Chicago vs Seattle for Retirees (2026)

Better for retirees: Chicago~29% cheaper overall
Median Home Price
$360K
Chicago
$750K
Seattle
State Income Tax
4.9%
Chicago
None
Seattle
Est. Healthcare / month
$535
Chicago
$750
Seattle
Walk Score (0–100)
78
Chicago
73
Seattle

Scroll down for retirement income tax breakdown, healthcare estimates, and FAQ.

Full retirement cost breakdown

Metric
Chicago
Illinois
Seattle
Washington
1BR rent / month$1,900Better$2,400
Median home price$360KBetter$750K
State income tax4.9%NoneBetter
Sales tax (combined)10.3%Better10.3%
Monthly utilities$165$120Better
Groceries index (US = 100)102Better108
Est. healthcare / month$535Better$750
Walk score (0–100)78 / 100Better73 / 100
Overall COL index (100 = US avg)107Better150

Frequently asked questions

Which city is better for retirement — Chicago or Seattle?

Based on home prices, taxes on retirement income, walkability, and overall cost of living, Chicago scores better for retirees. Median home prices are $360K in Chicago vs $750K in Seattle. Chicago is approximately 29% cheaper overall. The best choice still depends on climate, healthcare access, and proximity to family.

Is retirement income taxed in Chicago or Seattle?

Washington has no state income tax, meaning Social Security, pension, and retirement account withdrawals are not subject to state tax. Illinois has a 4.9% state income tax rate. For retirees, this difference can save thousands annually.

What is the estimated monthly healthcare cost in Chicago vs Seattle?

Based on national average retiree healthcare spending (~$500/month) scaled by each city's cost-of-living index, estimated monthly healthcare costs are approximately $535 in Chicago and $750 in Seattle. That's a difference of ~$215/month, or ~$2,580/year. Actual costs vary based on your Medicare plan, supplements, and health needs.

Can I afford to retire in Chicago on a $50,000 annual income?

On a $50,000/year ($4,167/month) retirement income in Chicago, rent alone would consume approximately 46% of your budget (1BR rent ~$1,900/mo) and healthcare another ~13%. That leaves roughly 41% (~$1,708/mo) for groceries, transportation, and other expenses. This is tight — a studio apartment or lower-cost neighborhood would help.

Which city is more walkable for retirees?

Chicago has a higher walk score (78 vs 73 out of 100). Walkability is increasingly important for retirees who want to reduce car dependence — a score above 70 means most daily errands can be done on foot. Chicago offers more independence without a car, which also reduces transportation costs.

Retirement purchasing power

$50K/year in Chicago has the same purchasing power as $70K/year in Seattle

Related comparisons

Healthcare estimates based on national avg retiree spending (~$500/mo) scaled by COL index · State income tax rates from Tax Foundation · Data: Zillow, BLS, Numbeo · Q1 2026