Yes

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

Why? Because the air feels like the cozy middle ground between summer and winter!
58°F15°C & Mostly Clear

Wind is 7 mph12 km/h from the West, gusting to 15 mph24 km/h
September 26
9am59°F15°C7 mph12 km/h WestClear
10am63°F17°C7 mph12 km/h WestClear
11am66°F19°C6 mph10 km/h WestClear
12pm70°F21°C4 mph7 km/h WestClear
1pm72°F22°C4 mph7 km/h NortheastClear
2pm72°F22°C6 mph10 km/h NortheastClear
3pm73°F23°C7 mph11 km/h NortheastClear
4pm75°F24°C5 mph9 km/h NortheastClear
5pm73°F23°C7 mph11 km/h NortheastMostly Clear
6pm71°F22°C8 mph13 km/h NortheastMostly Clear
7pm69°F21°C8 mph12 km/h NortheastMostly Clear
8pm67°F20°C7 mph12 km/h NortheastPartly Cloudy
DateLowHighWindDayNight
September 2657°F14°C75°F24°C6 mph10 km/h from NorthMostly ClearMostly Clear
September 2760°F15°C81°F27°C8 mph12 km/h from SouthwestClearMostly Clear
September 2861°F16°C74°F23°C6 mph10 km/h from NortheastMostly ClearMostly Clear
September 2961°F16°C80°F27°C5 mph8 km/h from SoutheastClearMostly Clear
September 3061°F16°C76°F24°C5 mph8 km/h from NortheastPartly CloudyMostly Cloudy
October 161°F16°C70°F21°C10 mph15 km/h from EastMostly CloudyPartly Cloudy
October 258°F14°C69°F20°C8 mph13 km/h from SoutheastMostly CloudyPartly Cloudy

No

Low of 60°F16°C, High of 81°F27°C
Wind: 8 mph12 km/h
Precipitation: None

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