🇺🇸 Portland vs 🇺🇸 Chicago

Weather Comparison

Current Weather Right Now

🇺🇸

Portland

light rain

44°F

Light Rain

Feels like 41°F

H 45°F / L 42°F

Humidity: 94%

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Chicago

clear sky

51°F

Clear Sky

Feels like 48°F

H 54°F / L 48°F

Humidity: 43%

Climate Overview

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Portland

Portland is Maine's largest city on Casco Bay, with a maritime New England climate. The Atlantic provides moderation but Portland still experiences full nor'easter potential with heavy snow and powerful ocean storms. The Old Port's waterfront cobblestones and Victorian commercial blocks create a beautiful but exposed coastal setting. Summers are famously pleasant and increasingly popular.

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Chicago

Humid continental — cold harsh winters, hot humid summers, severe storms

Best monthsMay, June, September
AvoidJanuary, February, March (brutal cold)
Annual rain38 inches (965 mm)

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🇺🇸 Portland🇺🇸 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

Portland vs Chicago: Frequently Asked Questions

Does Portland or Chicago have better weather?

Portland and Chicago have very different climates. Portland is Maine's largest city on Casco Bay, with a maritime New England climate. The Atlantic pro 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 Portland vs Chicago?

Best time for Portland: spring and fall. Best time for Chicago: May, June, September.

More Comparisons

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