At the International Linear Collider (ILC), parameters of supersymmetry (SUSY) can be determined with an experimental accuracy matching the precision of next-to-leading order (NLO) and higher-order theoretical predictions. Therefore, these contributions need to be included in the analysis of the parameters. We present a Monte-Carlo event generator for simulating chargino pair production at the ILC at next-to-leading order in the electroweak couplings. We consider two approaches of including photon radiation. A strict fixed-order approach allows for comparison and consistency checks with published semianalytic results in the literature. A version with softand hard-collinear resummation of photon radiation, which combines photon resummation with the inclusion of the NLO matrix element for the production process, avoids negative event weights, so the program can simulate physical (unweighted) event samples. Photons are explicitly generated throughout the range where they can be experimentally resolved. In addition, it includes further higher-order corrections unaccounted for by the fixed-order method. Inspecting the dependence on the cutoffs separating the soft and collinear regions, we evaluate the systematic errors due to soft and collinear approximations for NLO and higher-order contributions. In the resummation approach, the residual uncertainty can be brought down to the per-mil level, coinciding with the expected statistical uncertainty at the ILC. We closely investigate the two-photon phase space for the resummation method. We present results for cross sections and event generation for both approaches.