We study the Hamiltonian system of two point vortices, embedded inexternal strain and rotation. This external deformation field mimicsthe influence of neighboring vortices or currents in complex flows.When the external field is stationary, the equilibria of the twovortices, symmetric with respect to the center of the plane, aredetermined. The stability analysis indicates that two saddle pointslie at the crossing of separatrices, which bound streamfunctionlobes having neutral centers. When the external field varies periodically with time, resonancebecomes possible between the forcing and the oscillation of vorticesaround the neutral centers. A multiple time-scale expansion providesthe slow-time evolution equation for these vortices, which, for weakperiodic deformation, oscillate within their original (steady)trajectory. These analytical results accurately compare withnumerical integration of the complete equations of motion. As theperiodic deformation field increases, this vortex oscillationmigrates out of the original trajectories, towards the location ofthe separatrices. With a periodic external field, these separatriceshave given way to heteroclinic trajectories with multipleself-intersections, as shown by the calculation of the Melnikovfunction. Chaos appears in vortex trajectories as they enter theaperiodic domain around the heteroclinic curves. In fact, thischaotic domain progressively fills out the plane, replacing KAM toriand cantori, as the periodic deformation field reaches finiteamplitude. The appearance of windows of periodicity is illustrated.