An I/O processing system includes an operating system configured to control an input/output (I/O) device, which executes an I/O operation in the I/O processing system. The I/O processing system further includes a channel subsystem module configured to output an interrogation command signal while the I/O device executes an I/O request. The I/O device returns an I/O status signal indicating a status of an ongoing I/O request, and the operating system is configured to dynamically determine a timeout event of the I/O request based on the status of the ongoing I/O request.