Yes

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

Why? Because it's pretty chilly and the wind is offering free, unsolicited face massages!
57°F14°C & Mostly Clear

Wind is 11 mph17 km/h from the Northwest, gusting to 20 mph32 km/h
August 25
10am60°F15°C11 mph17 km/h NorthwestClear
11am63°F17°C9 mph15 km/h NorthwestClear
12pm65°F19°C9 mph15 km/h NorthwestMostly Clear
1pm68°F20°C9 mph15 km/h NorthwestMostly Clear
2pm69°F21°C9 mph14 km/h NorthwestMostly Clear
3pm71°F21°C10 mph15 km/h NorthwestMostly Clear
4pm71°F22°C9 mph15 km/h NorthwestPartly Cloudy
5pm71°F22°C9 mph15 km/h NorthwestPartly Cloudy
6pm70°F21°C10 mph16 km/h NorthwestPartly Cloudy
7pm69°F21°C10 mph16 km/h NorthwestMostly Clear
8pm67°F20°C9 mph14 km/h NorthwestMostly Clear
9pm65°F18°C8 mph13 km/h NorthwestMostly Clear
DateLowHighWindDayNight
August 2555°F13°C71°F22°C10 mph16 km/h from NorthwestMostly ClearMostly Clear
August 2655°F13°C71°F22°C8 mph14 km/h from NorthwestPartly CloudyClear
August 2755°F13°C76°F25°C7 mph11 km/h from WestPartly CloudyPartly Cloudy
August 2860°F15°C74°F23°C9 mph14 km/h from NorthwestRainPartly Cloudy
August 2958°F14°C67°F19°C9 mph14 km/h from NortheastMostly CloudyPartly Cloudy
August 3056°F13°C71°F22°C5 mph9 km/h from EastMostly CloudyMostly Cloudy
August 3158°F14°C73°F23°C6 mph10 km/h from EastPartly CloudyPartly Cloudy

Yes

Low of 55°F13°C, High of 72°F22°C
Wind: 8 mph14 km/h
Precipitation: None

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