Singlet fission (SF) can potentially boost the efficiency of solar energy conversion by converting a singlet exciton (S1) into two free triplets (T1 + T1) through an intermediate state of a correlated triplet pair (TT). Although efficient TT generation has been recently realized in many intramolecular SF materials, their potential applications have been hindered by the poor efficiency of TT dissociation. Here we demonstrate that this can be overcome by employing a spatially separated 1(T…T) state with weak intertriplet coupling in tetracene oligomers with three or more chromophores. By using transient magneto-optical spectroscopic methods, we show that free-triplet generation can be markedly enhanced through the SF pathway that involves the spatially separated 1(T…T) state rather than the pathway mediated by the spatially adjacent TT state, leading to a marked improvement in free-triplet generation with an efficiency increase from 21% for the dimer to 85% (124%) for the trimer (tetramer).