Yes

you do need a jacket based on the weather in Toronto, ON, Canada 11 minutes ago

Why? Because it feels like an icebox out there and the wind makes walking forward feel like moonwalking in reverse!
20°F-7°C & Cloudy

Wind is 12 mph19 km/h from the Northwest, gusting to 30 mph49 km/h
January 7
6pm19°F-7°C12 mph19 km/h NorthwestPartly Cloudy
7pm18°F-8°C11 mph18 km/h NorthwestPartly Cloudy
8pm18°F-8°C10 mph16 km/h NorthwestPartly Cloudy
9pm17°F-8°C10 mph17 km/h NorthwestPartly Cloudy
10pm16°F-9°C9 mph15 km/h NorthwestPartly Cloudy
11pm14°F-10°C9 mph15 km/h NorthwestPartly Cloudy
January 8
12am14°F-10°C9 mph14 km/h NorthwestPartly Cloudy
1am13°F-11°C8 mph14 km/h NorthwestPartly Cloudy
2am12°F-11°C8 mph13 km/h NorthwestPartly Cloudy
3am11°F-12°C8 mph13 km/h NorthwestMostly Cloudy
4am10°F-12°C8 mph13 km/h NorthwestMostly Cloudy
5am10°F-12°C8 mph13 km/h NorthwestMostly Cloudy
DateLowHighWindDayNight
January 714°F-10°C24°F-4°C9 mph14 km/h from NorthwestMostly CloudyPartly Cloudy
January 89°F-13°C17°F-8°C10 mph16 km/h from NorthwestPartly CloudyPartly Cloudy
January 912°F-11°C24°F-5°C9 mph15 km/h from NorthwestMostly ClearMostly Clear
January 1015°F-9°C29°F-2°C6 mph9 km/h from SouthwestMostly CloudySnow
January 1123°F-5°C31°F-0°C6 mph10 km/h from WestMostly CloudyPartly Cloudy
January 1221°F-6°C30°F-1°C6 mph10 km/h from WestMostly CloudyMostly Cloudy
January 1325°F-4°C31°F-0°C6 mph10 km/h from WestCloudyMostly Cloudy

Yes

Low of 9°F-13°C, High of 18°F-8°C
Wind: 10 mph16 km/h
Precipitation: None

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