This study aims to analyze teachers' adaptive strategies in facing the challenges of Aswaja learning at MTs Salafiyah Syafi'iyah Tebuireng Jombang in the digital era. Aswaja learning plays an important role in shaping the character of students who are moderate, tolerant, and adhere to the values of Ahlussunnah wal Jama'ah. However, technological developments and the rapid flow of information through social media pose new challenges in the learning process, especially related to the spread of religious beliefs that are not in accordance with the principles of Aswaja. This study uses a qualitative approach with a case study type. Data collection techniques are carried out through observation, interviews, and documentation, while data analysis uses data reduction, data presentation, and drawing conclusions with triangulation to test the validity of the data. The results show that teachers' adaptive strategies are carried out by adjusting methods, materials, and learning approaches according to student characteristics. Teachers combine lectures, discussions, case studies, and the use of digital media to make learning more contextual and interesting. Aswaja learning is also strengthened through habituation of amaliyah, exemplary attitudes, and synergy between madrasahs, Islamic boarding schools, and other subject teachers. The main challenges faced include the heterogeneity of student backgrounds, the use of difficult-to-understand conceptual terms, and the influence of social media on students' religious mindsets. Nevertheless, teachers' adaptive strategies are considered effective in increasing students' understanding, engagement, and character development in line with Aswaja values. This research demonstrates that adaptive and contextual learning strategies are key to maintaining the relevance of Aswaja education in the digital era while strengthening religious moderation in the madrasah environment.