In this article, an inkjet-printed circular-shaped monopole ultra-wideband (UWB) antenna with an inside-cut feed structure was implemented on a flexible polyethylene terephthalate (PET) substrate. The coplanar waveguide (CPW)-fed antenna was designed using ANSYS high-frequency structural simulator (HFSS), which operates at 3.04–10.70 GHz and 15.18–18 GHz (upper $K_u$ band) with a return loss < −10 dB and a VSWR < 2. The antenna, with the dimensions of 47 mm × 25 mm × 0.135 mm, exhibited omnidirectional radiation characteristics over the entire impedance bandwidth, with an average peak gain of 3.94 dBi. The simulated antenna structure was in good agreement with the experiment’s measured results under flat and bending conditions, making it conducive for flexible and wearable Internet of things (IoT) applications.