Yes

you do need a jacket based on the weather in Chicago, IL, USA 3 minutes ago

Why? Because it's cool. Pleasantly cool, but cool!
56°F13°C & Partly Cloudy

Wind is 6 mph9 km/h from the West, gusting to 12 mph19 km/h
November 8
12am55°F13°C7 mph11 km/h WestClear
1am53°F12°C8 mph12 km/h WestMostly Clear
2am52°F11°C8 mph13 km/h NorthwestMostly Clear
3am51°F10°C10 mph16 km/h NorthMostly Clear
4am50°F10°C14 mph22 km/h NorthMostly Clear
5am49°F9°C11 mph17 km/h NorthMostly Cloudy
6am48°F9°C11 mph18 km/h NorthMostly Cloudy
7am46°F8°C9 mph15 km/h NorthMostly Cloudy
8am45°F7°C9 mph15 km/h NorthMostly Cloudy
9am45°F7°C9 mph15 km/h NorthMostly Cloudy
10am44°F7°C9 mph15 km/h NorthCloudy
11am44°F7°C10 mph15 km/h NortheastCloudy
DateLowHighWindDayNight
November 748°F9°C62°F17°C9 mph15 km/h from WestMostly ClearMostly Cloudy
November 840°F5°C49°F9°C8 mph12 km/h from EastRainRain
November 928°F-2°C40°F5°C17 mph27 km/h from NorthwestSnowHeavy Snow
November 1028°F-2°C37°F3°C14 mph22 km/h from NorthwestSnowPartly Cloudy
November 1128°F-2°C42°F5°C12 mph19 km/h from SouthwestMostly CloudyPartly Cloudy
November 1237°F3°C50°F10°C12 mph19 km/h from WestMostly ClearMostly Clear
November 1333°F1°C46°F8°C9 mph15 km/h from WestPartly CloudyPartly Cloudy

Yes

Low of 40°F5°C, High of 48°F9°C
Wind: 8 mph12 km/h
Precipitation: 63% rain

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