Various changes and adjustment have been made on the Philippine educational system since the pandemic era began. It started with the transition of face-to-face classes into blended learning modality and now that the situation of the society is getting back to normal, classes has been transforming again to in person classes. In connection with this, teachers and students currently adjusting again with the limited activities and programs for the implementation of in person classes after the most crucial situation brought by the pandemic. The mere intention of this descriptive study was to determine the challenges among mathematics teachers in teaching and learning to the students readiness and engagement.   This study was designed for 70 Junior and/or Senior High school Mathematics teachers under the Division of Laguna, who were selected via purposive sampling technique.  Descriptive method was used to determine challenges among mathematics teachers in teaching and learning. The researcher used the quantitative/descriptive survey method of research. In order to analyze and interpret the data gathered, weighted mean, standard deviation, pearson r correlation and regression analysis were utilized in the study. The study shows that the relationship between the challenges in teaching and learning and the students readiness has significant. Thus, the researcher, therefore, concludes that the null hypothesis 1 stating that there is no significant relationship between the challenges in teaching and learning and the students readiness is partially rejected. The study also shows that the relationship between the challenges in teaching and learning and the students engagement has significant. Thus, the researcher, therefore, concludes that the null hypothesis 2 stating that there is no significant relationship between the challenges in teaching and learning and the students engagement is partially rejected. Based on the drawn conclusions, It is suggested to the school may provide a seminar conference where they can fully understand the factors that can affect their academic readiness and academic engagement that could lead to their higher level of performance. Furthermore, school administrations as well as government may provide needed support to address these gaps and look for alternatives if the current set-up is deemed to be ineffective. It is also recommended that the teachers may attend to different seminars workshop where they can improve their teaching techniques, they are encouraged to take their masters and doctorate degree for their professional and individual growth. And it is recommended that teachers may teach to the student the challenges during the progressive in-person classes in teaching and learning. And school administrations may support to further improving their skills and knowledge. For future researchers, the findings of the study could help to the one that has the same idea and goals to serve as their reference.