Is Your Health Insurance Tax Deductible? A Clear Guide to What You Can (and Can’t) Write Off

Health insurance is expensive, so it’s natural to ask: Is paying for health insurance tax deductible?

The short answer: Sometimes. It depends on how you get your coverage, how you pay for it, and whether you itemize deductions.

This guide breaks it all down in plain language so you can understand when health insurance premiums and other medical expenses may lower your tax bill—and when they won’t.

The Big Picture: When Are Health Insurance Premiums Tax Deductible?

In the U.S. tax system, health insurance can be tax-advantaged in several ways:

  • As a deduction on your tax return (usually if you itemize)
  • As a pre-tax benefit through your employer (never actually shows up as taxable income)
  • As a self-employed health insurance deduction (an “above-the-line” adjustment to income)
  • Through tax credits, like the premium tax credit for marketplace plans

Understanding which category you fall into is the key to knowing whether your health insurance is tax deductible.

How You Get Your Health Insurance Matters

1. Employer-Sponsored Health Insurance

If you get insurance through your job, your premiums are often taken out of your paycheck before tax. In that case:

  • The money you use for premiums is not included in your taxable income
  • You’re already getting a tax benefit
  • You generally cannot also deduct those premiums on your tax return (no “double-dipping”)

However, if you pay any part of your health insurance with after-tax dollars, that portion may count as a medical expense if you itemize deductions and meet the medical expense threshold (more on that below).

Key point:

2. Health Insurance Through the Marketplace or Directly From an Insurer

If you buy an individual health insurance plan (on the Health Insurance Marketplace or directly from an insurance company), you usually pay your premiums with after-tax money.

Those premiums may be:

  • Tax-deductible as medical expenses if:

    • You itemize deductions, and
    • Your total unreimbursed medical expenses are more than 7.5% of your adjusted gross income (AGI)
  • Offset by a tax credit (premium tax credit) if you qualify based on your income and buy coverage through the Marketplace

You can’t count the same dollar of premiums twice (for example, as both a deduction and a credit). Typically, premium credits reduce what you pay out of pocket first, and only your actual out-of-pocket premiums can count as medical expenses.

3. Self-Employed Health Insurance Deduction

If you are self-employed, you may get a different and often more favorable tax benefit.

You may qualify to deduct health insurance premiums “above the line”, which means:

  • You don’t have to itemize to take this deduction
  • It directly reduces your adjusted gross income
  • It can apply to premiums for:
    • Your own coverage
    • Your spouse
    • Your dependents
    • Your children under age 27 (even if they’re not your tax dependents in some cases)

To generally qualify for the self-employed health insurance deduction:

  • You must have a net profit from self-employment
  • Neither you nor your spouse can be eligible (not just enrolled) for an employer-sponsored health plan that could cover you

If you don’t meet those tests, you might still be able to treat your premiums as itemized medical expenses instead.

4. COBRA Coverage

COBRA lets you continue your employer’s health plan after leaving a job, usually at your own expense.

  • COBRA premiums are often paid with after-tax dollars
  • These premiums can generally be treated like other individual health insurance premiums:
    • Potentially deductible as medical expenses if you itemize and exceed the 7.5% of AGI threshold
    • If you’re self-employed and otherwise eligible, they may qualify for the self-employed health insurance deduction

The 7.5% Rule: Medical Expense Deductions Explained

For most people, health insurance premiums count as medical expenses for tax purposes. But to actually get a tax deduction for those expenses, two big conditions must be met:

  1. You itemize deductions instead of taking the standard deduction
  2. Your qualifying medical expenses are more than 7.5% of your adjusted gross income (AGI)

Only the amount above 7.5% of AGI is deductible.

Example (Simplified)

  • AGI: $60,000
  • 7.5% of AGI: $4,500
  • Total qualifying medical expenses (including premiums): $6,000

Deductible amount (if you itemize):
$6,000 − $4,500 = $1,500

If your medical costs don’t surpass that 7.5% threshold, you won’t get a medical expense deduction—even if you pay a lot for health insurance.

