Chicago, IL vs Lisbon: Which City Wins for Expats in 2026?
Lisbon costs roughly 67% less than Chicago, IL. Chicago, IL has significantly faster average internet speeds (200 Mbps vs 112 Mbps). Use our tool below to personalize the estimate based on your income and lifestyle.
Lisbon is approximately 96% less expensive than Chicago, IL based on cost of living including rent. This makes Lisbon a more budget-friendly option for expats considering a move.
Lisbon has a FIRE Score of 77/100, indicating its suitability for financial independence and early retirement. The city's safety index is 70, which is relatively safe.
Recommended profile: Lisbon is ideal for GeoArbitragers and remote workers looking to maximize savings.
About Chicago, IL
A realistic month in Chicago runs about $2,650 just for a 1BR in the center. High rent drains any geo-arbitrage upside, with a FIRE score of 50 and retiree score of 58. This suits remote workers with strong US incomes who want an urban, English-speaking base. It is a poor fit for early retirees or anyone trying to maximize savings through a low cost of living.
About United States
Best for families seeking high English proficiency and excellent air travel access, with no visa path for retirees or digital nomads. Internet speed of 390.28 Mbps and a large expat community support remote work, but the cost of living index of 100 matches NYC. Key trade-off: no retirement or digital nomad visa, and a complex pathway to citizenship limits long-term stays.
$-2,500/mo
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About Portugal
A one-bedroom in central Lisbon runs about $1,040/month, roughly a third of comparable Boston or DC rents. Combined with $776 in monthly living costs, a couple can live well under $2,500/month total, and the D7 visa only requires 920 EUR income to qualify. The catch: Portuguese progressive tax hits 48%, so this works best for retirees on fixed foreign income, not high earners staying tax resident.
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Battle of Lifestyles
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| Metric | Chicago, IL | Lisbon |
|---|---|---|
| 1BR Apartment (Center) | $2650 | $1350 |
| 1BR Apartment (Outside) | $2000 | $1050 |
| 3BR Apartment (Center) | $4850 | $2500 |
| 3BR Apartment (Outside) | $3500 | $1800 |
| Safety Index | 70 | 70 |
| Internet Speed | 200Mbps | 112Mbps |
| Walkability Score | N/A | N/A |
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Resources for Moving to Lisbon
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