An Open Enrollment Period is the time of year when you can enroll in private health insurance. The next open enrollment period will begin on November 1, 2019 and will end on January 31, 2020. If you do not enroll during these months, you will need to wait until the next Open Enrollment Period. You may be able to enroll in a Qualified Health Plan outside the Open Enrollment Period if you are eligible for a Special Enrollment Period. Remember, you can enroll in Medicaid, Child Health Plus and the Essential Plan all year round.