The next period is October 23 through December 23, 2026, for the 2027 plan year.

Great news! If you need health insurance outside of the Open Enrollment period, you can enroll in coverage any time of the year if you

  • Qualify for a Special Enrollment Period, or
  • are applying for a dental plan, or
  • qualify for help paying for health coverage including ConnectorCare, MassHealth, Children’s Medical Security Plan (CMSP), or Health Safety Net.

Find out more about the Special Enrollment Period →

Remember: If you qualify for coverage through MassHealth, you can apply and enroll at any time during the year and coverage may start right away.

If you qualify for a Health Connector plan during the Special Enrollment Period, please note the following enrollment deadlines and coverage start dates below.

Monthly Plan Selection and Payment Deadlines

Payment Due Date Coverage Start Date
December 23, 2025 January 1, 2026
January 23, 2026 February 1, 2026
February 23, 2026 March 1, 2026
March 23, 2026 April 1, 2026
April 23, 2026 May 1, 2026
May 23, 2026 June 1, 2026
June 23, 2026 July 1, 2026
July 23, 2026 August 1, 2026
August 23, 2026 September 1, 2026
September 23, 2026 October 1, 2026
October 23, 2026 November 1, 2026
November 23, 2026 December 1, 2026
December 23, 2026 January 1, 2027

If you are applying and enrolling in a Health Connector or ConnectorCare plan for the first time, your enrollment isn't finished until you checkout your plan and make your first premium payment for your coverage by the due date. If you miss this deadline, the earliest date your coverage could start is the first day of the following month.
Last Update: June 10, 2026
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