Tomato (Solanum lycopersicum L.) plants are commonly injured by the off-target movement of synthetic auxin herbicides. A greenhouse and a field trial were conducted to determine the relative tolerance of eight fresh market tomato cultivars to drift-simulating rates of dicamba or 2,4-D. Tomato cultivars included ‘BHN 589’, ‘Celebrity’, ‘Florida 91’, ‘Mountain Merit’, ‘Primo Red’, ‘Red Deuce’, ‘Red Morning’, and ‘Skyway’. Dicamba (3,6-dichloro-methoxybenzoic acid) and 2,4-D (2,4-dichlorophenoxyacetic acid) were applied at 2.8 g ae ha−1 and 5.3 g ae ha−1-D, respectively. By 14 weeks after treatment (WAT), herbicide-treated plants of each cultivar produced less total and marketable yield than their respective nontreated control in the greenhouse trial. For most cultivars, dicamba-treated plants had less marketable yield than 2,4-D-treated plants in the greenhouse. Herbicide treatments also reduced total and marketable yields of each cultivar when compared with their control in the field study at 14 WAT, except for ‘Mountain Merit’. The severity of yield loss from herbicide treatments was cultivar-dependent. Field-grown ‘Skyway’ plants treated with dicamba produced the lowest marketable yield. In contrast, herbicide-treated plants of ‘Florida 91’ produced high marketable yields in the field, but ‘Red Deuce’ plants receiving 2,4-D were also highly productive. Herbicide residue in fruit sampled the third week of the harvest was nondetectable. Because the type of auxin herbicide drift is often unanticipated, ‘Florida 91’ may be the preferred cultivar for cultivation among those tested to maximize tomato production in the field.