The effects of two cover crops [cereal rye ( Secale cereale L.) and oat ( Avena sativa L.)], four tillage systems [no tillage (NT), strip tillage (ST), conventional tillage with cover crops incorporated (CTC), and conventional tillage without cover crop (CTN)], and three pre-emergence herbicide rates (full rate, half rate, and no herbicide) on pickling cucumber ( Cucumis sativus L.) growth and production, weed populations, and the incidence of pythium fruit rot were studied. Weed infestations, cucumber establishment, and cucumber leaf chlorophyll content were similar between the rye and oat treatments. However, the oat treatment had higher cucumber fruit number and weight and a lower percentage of cucumber fruit infected with Pythium spp. compared with the rye treatment. The NT and CTC systems reduced cucumber stand and leaf chlorophyll content, but had equivalent cucumber fruit number and weight compared with CTN. The NT and ST had lower weed biomass and weed density than CTN and CTC. The NT also reduced the percentage of cucumber fruit affected with pythium compared with CTN and CTC. Reducing the pre-emergence herbicide rate by half did not affect weed control or cucumber fruit yield compared with the full rate. However, weeds escaping herbicide application were larger in the half-rate treatment. The experiments indicate that with the integration of cover crops and conservation tillage, it is possible to maintain cucumber yield while reducing both herbicide inputs (by 50%) and the incidence of fruit rot caused by Pythium spp. (by 32% to 60%).