A method of generating a communication group is provided. The method includes displaying a plurality of communication items generated based on a communication between a user and each of communication groups including at least one member, selecting at least a first communication item and a second communication item from the plurality of communication items based on a first user selection, selecting at least one group mode from a plurality of group modes based on a second user selection, and generating a third communication group based on the group mode, a first communication group corresponding to the first communication item, and a second communication group corresponding to the second communication item.