Yes

you do need a jacket based on the weather in Milwaukee, WI 53211, USA 1 second ago

Why? Because it's cold. simple as that.
48°F9°C & Clear

Wind is 3 mph5 km/h from the NE, gusting to 6 mph10 km/h
May 4
5am48°F9°C4 mph7 km/h NEClear
6am48°F9°C5 mph8 km/h EClear
7am49°F9°C4 mph7 km/h EClear
8am51°F10°C5 mph9 km/h SEClear
9am53°F12°C7 mph12 km/h SEPartly Cloudy
10am55°F13°C8 mph13 km/h SEPartly Cloudy
11am58°F15°C8 mph14 km/h SEMostly Cloudy
12pm61°F16°C10 mph16 km/h SEMostly Cloudy
1pm63°F17°C10 mph17 km/h SEMostly Cloudy
2pm66°F19°C11 mph18 km/h SEMostly Cloudy
3pm68°F20°C11 mph17 km/h SEMostly Cloudy
4pm69°F20°C11 mph18 km/h SEMostly Cloudy
DateLowHighWindDayNight
May 448°F9°C71°F22°C9 mph15 km/h from SERainRain
May 548°F9°C60°F16°C8 mph12 km/h from NEMostly ClearPartly Cloudy
May 645°F7°C62°F17°C8 mph14 km/h from EMostly ClearMostly Cloudy
May 751°F11°C64°F18°C11 mph18 km/h from SEThunderstormsThunderstorms
May 853°F12°C70°F21°C9 mph14 km/h from SWPartly CloudyDrizzle
May 950°F10°C59°F15°C12 mph19 km/h from NWMostly CloudyPartly Cloudy
May 1047°F8°C59°F15°C11 mph17 km/h from NPartly CloudyPartly Cloudy

Yes

Low of 47°F9°C, High of 61°F16°C
Wind: 8 mph12 km/h
Precipitation: None

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