Polylactide (PLA) electrospun microfibers were prepared and loaded with triclosan (TCS), ketoprofen (KTP), or their combination to obtain multifunctional scaffolds with bactericide and anti-inflammatory properties. Continuous and porous fibers with diameters in the micrometer scale and a unimodal distribution were successfully attained using a dual-electrospinning technique. Dual drug-loaded scaffolds showed a peculiar release that was in contrast to the single drug-loaded systems, which suggested the establishment of intermolecular interactions that delayed TCS and KTP release. Antimicrobial activity of all TCS-loaded electrospun scaffolds was demonstrated against E. coli and M. luteus bacteria; and furthermore, KTP-loaded samples slightly showed bactericide activity. Biocompatibility of scaffolds was evaluated by adhesion and proliferation assays, and interestingly, the dual drug-load systems were able to support high TCS doses without adverse effects.