Chronic otitis media refers to a group of complex infectious and inflammatory diseases of the middle ear, causing permanent tympanic membrane perforations and conductive hearing impairment. Tympanoplasty and myringoplasty are commonly used surgeries to eradicate the disease and to reconstruct the eardrum. However, both strategies are associated with drawbacks including recurrent perforations, high capital investment, time-consuming quality control and limited availability of autologous graft tissue. A possible solution to address these issues is offered by the field of tissue engineering (TE). Although significant progress has been realized, there remain shortcomings related to current TE approaches including the lack of sufficient tympanic native tissue mimicry in terms of mechanical and morphological complexity. The aim of the current PhD research thus includes: (1) the development of ‘clickable’ poly-ε-caprolactone- and gelatin-based building blocks containing photopolymerizable groups which can be applied as starting materials for the fabrication of 3D printed eardrums; (2) additive manufacturing of the ‘clickable’ building blocks via digital light processing and two-photon polymerization towards the creation of 3D printed eardrums; (3) in-depth characterization of the 3D printed constructs resulting in a profound understanding of the scaffolds’ properties; (4) in vitro, in vivo and ex vivo evaluation of the artificial eardrums focusing on performance.