Yes

you do need a jacket based on the weather in Chicago, IL, USA 4 minutes ago

Why? Because it's drizzling and it's not very warm out!
58°F14°C & Drizzle

Wind is 9 mph15 km/h from the North, gusting to 12 mph20 km/h
June 4
12pm58°F14°C9 mph14 km/h NorthDrizzle
1pm59°F15°C11 mph17 km/h NorthDrizzle
2pm59°F15°C11 mph18 km/h NorthRain
3pm60°F15°C10 mph17 km/h NorthDrizzle
4pm60°F16°C9 mph14 km/h NortheastRain
5pm60°F16°C9 mph14 km/h NorthDrizzle
6pm60°F16°C7 mph12 km/h NorthRain
7pm61°F16°C7 mph11 km/h NortheastDrizzle
8pm60°F16°C7 mph11 km/h NorthCloudy
9pm60°F15°C6 mph9 km/h NorthCloudy
10pm59°F15°C6 mph9 km/h NorthMostly Cloudy
11pm58°F15°C5 mph9 km/h NorthCloudy
DateLowHighWindDayNight
June 457°F14°C72°F22°C9 mph15 km/h from NorthRainDrizzle
June 555°F13°C71°F22°C8 mph13 km/h from NortheastPartly CloudyMostly Cloudy
June 658°F14°C72°F22°C6 mph10 km/h from NortheastMostly CloudyMostly Cloudy
June 758°F14°C72°F22°C6 mph9 km/h from NortheastMostly CloudyMostly Clear
June 857°F14°C78°F26°C8 mph13 km/h from SouthwestPartly CloudyMostly Clear
June 960°F16°C74°F23°C9 mph15 km/h from WestPartly CloudyDrizzle
June 1056°F13°C72°F22°C5 mph9 km/h from NorthMostly ClearClear

Yes

Low of 55°F13°C, High of 72°F22°C
Wind: 8 mph13 km/h
Precipitation: None

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