Yes

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

Why? Because too cold for just a hoodie, too warm for a parka and it's so gusty, you’re basically doing accidental parkour!
49°F10°C & Clear

Wind is 10 mph16 km/h from the West, gusting to 22 mph35 km/h
September 6
4am49°F9°C10 mph16 km/h WestClear
5am49°F9°C11 mph18 km/h WestMostly Clear
6am48°F9°C10 mph17 km/h WestClear
7am48°F9°C9 mph15 km/h WestClear
8am48°F9°C9 mph14 km/h WestPartly Cloudy
9am51°F10°C9 mph14 km/h WestClear
10am55°F13°C10 mph15 km/h WestMostly Clear
11am57°F14°C10 mph16 km/h WestPartly Cloudy
12pm59°F15°C11 mph17 km/h WestPartly Cloudy
1pm61°F16°C12 mph19 km/h WestPartly Cloudy
2pm62°F17°C12 mph20 km/h WestMostly Cloudy
3pm62°F17°C12 mph20 km/h WestMostly Cloudy
DateLowHighWindDayNight
September 648°F9°C63°F17°C10 mph17 km/h from WestPartly CloudyMostly Clear
September 747°F8°C65°F19°C8 mph13 km/h from NorthwestMostly ClearClear
September 849°F10°C71°F22°C8 mph13 km/h from SouthMostly ClearMostly Cloudy
September 955°F13°C72°F22°C8 mph13 km/h from SouthMostly CloudyMostly Cloudy
September 1059°F15°C73°F23°C5 mph8 km/h from EastMostly ClearMostly Clear
September 1160°F15°C73°F23°C9 mph15 km/h from NortheastMostly ClearMostly Clear
September 1260°F16°C72°F22°C9 mph15 km/h from EastPartly CloudyPartly Cloudy

Yes

Low of 46°F8°C, High of 65°F19°C
Wind: 8 mph13 km/h
Precipitation: None

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