October 15 to December 7, 2026
Medicare open enrollment.
Change your Medicare health or drug plan. Changes start January 1, and the plan must get your request by December 7.
For: Medicare. Source: Medicare.gov. Checked November 4, 2026.
Key dates that change what you pay for health care in 2027, each with its source.
All dates on this page.
All optional. The list changes as you answer.
Some states run their own marketplace with their own dates.
Check your plan documents or ask your employer. What a plan year is
2 dates ticked. Add them to my calendar
Showing 13 dates for your answers.
October 15 to December 7, 2026
Medicare open enrollment.
Change your Medicare health or drug plan. Changes start January 1, and the plan must get your request by December 7.
For: Medicare. Source: Medicare.gov. Checked November 4, 2026.
November 1, 2026
HealthCare.gov: open enrollment starts.
Pick, renew or change a plan you buy yourself for 2027.
For: plans you buy yourself, and no insurance. Source: HealthCare.gov. Checked November 4, 2026.
December 15, 2026
HealthCare.gov: last day to enroll for January 1 coverage.
Enroll or change plans by this day for coverage that starts January 1.
For: plans you buy yourself, and no insurance. Source: HealthCare.gov. Checked November 4, 2026.
December 31, 2026
Last day of a calendar plan year.
Costs you paid in 2026 may help on your 2026 taxes if you itemize (above 7.5% of income, IRS Topic 502). Count your year so far
For: everyone. Source: IRS Topic 502. Checked November 4, 2026.
January 1, 2027
Your deductible and out-of-pocket counts start again.
Bills for December care may arrive in January: worth checking against your EOB. Check a bill, free
For: plans whose year starts in January. Source: HealthCare.gov. Checked November 4, 2026.
January 1, 2027
At most $680 of unused 2026 FSA money may carry into 2027. Your plan may set less.
For: FSA with a carryover. Source: IRS, IR-2025-103. Checked November 4, 2026.
January 1, 2027
2027 HSA limits: $4,500 for self-only coverage, $9,000 for family, plus $1,000 at 55 or older.
A 2027 HSA plan has a deductible of at least $1,750 for self-only coverage or $3,500 for family. Its out-of-pocket maximum is at most $8,700 or $17,400.
For: HSA. Sources: IRS Rev. Proc. 2026-24 and IRS Publication 969. Checked November 4, 2026.
January 1, 2027
A Marketplace plan’s out-of-pocket maximum can be at most $12,000 for one person, $24,000 for a family.
For: plans you buy yourself, and no insurance. Source: HealthCare.gov. Checked November 4, 2026.
January 1 to March 31, 2027
Medicare Advantage open enrollment.
Only if you are already in a Medicare Advantage plan: switch plans once, or go back to Original Medicare.
For: Medicare. Source: Medicare.gov. Checked November 4, 2026.
January 15, 2027
HealthCare.gov: open enrollment ends.
Last day to enroll in or change a plan for 2027 without a special reason.
This date follows a court order and may change. Enroll by December 15 for January 1 coverage.
For: plans you buy yourself, and no insurance. Source: HealthCare.gov. Checked November 4, 2026.
February 1, 2027
HealthCare.gov: coverage starts for sign-ups December 16 to January 15.
Coverage starts once you pay your first premium.
For: plans you buy yourself, and no insurance. Source: HealthCare.gov. Checked November 4, 2026.
March 15, 2027
The latest an FSA grace period can end for a calendar-year plan, if your plan has one.
Your plan may end it sooner, so check its date. Your plan also sets how long you have to send claims.
For: FSA with a grace period. Source: IRS Publication 969. Checked November 4, 2026.
April 15, 2027
2026 federal tax returns are due.
The date comes from the law and the calendar. The IRS has not posted its 2027 page yet.
For: everyone. Source: 26 U.S.C. 6072(a). Checked November 4, 2026.
Medicaid and CHIP: you can apply any time. There is no open enrollment.
For: Medicaid and CHIP. Source: HealthCare.gov. Checked November 4, 2026.
2027 FSA limit, and how much 2027 money may carry into 2028.
The IRS has not announced them yet. It usually does in October or early November. For 2026 the limit is $3,400.
For: FSA. Source: IRS, IR-2025-103. Checked November 4, 2026.
2027 Medicare Part B premium and deductible.
CMS has not announced them yet. It usually does in the first half of November. For 2026: $202.90 a month and a $283 deductible.
For: Medicare. Source: CMS. Checked November 4, 2026.
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