Associations of blood metabolites and production variables with ovarian function and parity, specifically, interval to first ovulation (IFO) and the incidence of ovarian cysts (OC) and multiple ovulation (MOV) at the first ovulation postpartum, were determined in lactating dairy cows. This retrospective study involved data on 169 Holstein cows from three studies on the same herd. Blood samples were taken weekly from week -1 to week 4, relative to calving, and transrectal ultrasonography was performed twice weekly from day 7 to day 60 postpartum. The overall IFO was 32.6 ± 1.9 d (mean ± SEM) and did not differ among lactations. Primiparous cows were at a greater risk of failing to ovulate before day 60 postpartum and cows in the third or greater lactation were at a higher risk for OC and MOV. Blood metabolites and production variables indicating a negative energy balance were associated with cows failing to ovulate before day 35 postpartum, but were not related with OC. Increased dry matter intake and milk yield, particularly in second lactation cows, were associated with a higher incidence of OC. While beta-hydroxybutyrate acid and insulin-like growth factor 1 were associated with MOV, the relationship was weak. Reducing negative energy balance is necessary to reduce IFO but may increase the incidence of MOV.