Total Retiree Advantage Illinois (TRAIL) Program

The TRAIL Medicare Advantage Prescription Drug (MAPD) Open Enrollment Period for the 2021 plan year runs October 15 - November 16, 2020. Informational seminars are held to give eligible-retirees and survivors an opportunity to learn about the Total Retiree Advantage Illinois (TRAIL) Program. This year, the seminars will be online. Check back here to view your TRAIL Open Enrollment seminar on the following dates and times (registration to the event is not necessary). If you miss the live webinars, a recording will be provided here:

Week 1:

  • Oct 15, Thursday, 1:00 PM-4:00 PM
  • Oct 16, Friday, 9:00 AM-12:00 PM

Week 2:

  • Oct 20, Tuesday, 1:00 PM-4:00 PM
  • Oct 22, Thursday, 9:00 AM-12:00 PM

Week 3:

  • Oct 26, Monday, 9:00 AM-12:00 PM
  • Oct 28, Wednesday, 1:00 PM-4:00 PM
  • Oct 30, Friday 9:00 AM-12:00 PM
Topics include eligibility criteria and an explanation of the benefits provided through the Program.


Retirees and survivors who became eligible for the TRAIL MAPD Program over the past year will receive a Decision Guide in the mail in mid-October, notifying them of their eligibility and the requirement to enroll, or opt-out of coverage, during the TRAIL MAPD Open Enrollment Period. All currently-enrolled members will also receive a Decision Guide notifying you of any plan changes for the upcoming plan year.

Note: If you are currently-enrolled in TRAIL MAPD, and wish to keep your coverage as is, you need not do anything. However, if you want to make any changes to your current TRAIL MAPD coverage for the 2021 plan year, you will be allowed to complete your changes online at or contact MyBenefits (toll-free) 844-251-1777 between October 15-November 16, 2020.

No elections are allowed to be made prior to the October 15, or after the November 16, 2020 Enrollment Period.