We experimentally study drops formed from a nozzle into an immiscible, cross-flowing phase. Depending on the operating conditions, drops are generated either in dripping or jetting mode. We investigate the impact of the continuous and dispersed phase velocities, dispersed phase viscosity, and interfacial tension on the drop generation mode and size. We find that a dripping to jetting transition (DJT) takes place at a critical inner Weber number, a function of the outer capillary and Ohnesorge numbers. Two jetting regimes occur depending on the phase velocity ratio. When the continuous phase velocity is significantly greater (respectively lower) than the dispersed phase velocity, jet narrowing (respectively widening) occurs. In jet widening, the critical inner Weber number depends little on the outer capillary number whereas in jet narrowing, it sharply decreases as the outer capillary number increases. We propose a comprehensive model to describe the DJT based on the attached drop equation of motion. The model satisfactorily predicts the DJT and the effect of the outer capillary number on the critical inner Weber number. It also well accounts for the drop diameter in jet narrowing.