Los Angeles vs Chicago for Retirees (2026)

Better for retirees: Chicago~38% cheaper overall
Median Home Price
$850K
Los Angeles
$360K
Chicago
State Income Tax
9.3%
Los Angeles
4.9%
Chicago
Est. Healthcare / month
$865
Los Angeles
$535
Chicago
Walk Score (0–100)
68
Los Angeles
78
Chicago

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

Full retirement cost breakdown

Metric
Los Angeles
California
Chicago
Illinois
1BR rent / month$2,800$1,900Better
Median home price$850K$360KBetter
State income tax9.3%4.9%Better
Sales tax (combined)10.3%Better10.3%
Monthly utilities$145Better$165
Groceries index (US = 100)108102Better
Est. healthcare / month$865$535Better
Walk score (0–100)68 / 10078 / 100Better
Overall COL index (100 = US avg)173107Better

Frequently asked questions

Which city is better for retirement — Los Angeles or Chicago?

Based on home prices, taxes on retirement income, walkability, and overall cost of living, Chicago scores better for retirees. Median home prices are $850K in Los Angeles vs $360K in Chicago. Chicago is approximately 38% cheaper overall. The best choice still depends on climate, healthcare access, and proximity to family.

Is retirement income taxed in Los Angeles or Chicago?

Chicago has the lower state income tax rate (4.9% vs 9.3%). Note that many states exempt Social Security income and some pension income from state taxes even when other income is taxed — check your specific state's retirement tax rules.

What is the estimated monthly healthcare cost in Los Angeles vs Chicago?

Based on national average retiree healthcare spending (~$500/month) scaled by each city's cost-of-living index, estimated monthly healthcare costs are approximately $865 in Los Angeles and $535 in Chicago. That's a difference of ~$330/month, or ~$3,960/year. Actual costs vary based on your Medicare plan, supplements, and health needs.

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

On a $50,000/year ($4,167/month) retirement income in Los Angeles, rent alone would consume approximately 67% of your budget (1BR rent ~$2,800/mo) and healthcare another ~21%. That leaves roughly 12% (~$500/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 68 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 Los Angeles has the same purchasing power as $31K/year in Chicago

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