Yes

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

Why? Because it's quite chilly.
38°F3°C & Clear

Wind is 12 mph20 km/h from the W, gusting to 22 mph36 km/h
April 20
10am39°F4°C13 mph20 km/h NWMostly Clear
11am41°F5°C12 mph20 km/h NWMostly Clear
12pm44°F7°C12 mph20 km/h WPartly Cloudy
1pm46°F8°C12 mph19 km/h WPartly Cloudy
2pm47°F9°C12 mph19 km/h WPartly Cloudy
3pm48°F9°C12 mph19 km/h WMostly Cloudy
4pm48°F9°C12 mph19 km/h WCloudy
5pm48°F9°C12 mph19 km/h WCloudy
6pm47°F9°C11 mph18 km/h NWCloudy
7pm47°F8°C11 mph18 km/h NWCloudy
8pm46°F8°C10 mph16 km/h NWCloudy
9pm45°F7°C9 mph15 km/h NWCloudy
DateLowHighWindDayNight
April 2035°F2°C48°F9°C12 mph19 km/h from WPartly CloudyPartly Cloudy
April 2136°F2°C58°F15°C9 mph14 km/h from NWMostly ClearMostly Clear
April 2241°F5°C64°F18°C10 mph16 km/h from SWMostly ClearCloudy
April 2349°F9°C61°F16°C14 mph22 km/h from SWRainRain
April 2440°F4°C49°F9°C12 mph19 km/h from NMostly ClearMostly Clear
April 2539°F4°C57°F14°C8 mph13 km/h from EMostly ClearMostly Cloudy
April 2647°F8°C64°F18°C12 mph20 km/h from SEDrizzleDrizzle

Yes

Low of 37°F3°C, High of 58°F15°C
Wind: 9 mph14 km/h
Precipitation: None

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