Yes

you do need a jacket based on the weather in Chicago, IL 60660, USA 1 second ago

Why? Because the cold's there, but it's just a reminder, not an invasion!
42°F6°C & Cloudy

Wind is 5 mph8 km/h from the Southeast, gusting to 9 mph15 km/h
October 25
1pm42°F6°C6 mph9 km/h SoutheastPartly Cloudy
2pm45°F7°C6 mph10 km/h SoutheastMostly Cloudy
3pm48°F9°C6 mph10 km/h SoutheastMostly Cloudy
4pm51°F10°C7 mph12 km/h SoutheastMostly Cloudy
5pm52°F11°C7 mph12 km/h SoutheastMostly Cloudy
6pm53°F12°C7 mph12 km/h SoutheastMostly Cloudy
7pm54°F12°C7 mph12 km/h EastPartly Cloudy
8pm54°F12°C7 mph11 km/h EastMostly Cloudy
9pm54°F12°C7 mph11 km/h EastMostly Cloudy
10pm53°F12°C6 mph10 km/h EastMostly Cloudy
11pm52°F11°C6 mph9 km/h EastCloudy
October 26
12am51°F10°C6 mph10 km/h EastCloudy
DateLowHighWindDayNight
October 2537°F3°C55°F13°C7 mph10 km/h from EastMostly CloudyPartly Cloudy
October 2645°F7°C58°F14°C10 mph16 km/h from EastClearClear
October 2745°F7°C55°F13°C12 mph20 km/h from EastPartly CloudyPartly Cloudy
October 2846°F8°C55°F13°C11 mph17 km/h from EastDrizzleMostly Cloudy
October 2946°F8°C54°F12°C15 mph24 km/h from NortheastPartly CloudyMostly Cloudy
October 3043°F6°C53°F12°C9 mph15 km/h from NorthPartly CloudyMostly Cloudy
October 3141°F5°C53°F12°C10 mph16 km/h from WestPartly CloudyPartly Cloudy

Yes

Low of 45°F7°C, High of 58°F15°C
Wind: 10 mph16 km/h
Precipitation: None

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