Yes

you do need a jacket based on the weather in Milwaukee, WI 53206, USA 1 second ago

Why? Because the cold's there, but it's just a reminder, not an invasion!
34°F1°C & Mostly Cloudy

Wind is 5 mph8 km/h from the West, gusting to 13 mph21 km/h
February 27
3am35°F1°C8 mph12 km/h WestMostly Cloudy
4am36°F2°C10 mph15 km/h WestPartly Cloudy
5am36°F2°C10 mph16 km/h WestMostly Cloudy
6am36°F2°C8 mph13 km/h WestPartly Cloudy
7am35°F1°C8 mph13 km/h WestPartly Cloudy
8am34°F1°C8 mph13 km/h WestMostly Cloudy
9am36°F2°C10 mph15 km/h WestPartly Cloudy
10am38°F3°C12 mph20 km/h WestMostly Cloudy
11am39°F4°C14 mph23 km/h NorthwestCloudy
12pm39°F4°C15 mph24 km/h NorthwestWindy
1pm40°F4°C16 mph25 km/h NorthwestWindy
2pm41°F5°C17 mph27 km/h NorthwestWindy
DateLowHighWindDayNight
February 2732°F-0°C41°F5°C14 mph23 km/h from NorthwestMostly CloudyMostly Cloudy
February 2828°F-2°C50°F10°C20 mph32 km/h from WestWindyWindy
March 118°F-8°C28°F-2°C10 mph17 km/h from NorthMostly ClearClear
March 214°F-10°C31°F-1°C4 mph7 km/h from SouthMostly ClearPartly Cloudy
March 325°F-4°C41°F5°C9 mph15 km/h from SouthMostly CloudyMostly Cloudy
March 434°F1°C41°F5°C8 mph13 km/h from SoutheastDrizzleRain
March 527°F-3°C40°F5°C12 mph19 km/h from NorthwestRainWindy

Yes

Low of 28°F-2°C, High of 50°F10°C
Wind: 20 mph32 km/h
Precipitation: None

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