Microreactors have emerged as a promising platform for conducting photo-oxidations, offering green routes to facilitate significant chemical transformations. In this study, the sustainability of photo-oxidations is improved by a three-phase gas/liquid/liquid flow reaction in a photo-microreactor with continuous recycling, which is applied to a model reaction. Recycling is enabled by the photosensitizer and the substrate, which are in immiscible phases. The effect of various operational parameters on the reaction and the contact pattern among phases is explored, and the interplay between the flow pattern and photo-oxidation is discussed. The highest conversion is detected for flow conditions that display significantly lower diffusion distance between the dispersed photosensitizer slug and the oxygen bubble, highlighting the link between the flow pattern and mass transfer. Furthermore, phase separation was automated using a liquid–liquid separator where the photosensitizer and organic substrate were recycled continuously to achieve full conversion. The proposed approach eliminates the downstream purification step and provides a sustainable pathway toward photo-oxidations in microreactors.