Cost of Living Comparison Between Chicago, IL and Key West, FL
For one person, living is cheaper in Chicago, IL: $3,037 a month against $4,854 in Key West, FL, rent and utilities included – about $21,800 less a year. Higher rent and utilities in Key West, FL outweigh lower spending on other living expenses.
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Chicago, IL Living Index147Cost of Living Index in Chicago, ILLearn more -
Key West, FL Living Index230Cost of Living Index in Key West, FLLearn more
How much you'll spend in Chicago, IL and in Key West, FL
Real prices from locals and on-the-ground checks – rent, groceries, transit and the daily extras. Here's what a month in Chicago, IL and in Key West, FL actually costs, broken down by who's living it.
A single person spends $3,037 per month in Chicago, IL vs $4,854 in Key West, FL, rent included.
- Chicago, IL $3,037
- Key West, FL $4,854
A couple spends around $4,518 per month in Chicago, IL vs $7,044 in Key West, FL, rent included.
- Chicago, IL $4,518
- Key West, FL $7,044
A family of three spends $5,999 per month in Chicago, IL vs $9,234 in Key West, FL, rent included.
- Chicago, IL $5,999
- Key West, FL $9,234
Chicago, IL is about 37% cheaper than Key West, FL, and outside of rent the biggest gap is in leisure.
Both Chicago, IL and Key West, FL sit above the global median – Chicago, IL by 123%, Key West, FL by 257%.
CityCost data is based on AI and user input – minor inaccuracies may occur.
Last update for Chicago, IL: October 25, 2026
Last update for Key West, FL: October 27, 2026
Categories marked with * are only partly priced – their share counts the items that do have prices.
Categories marked with * are only partly priced – their share counts the items that do have prices.
Cost Breakdown
A central one-bedroom costs $2,526 in Chicago, IL versus $3,413 in Key West, FL. Rent is usually the largest line item in a monthly budget, so the gap here sets the tone for the overall comparison.
Salaries run about 20% higher in Key West, FL, which partly offsets the higher cost of living there. Purchasing power depends on which expenses matter most to you.
A mid-range dinner for two costs $89 in Chicago, IL versus $101 in Key West, FL. Monthly groceries follow the same trend: $447 vs $457 – making Chicago, IL the more affordable choice for daily food spending.
- Chicago, IL Key West, FL 2,000 km ≈ 3 h nonstop flight
- Chicago, IL
- Key West, FL
Distances are measured in a straight line. Your location is detected approximately.
City Median Internet Speeds Comparison (Updated April 2026)
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