Methods and systems for dynamic selection of an originating identifier for billing optimization are provided herein. In some embodiments, a method for dynamic selection of an originating identifier for billing optimization may include receiving from a device associated with a user a first communication request containing a first identifier; determining a second identifier from a plurality of identifiers associated with the user, wherein determination of the second identifier is based on a billing rate associated with the first identifier and the second identifier; and transmitting a second communication request to establish a communication using the first identifier as a destination number and the second identifier as an originating number.