An information handling system (IHS) remote input/output (I/O) connection system includes an enclosure having a power button, a communication bus connection point, and an audio connection point. A cable dongle extends from the enclosure. The cable dongle has a first end and a second end. The cable dongle also includes a connection from the power button on the enclosure on the first end to a communication connection point plug on the second end, which mates with a connection point plug on a remote I/O device card that enables a parallel (ACPI) S5-capable power button from the IHS to exist on the enclosure. The cable dongle further includes a communication cable coupled to the communication bus connection point on the first end and having a communication connection point plug on the second end. In addition, the cable dongle includes an audio cable coupled to the audio connection point on the first end and having an audio connection point plug on the second end.