This research was intended to develop the mathematics learning device with Problem Based Learning which also based on Caring Community and find out the effect on the students’ connection abilities. The method used was Mixed Method, in which it used R and D Methods of Thiagarajan Model and quantitative method used quasi experimental pretestpostest together. The students of SMP Ibrahimy 1 Sukorejo, which was class VII L was selected as the control class, whereas class VII M was chosen as the experimental class. The students’ connection abilities were measured by using essay test. Before analyzing the data, normality test and homogeneity of variance were performed. The data were normal distributed, so that T-test was performed. From the result of this research, it was obtained (1) the development of comparison material with problem besed learning which also based on caring community could be said valid, practical and effective (2) According to the result of difference test, the increase on students’ connection abilities showed its significance value (2-tailed) as much as 0,000 (p < 0,05) showed that the implementation of Problem Based Learning which also based on Caring Community had a significant effect on the students’ connection abilities.