🇺🇸 Key West vs 🇺🇸 Chicago
Weather Comparison
Current Weather Right Now
🇺🇸
Key West
82°F
Scattered Clouds
Feels like 86°F
H 82°F / L 81°F
Humidity: 65%
🇺🇸
Chicago
50°F
Few Clouds
Feels like 44°F
H 51°F / L 48°F
Humidity: 47%
Climate Overview
Key West
Key West at America's southernmost point has a true tropical climate — the only place in the continental US where it genuinely never gets cold. Surrounded by water on all sides, temperatures are moderated dramatically with winters in the 70s and summers rarely above 92°F. Hurricane risk is severe, and the Florida Straits can generate massive swells.
Chicago
Humid continental — cold harsh winters, hot humid summers, severe storms
Chicago lives up to its Windy City nickname. Lake Michigan creates its own microclimate — cooler summers and heavier lake-effect snow in winter. Summers are warm but brief; winters are among the harshest of any major American city.
Seasonal Comparison
| Season | 🇺🇸 Key West | 🇺🇸 Chicago |
|---|---|---|
| Spring | — | 35–65°F March–May |
| Summer | — | 70–84°F June–August |
| Fall | — | 45–68°F September–November |
| Winter | — | 17–32°F December–February |
Key West vs Chicago: Frequently Asked Questions
Does Key West or Chicago have better weather?
Key West and Chicago have very different climates. Key West at America's southernmost point has a true tropical climate — the only place in the contine Chicago: Humid continental — cold harsh winters, hot humid summers, severe storms. The best city depends on your preferred season and temperature range.
When is the best time to visit Key West vs Chicago?
Best time for Key West: spring and fall. Best time for Chicago: May, June, September.