What Health-Related Costs Are Typically Deductible?

For medical expense purposes, the IRS generally allows a deduction for qualified medical and dental expenses, which can include:

  • Health insurance premiums you pay with after-tax dollars
  • COBRA premiums
  • Some long-term care insurance premiums (within certain age-based limits)
  • Out-of-pocket:
    • Doctor visits
    • Hospital services
    • Surgeries
    • Prescription medicines
    • Some medical equipment and supplies
  • Certain dental and vision expenses

Items that usually do not count as deductible medical expenses:

  • Cosmetic procedures not medically necessary
  • Over-the-counter medications (with limited exceptions)
  • Health club dues (except in specific, qualifying medical circumstances)
  • Most general wellness expenses

Important: Rules around what counts as a qualified expense are detailed and change over time. If you plan to claim this deduction, it’s wise to keep thorough records and consult a tax professional or up-to-date IRS materials.

Quick Comparison: How Different Health Insurance Situations Are Treated

How You Get CoverageHow You Usually PayIs It Tax Deductible?
Employer plan (pre-tax payroll deduction)Pre-tax through paycheckAlready tax-advantaged; no separate deduction on your return
Employer plan (after-tax contributions)After-tax from paycheckMaybe, as itemized medical expenses over 7.5% of AGI
Marketplace or direct individual planAfter-tax paymentsMaybe, as itemized medical expenses; plus possible tax credits
Self-employed buying own coverageAfter-tax, out of pocketOften above-the-line self-employed health insurance deduction
COBRA continuation coverageAfter-tax paymentsMaybe; itemized or self-employed deduction, if eligible

Are Premiums for All Types of Health Coverage Deductible?

Not all “health-related” premiums are treated the same way.

Typically Eligible as Medical Expenses

  • Major medical health insurance (individual or family)
  • Employer-sponsored health plans (if paid with after-tax dollars)
  • Medicare premiums (various parts can be deductible in many cases)
  • COBRA premiums
  • Qualifying long-term care insurance (subject to annual limits)

Typically Not Deductible as Medical Expenses

  • Life insurance premiums
  • Disability insurance premiums (even if it replaces income during illness)
  • Insurance that pays a fixed cash amount per day or event, rather than reimbursing medical care
  • Supplemental policies that don’t directly cover medical care (with some exceptions)

However, some of these may be part of a broader tax and financial planning strategy, even if they’re not deductible as medical expenses.

How Health Savings Accounts (HSAs) Fit In

While not exactly the same as deducting health insurance premiums, Health Savings Accounts (HSAs) offer a major tax advantage connected to health coverage.

To contribute to an HSA, you generally must be enrolled in a high-deductible health plan (HDHP) that qualifies under current rules.

HSAs typically offer:

  • Tax-deductible contributions (or pre-tax if through payroll)
  • Tax-free growth on balances
  • Tax-free withdrawals for qualified medical expenses

Important nuance:

  • HSA funds usually cannot be used to pay for health insurance premiums, with a few exceptions (such as certain COBRA premiums, Medicare premiums, and some situations related to unemployment).
  • You still might get tax advantages on out-of-pocket medical costs through the HSA, even if your premiums themselves aren’t deductible.

Standard Deduction vs. Itemizing: Why Many People Don’t See a Medical Expense Deduction

To claim a deduction for medical and health insurance expenses, you must itemize deductions on Schedule A.

However:

  • Many taxpayers find that the standard deduction is larger than their total itemized deductions
  • In that case, itemizing just for medical expenses may not make sense
  • If you take the standard deduction, you generally cannot also claim medical expenses as itemized deductions

This is one reason why many people never see a separate “health insurance deduction” on their tax return, even though they spend a lot on premiums.

