We describe the rich dynamic behavior--including period-doubling and period-halving bifurcations, intermittency, and chaos--observed in the breakup of an inviscid fluid in a coflowing, viscous liquid, both confined in a microfabricated flow-focusing geometry. Experimental observations support inertia-dominated dynamics of the interface, and suggest the possible similarity to the dynamics of a topologically inverted counterpart of this system, that is, a dripping faucet.