Pregnancy rate is one of important indicator for assessing the success of the artificial insemination (AI) program. Since 2017, the Indonesian Government released the Special Artificial Insemination Program (local: SIWAB) in an effort to accelerate the cattle population. This study was conducted to evaluate the pregnancy rate following AI of the Madura Cattle in Waru Sub-district, Pamekasan Regency, an important breeding area for the Madura cattle. The study concerned the effect of bull and season on the insemination of the cows and the pregnancy rate. The season was grouped into 2 categories based on the rainfall intensity: dry and wet season were less than 150 mm/month and more than 150 mm/month, respectively. The secondary data was obtained from 2017 to 2018 involving 6 bulls. The results showed that during 2017 the bull number 2 showed the highest pregnancy rate (53.7%, n = 1,056 vs. 46.3%, n=1.121). According to Chi-square analysis on the number of bulls and pregnancy rate from 2017 to 2018, the result showed that there was no significant effect (P>0.05). The season time of insemination had no effect on pregnancy rate in 2017, but had a significant effect in 2018. Average of service per conception (S/C) and conception rate (CR) on 6 bulls were 1,55 ± 0,08 and 66.0±3.6 %. It was concluded that the bull number 2 had a higher pregnancy rate and season did not have a consistent effect on the pregnancy rate of Maduran cattle in the SIWAB Program. Keywords: kwd