Special Considerations for Retirees and Medicare Enrollees

If you are enrolled in Medicare, some or all of your premiums may count as medical expenses for deduction purposes, including:

  • Medicare Part B
  • Medicare Part D
  • Medicare Advantage plans (Part C)
  • Medigap (Medicare Supplement) policies

These premiums are typically paid with after-tax dollars, so they can be included in your total medical expenses when you itemize and calculate whether you exceed the 7.5% of AGI threshold.

Retirees sometimes have a better chance of reaching that threshold, especially if they have higher medical costs relative to income.

Common Scenarios and How the Tax Rules Usually Apply

Scenario 1: Full-Time Employee with Workplace Health Insurance

  • Premiums are taken out of your paycheck before tax
  • You benefit from lower taxable income right away
  • You usually do not get an additional deduction on your tax return

✅ You are getting a tax benefit
❌ You won’t see it as a separate “health insurance deduction” line

Scenario 2: Freelancer or Small Business Owner Buying Own Insurance

  • You pay premiums out of pocket
  • You may qualify for the self-employed health insurance deduction, reducing your AGI
  • If you do, you generally won’t also claim those same premiums as itemized medical expenses

✅ Potentially strong tax advantage if you have self-employment income
💡 Still keep records of all medical costs in case additional out-of-pocket expenses exceed 7.5% of AGI and you itemize

Scenario 3: Individual Plan Through the Marketplace With a Premium Tax Credit

  • You buy coverage on the Marketplace
  • Based on your income, you may get a premium tax credit that lowers your monthly premium or provides a credit at tax time
  • Only the portion you actually paid out of pocket can be counted as a medical expense for itemizing

✅ You may benefit from a tax credit, a deduction, or both (for different parts of your costs)
❌ But you can’t claim a deduction for the portion of premiums covered by the credit

Practical Tips for Managing Health Insurance and Taxes

Here are some practical steps that may help you make the most of available tax benefits:

  1. Know how your premiums are paid

    • Check your pay stubs or billing statements
    • Look for terms like pre-tax, after-tax, or Section 125 plan (a type of cafeteria plan at work)
  2. Keep detailed records

    • Save statements showing:
      • Premium amounts
      • Dates paid
      • Who was covered
    • Track all unreimbursed medical expenses, not just premiums
  3. Review whether itemizing makes sense each year

    • Compare your potential itemized deductions (including medical, mortgage interest, state and local taxes, charitable giving) to the standard deduction
    • If itemizing is higher, medical and health insurance expenses may give you a real tax benefit
  4. If you’re self-employed, document your coverage carefully

    • Keep proof that the policy is in your name and covers you (and possibly your family)
    • Track your net self-employment income, since it affects your ability to claim the self-employed health insurance deduction
  5. Ask a tax professional about complex situations

    • Mixed income (wages + self-employment)
    • Shared custody or dependents
    • Changes in coverage type during the year (job change, COBRA, Medicare, Marketplace plan)

Key Takeaways: Is Paying for Health Insurance Tax Deductible?

  • Yes, health insurance can be tax deductible, but the benefit may show up in different ways:

    • As pre-tax payroll deductions for employer plans
    • As an above-the-line deduction for many self-employed individuals
    • As itemized medical expenses over 7.5% of AGI
    • As premium tax credits for some Marketplace plans
  • Employer-sponsored pre-tax premiums are usually already tax-advantaged, so they don’t appear as a separate deduction.

  • Self-employed people often have the broadest ability to deduct their health insurance premiums directly from income.

  • To deduct premiums as part of medical expenses, you must:

    • Itemize deductions, and
    • Have qualifying medical expenses that exceed 7.5% of your AGI
  • Not all health-related premiums are treated the same. Major medical, Medicare, and COBRA premiums are most commonly deductible; life and disability insurance premiums generally are not considered medical expenses.

Understanding where your situation fits into these rules can help you see whether your health insurance is giving you a tax break, and if so, how that benefit actually works on your tax return.

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