Yes

you do need a jacket based on the weather in Chicago, IL 60660, USA 1 second ago

Why? Because it's quite chilly and the wind is harsh and biting!
46°F8°C & Cloudy

Wind is 10 mph16 km/h from the South, gusting to 21 mph33 km/h
January 30
6pm44°F7°C9 mph15 km/h SouthDrizzle
7pm42°F6°C9 mph14 km/h SouthDrizzle
8pm41°F5°C8 mph13 km/h SouthRain
9pm40°F5°C6 mph10 km/h SouthRain
10pm40°F4°C5 mph8 km/h SouthRain
11pm39°F4°C4 mph6 km/h SouthRain
January 31
12am38°F4°C3 mph6 km/h SoutheastDrizzle
1am37°F3°C3 mph5 km/h SoutheastDrizzle
2am37°F3°C4 mph6 km/h SoutheastHaze
3am36°F2°C4 mph7 km/h EastHaze
4am36°F2°C5 mph7 km/h EastHaze
5am36°F2°C6 mph10 km/h NortheastHaze
DateLowHighWindDayNight
January 3028°F-2°C48°F9°C7 mph11 km/h from SouthRainRain
January 3130°F-1°C38°F3°C14 mph22 km/h from NortheastRainPartly Cloudy
February 127°F-3°C34°F1°C10 mph16 km/h from EastCloudyCloudy
February 233°F0°C49°F9°C8 mph13 km/h from SouthwestMostly CloudyCloudy
February 330°F-1°C40°F5°C8 mph13 km/h from NorthCloudyMostly Cloudy
February 427°F-3°C33°F1°C8 mph13 km/h from NortheastMostly CloudyCloudy
February 531°F-0°C44°F7°C9 mph14 km/h from EastDrizzleDrizzle

Yes

Low of 30°F-1°C, High of 38°F4°C
Wind: 14 mph22 km/h
Precipitation: 86% rain

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