The inter-fiber failure of glass fiber-reinforced epoxy specimens with four different fiber angles was analyzed. Flat specimens were subjected to static and fatigue loading considering different load levels and load ratios. Damage investigation in terms of crack density measurement was performed by transmitted white light imaging using a digital camera and LED illumination from the back of the specimen on a servo-hydraulic testing machine. Static and fatigue results were examined with respect to crack initiation and crack growth, considering the special case of bonding yarns parallel to the fiber directions. The bonding yarns act as stress concentrations, influencing the early cracking behavior, and complicate the detectability of cracks growing underneath or next to the bonding yarns. In cyclic loading, the influence of load level, load ratio, mean stress, fiber orientation, and ply thickness was the focus of the experimental campaign. Cyclic cracking behavior in terms of initiation and growth was analyzed based on the applied loading conditions and laminate configurations. It was found that halving the ply thickness nearly doubled the amount of microcracks in case of high loads. For low loads, no such effect was observed up to 5×105 loading cycles. Experimental findings on individual crack growth confirmed that crack interaction started for crack spacings less than four times the ply thickness and that subsequent crack growth shifted into regions of larger local crack spacing.