T Transportation’s role as an essential part of the nation’s economic and social development has a positive impact on the infrastructure development growth. Therefore, without transportation, there is a probability that the economic development could experience a negative impact. Toll road is a public road and is a part of road network system and national road that requires people pays the toll fee whenever they enter the road. For the transportation facility to continuously accommodates the development needs with great service, there should be an effort on to ensure the quality of the transportation, such as quality maintenance. In the toll road maintenance, there is a possible risk that could result in a disfunction of the toll road. The risks that are being reviewed including planning risk, execution risk, tools & materials risk, environment & natural damage risk and financial risk. The data collection was done through questionnaire method. The questionnaires were distributed to 2 branches of PT. Jasa Marga, Tbk (Persero) which include Jasa Marga Pusat and Jasa Marga Jakarta-Cikampek branch with the total of 53 respondents. The data processing was done with the Index Mean RRI method that was supported by SPSS program and Microsoft Excel. The analysis result showed that there is a medium level risk of environment & natural damage in the maintenance of Jakarta-Cikampek toll road in the form of traffic congestion that could have an impact on the delay of the material delivery with the total index score of 6,063. Based on the research, delay has become a risk factor which has a high impact on the toll road maintenance.