Q4 2026 Money Calendar: Dates for COLA, Enrollment and Taxes

Updated By CalcWyse Editorial Team 2 min read How we calculate

Short answer

the key dates this quarter are October 14 (2027 Social Security COLA), October 15 – December 7 (Medicare open enrollment), November 1 – January 15 (ACA open enrollment) and December 31 (401(k), Roth conversion, RMD and loss-harvesting deadlines). IRS 2027 limits are expected in the fall but were not published yet.

October

DateWhatWhy it matters
October 14 (done)2027 Social Security COLA announced: 3.6%Your January 2027 raise (guide)
October 15Medicare open enrollment beginsReview Part D and Medicare Advantage (guide)
October 15Extended 2025 tax-return deadlineFor anyone who filed an extension
Through OctoberEmployer benefits enrollment windowsFSA, HSA, health plan (checklist)
Around October–NovemberIRS announces 2027 inflation adjustmentsNew brackets, standard deduction and contribution limits (not published yet)

November

DateWhatWhy it matters
November 1ACA open enrollment beginsSubsidy cliff is back (guide)
NovemberCMS announces official 2027 Medicare Part B premium and IRMAA bracketsReplaces the projected $209.50 (net raise guide)
Late NovemberYear-end tax moves start to matterReview the checklist

December

DateWhatWhy it matters
December 7Medicare open enrollment endsLast day to change plans for January 1
December 15Last day to pick an ACA plan for January 1 coverageLater sign-ups start February 1
December 31Deadline for 401(k) deferrals, Roth conversions, RMDs, loss harvesting, charitable gifts, annual gifts2026 limits: 401(k) $24,500, gift exclusion $19,000
Early DecemberPersonal COLA notice in your my Social Security accountConfirms your new benefit

January 2027

DateWhat
January 1New plans and the COLA take effect
January 15Fourth-quarter estimated tax payment due; federal ACA open enrollment ends
Late JanuaryTax filing season opens

Dates we are still waiting for

Official 2027 figures from the IRS (brackets, standard deduction, 401(k), IRA and HSA limits) and the CMS Part B premium. The Social Security COLA and related SSA figures were published on October 14. When they are published, one data file feeds every article and calculator on the site, so numbers can be updated everywhere at once.

Estimates, not advice. CalcWyse figures are based on the assumptions stated on this page (how we calculate). Rates, fees and terms vary by lender and change often. Get a quote from a licensed lender or adviser before you commit.

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CalcWyse Editorial Team

Researched, written and checked by the CalcWyse editorial team

Last reviewed October 18, 2026

Figures from IRS, SSA and state sources Assumptions disclosed Browser-only · private