A drilling method using a drilling apparatus including: a drill rotatable about a center axis (Ax) and capable of advancing and retracting along the center axis (Ax); a pressing unit for pressing a work in an advancing direction (Z+) of the drill, to form a hole in the work by advancing the drill while rotating the drill about the center axis (Ax) in a state in which the work is pressed by the pressing unit, wherein the pressing unit presses the work via a drilling jig that comes into contact with the work in an area larger than the area of a pressing surface of the pressing unit; and a controller for controlling the operation of the drilling apparatus; characterised in that the drilling apparatus further includes a pressure sensor for detecting a pressing force applied to the work by the pressing unit and in that the drilling method comprises: a) calculating, in a drilling test performed in advance, a machining reaction being applied to the drill from the work during drilling, and a pressing force being applied to the work by the pressing unit and causing deformation of the work in the advancing direction (Z+) of the drill; b) setting a predetermined pressing force, on the basis of the calculated machining reaction and the calculated pressing force, the predetermined pressing force being equal to or larger than a maximum value P1 of the calculated machining reaction while also being smaller than a minimum value P2 of the calculated pressing force; and c) applying the predetermined pressing force on the work by the pressing unit. a drill rotatable about a center axis (Ax) and capable of advancing and retracting along the center axis (Ax); a pressing unit for pressing a work in an advancing direction (Z+) of the drill, to form a hole in the work by advancing the drill while rotating the drill about the center axis (Ax) in a state in which the work is pressed by the pressing unit, wherein the pressing unit presses the work via a drilling jig that comes into contact with the work in an area larger than the area of a pressing surface of the pressing unit; and a controller for controlling the operation of the drilling apparatus; characterised in that the drilling apparatus further includes a pressure sensor for detecting a pressing force applied to the work by the pressing unit and in that the drilling method comprises: a) calculating, in a drilling test performed in advance, a machining reaction being applied to the drill from the work during drilling, and a pressing force being applied to the work by the pressing unit and causing deformation of the work in the advancing direction (Z+) of the drill; b) setting a predetermined pressing force, on the basis of the calculated machining reaction and the calculated pressing force, the predetermined pressing force being equal to or larger than a maximum value P1 of the calculated machining reaction while also being smaller than a minimum value P2 of the calculated pressing force; and c) applying the predetermined pressing force on the work by the pressing unit. a) calculating, in a drilling test performed in advance, a machining reaction being applied to the drill from the work during drilling, and a pressing force being applied to the work by the pressing unit and causing deformation of the work in the advancing direction (Z+) of the drill; a machining reaction being applied to the drill from the work during drilling, and a pressing force being applied to the work by the pressing unit and causing deformation of the work in the advancing direction (Z+) of the drill; b) setting a predetermined pressing force, on the basis of the calculated machining reaction and the calculated pressing force, the predetermined pressing force being equal to or larger than a maximum value P1 of the calculated machining reaction while also being smaller than a minimum value P2 of the calculated pressing force; and c) applying the predetermined pressing force on the work by the pressing unit.