Naperville vs Cheyenne for Retirees (2026)

Better for retirees: Cheyenne~12% cheaper overall
Median Home Price
$430K
Naperville
$330K
Cheyenne
State Income Tax
5%
Naperville
None
Cheyenne
Est. Healthcare / month
$500
Naperville
$440
Cheyenne
Walk Score (0–100)
38
Naperville
20
Cheyenne

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

Full retirement cost breakdown

Metric
Naperville
Illinois
Cheyenne
Wyoming
1BR rent / month$1,650$1,150Better
Median home price$430K$330KBetter
State income tax5%NoneBetter
Sales tax (combined)8.5%5.3%Better
Monthly utilities$158$148Better
Groceries index (US = 100)10096Better
Est. healthcare / month$500$440Better
Walk score (0–100)38 / 100Better20 / 100
Overall COL index (100 = US avg)10088Better

Frequently asked questions

Which city is better for retirement — Naperville or Cheyenne?

Based on home prices, taxes on retirement income, walkability, and overall cost of living, Cheyenne scores better for retirees. Median home prices are $430K in Naperville vs $330K in Cheyenne. Cheyenne is approximately 12% cheaper overall. The best choice still depends on climate, healthcare access, and proximity to family.

Is retirement income taxed in Naperville or Cheyenne?

Wyoming has no state income tax, meaning Social Security, pension, and retirement account withdrawals are not subject to state tax. Illinois has a 5% state income tax rate. For retirees, this difference can save thousands annually.

What is the estimated monthly healthcare cost in Naperville vs Cheyenne?

Based on national average retiree healthcare spending (~$500/month) scaled by each city's cost-of-living index, estimated monthly healthcare costs are approximately $500 in Naperville and $440 in Cheyenne. That's a difference of ~$60/month, or ~$720/year. Actual costs vary based on your Medicare plan, supplements, and health needs.

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

On a $50,000/year ($4,167/month) retirement income in Naperville, rent alone would consume approximately 40% of your budget (1BR rent ~$1,650/mo) and healthcare another ~12%. That leaves roughly 48% (~$2,000/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?

Naperville has a higher walk score (38 vs 20 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. Naperville offers more independence without a car, which also reduces transportation costs.

Retirement purchasing power

$50K/year in Naperville has the same purchasing power as $44K/year in Cheyenne

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