Damage imaging plays a crucial role in structural health monitoring (SHM) systems for fast and efficient damage assessment. Delay-and-sum (DAS) beamforming is a widely used algorithm in non-destructive testing for damage imaging, but its effectiveness is often compromised by the use of sparse ultrasonic transducer arrays and the difficulty in detecting progressive delamination larger than the wavelength using guided wave-based methods under fatigue loading. Although X-ray imaging offers detailed assessments of progressive delamination, its application is still limited due to the need to interrupt fatigue loading cycles and its high operational cost. To this end, we propose a novel Damage Imaging framework that uses the fine-tuned Conditional Diffusion Model for SHM systems (DI-CDM). Leveraging the powerful image generation capabilities of diffusion models, the framework was fine-tuned by combining DAS beamforming images derived from ultrasonic sparse array data with X-ray images captured during fatigue loading cycles of the composite structures. The proposed approach can generate damage images that reveal the progression of delamination size in the fatigue loading process. The framework was validated through numerical simulations and experimental data from NASA datasets for composite structures, demonstrating its potential and effectiveness by applying diffusion models in SHM applications to enable fast, high-resolution damage imaging.