Social Security and Benefits: All Stories and Key Dates

Social Security payment dates and the 2027 cost-of-living adjustment, plus the Medicare and Affordable Care Act open enrollment deadlines for 2026 and 2027.

Start hereSocial Security COLA 2027 Is 3.6%: New Benefit Amounts and the January Payment Dates

Coming up in Social Security and Benefits

Oct 28WedSocial Security payday: birthdays 21st-31stIn 5 days+ Google
Oct 30FriNevada Day · November SSI paid earlyIn 7 days+ Google
Nov 1SunACA open enrollment for 2027 beginsIn 9 days+ Google
Nov 10TueSocial Security paid a day early (Veterans Day)In 18 days+ Google
Nov 18WedOpt in to read your COLA notice onlineIn 26 days+ Google
Dec 7MonMedicare open enrollment endsIn 45 days+ Google
Dec 15TueACA deadline for Jan. 1 coverageIn 53 days+ Google
Dec 31ThuFirst SSI payment with the 3.6% COLAIn 69 days+ Google

Add all 8 dates to Apple Calendar or Outlook (.ics)

Planning

Social Security Payment Schedule: Next Payday Oct. 28, Then the Nov. 10 Veterans Day Shift and December Dates

October 21, 2026

Planning

ACA Open Enrollment for 2027 Runs Nov. 1 to Jan. 15 After a Court Blocked a Shorter Window

October 19, 2026

Planning

Social Security COLA 2027 Scams: What the Watchdog Warns, Plus a 3.6% Increase Chart and 2027 Pay Dates

October 18, 2026

Planning

Medicare Open Enrollment Runs Through Dec. 7: Key 2027 Dates and Who Gets the One-Time $90 Part B Rebate

October 18, 2026

Planning

Social Security COLA 2027 Is 3.6%: New Benefit Amounts and the January Payment Dates

October 18, 2026

About this section

5 stories. A story joins this page when it covers Social Security and Benefits; the newest is first. Other topics: Election 2026, Thanksgiving 2026, Christmas and Winter Holidays 2026, Halloween 2026, Holiday Shopping 2026.