The Kelvin‐Helmholtz instability is a known mechanism for penetration of solar wind matter into the magnetosphere. Using three‐dimensional, resistive magnetohydrodynamic simulations, the double midlatitude reconnection (DMLR) process was shown to efficiently exchange solar wind matter into the magnetosphere, through mixing and reconnection. Here we compute test particle orbits through DMLR configurations. In the instantaneous electromagnetic fields, charged particle trajectories are integrated using the guiding center approximation. The mechanisms involved in the electron particle orbits and their kinetic energy evolutions are studied in detail, to identify specific signatures of the DMLR through particle characteristics. The charged particle orbits are influenced mainly by magnetic curvature drifts. We identify complex, temporarily trapped trajectories where the combined electric field and (reconnected) magnetic field variations realize local cavities where particles gain energy before escaping. By comparing the orbits in strongly deformed fields due to the Kelvin‐Helmholtz instability development, with the textbook mirror‐drift orbits resulting from our initial configuration, we identify effects due to current sheets formed in the DMLR process. We do this in various representative stages during the DMLR development.