arrival and departure route by applying the Trajectory based CCO and CDO.