A method and system for enabling instant messaging on mobile devices is provided. A customized SMS message is created that awakens the mobile device so that instant messaging may be initiated. Once the mobile device is awakened by the customized SMS message, the mobile device responds to the customized SMS message and initiates processing. Based on information obtained, the mobile device creates a reply customized SMS message. The reply customized SMS message is translated into a reply instant message, which is transmitted over a persistent Internet connection to the sender responsible for awakening the mobile device. Alternatively, the mobile device may respond by creating an Internet connection and establishing a chat session over the Internet connection. The chat session allows the exchange of instant messages between the mobile device and the sender responsible for awakening the mobile device.