City Comparison

Chesapeake vs Kissimmee

Cost of Living Comparison · 2026

Chesapeake

Virginia
104
Average
$385,000
Median Home
$1,550/mo
Median Rent
$94,200
Median Income

Kissimmee

Florida
101
Average
$365,000
Median Home
$1,425/mo
Median Rent
$51,300
Median Income

The Verdict

3.0%

Kissimmee is 3.0% less expensive than Chesapeake overall. A household earning $75,000 in Chesapeake would need approximately $72,837 in Kissimmee to maintain the same standard of living.

Category-by-Category Breakdown

Index values · National average = 100 · Lower is more affordable

Housing
120
Chesapeake
111
Kissimmee
Groceries
102
Chesapeake
100
Kissimmee
Utilities
105
Chesapeake
88
Kissimmee
Transportation
100
Chesapeake
95
Kissimmee
Healthcare
97
Chesapeake
90
Kissimmee

Salary Equivalence

A $75,000 salary in Chesapeake has the same purchasing power as $72,837 in Kissimmee.

Conversely, $75,000 in Kissimmee equals $77,228 in Chesapeake.

Living in Chesapeake vs Kissimmee

Housing Costs

Chesapeake's housing index of 120 is higher Kissimmee's 111, translating to median home prices of $385,000 vs $365,000. The $20,000 difference in home prices means roughly $1,296 per year in additional mortgage costs at current rates. Renters face a similar gap: $1,550/mo in Chesapeake compared to $1,425/mo in Kissimmee, a monthly difference of $125.

Grocery & Food Costs

Grocery expenses index at 102 in Chesapeake and 100 in Kissimmee. A household spending the national average of $475/month on groceries would pay approximately $485/month in Chesapeake vs $475/month in Kissimmee. The difference in grocery costs between these cities is relatively minor and unlikely to be a deciding factor in relocation.

Utility Expenses

Utility costs — electricity, gas, water, internet — index at 105 in Chesapeake and 88 in Kissimmee. Monthly utility bills average approximately $420 in Chesapeake vs $352 in Kissimmee. Climate differences between the two cities drive much of this gap, with heating and cooling costs varying substantially by region.

Healthcare

Healthcare costs index at 97 in Chesapeake and 90 in Kissimmee. This encompasses insurance premiums, doctor visit copays, dental care, and prescription costs. Healthcare costs are relatively similar between these two cities, though individual plan costs can still vary.

Income & Purchasing Power

Median household income is $94,200 in Chesapeake and $51,300 in Kissimmee. After adjusting for local costs, purchasing-power-equivalent incomes are approximately $90,577 and $50,792 respectively. Chesapeake residents enjoy stronger real purchasing power despite higher nominal wages.

Relocation Considerations

Under the standard 28% rule, a median-income household can allocate $2,198/month to housing in Chesapeake vs $1,197/month in Kissimmee. In Chesapeake, median rent of $1,550/mo fits within this budget. In Kissimmee, median rent of $1,425/mo pushes past the recommended limit. The biggest category-level difference between these two cities is Utilities, where the gap is 17 index points — focus your budget analysis there.

Frequently Asked Questions

Kissimmee is 3.0% more affordable overall with an index of 101 vs 104.
A $75,000 salary in Chesapeake has equivalent purchasing power to approximately $72,837 in Kissimmee, based on the cost of living difference.
Chesapeake's housing index is 120 with median homes at $385,000, while Kissimmee's is 111 with median homes at $365,000.

Moving & Relocation Resources

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