Yes

you do need a jacket based on the weather in Chicago, IL 60642, USA 1 second ago

Why? Because it's cool. Pleasantly cool, but cool and the wind is offering free, unsolicited face massages!
53°F12°C & Cloudy

Wind is 9 mph14 km/h from the West, gusting to 19 mph31 km/h
March 15
9pm52°F11°C9 mph14 km/h WestCloudy
10pm49°F10°C8 mph14 km/h NorthwestCloudy
11pm47°F8°C10 mph16 km/h NorthwestCloudy
March 16
12am45°F7°C8 mph13 km/h NorthwestDrizzle
1am43°F6°C9 mph15 km/h NorthwestCloudy
2am42°F5°C8 mph14 km/h NorthwestRain
3am41°F5°C9 mph15 km/h NorthwestRain
4am40°F4°C9 mph14 km/h NorthwestRain
5am38°F4°C9 mph14 km/h NorthwestRain
6am37°F3°C9 mph15 km/h NorthwestDrizzle
7am37°F3°C9 mph15 km/h NorthwestSnow
8am36°F2°C9 mph15 km/h NorthwestCloudy
DateLowHighWindDayNight
March 1543°F6°C68°F20°C12 mph19 km/h from SouthwestPartly CloudyRain
March 1633°F1°C43°F6°C10 mph16 km/h from NorthwestSnowMostly Clear
March 1729°F-2°C55°F13°C10 mph17 km/h from SouthPartly CloudyMostly Clear
March 1844°F6°C66°F19°C11 mph18 km/h from SouthMostly CloudyMostly Cloudy
March 1936°F2°C63°F17°C14 mph22 km/h from SouthwestRainRain
March 2032°F-0°C45°F7°C13 mph21 km/h from NorthwestPartly CloudyMostly Clear
March 2131°F-1°C55°F13°C10 mph16 km/h from SouthMostly CloudyMostly Cloudy

Yes

Low of 33°F1°C, High of 44°F7°C
Wind: 10 mph16 km/h
Precipitation: 57% snow

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