When is the best time to purchase tuition insurance? July 01, 2021 19:16 Updated You must purchase the Plan prior to the first day of classes. Related articles Can I purchase after school starts? Does tuition insurance cover COVID-19 and the Coronavirus? How do I purchase tuition insurance? Is a student eligible for tuition insurance if they are paying for college with student loans or financial aid? Does Tuition Insurance cover pre-existing conditions?