The invention discloses an intelligent medicine box and a working method thereof. The medicine box includes a shell body, the shell body is internally provided with a plurality of medicine supplying mechanisms, and each medicine supplying mechanism comprises a cavity arranged crosswise in a horizontal direction, wherein the left end of the bottom of each cavity is provided with a groove, and the top portion of each cavity is provided with a guiding rail in a horizontal direction and a mobile mechanism capable of moving along the guiding rail; the bottom of each mobile mechanism is provided with a lifting device, and the lifting end of each lifting device is provided with a vacuum chuck, and each groove is internally provided with a medicine placing pipe which comprises a column where a medicine placing hole running though the column in an axial direction is formed; the upper end of each groove is provided with a sensor for detecting whether or not the top portions of the medicine placing holes contain pills, the shell body is further provided with a medicine outputting mechanism, and the bottom of each cavity is provided with a through hole communicated with an electric drawer; moreover, the shell body is also provided with a controller, a touch screen and an air extracting and exhausting mechanism. By using the intelligent medicine box, a user does not need to separately place pills to be taken each time for taking pills in advance, and the intelligent medicine box can automatically output the corresponding pills when the user needs to take pills.