Yes

you do need a jacket based on the weather in Oakville, ON, Canada 27 minutes ago

Why? Because it's cool. Pleasantly cool, but cool!
59°F15°C & Clear

Wind is 4 mph6 km/h from the Northwest, gusting to 4 mph7 km/h
September 18
3am58°F15°C4 mph7 km/h NorthwestClear
4am57°F14°C4 mph7 km/h NorthwestMostly Clear
5am57°F14°C4 mph6 km/h NorthwestClear
6am56°F13°C5 mph7 km/h WestClear
7am56°F14°C4 mph6 km/h WestPartly Cloudy
8am57°F14°C4 mph6 km/h WestMostly Cloudy
9am62°F17°C4 mph6 km/h WestPartly Cloudy
10am67°F20°C2 mph4 km/h NorthwestPartly Cloudy
11am72°F22°C1 mph2 km/h NorthwestPartly Cloudy
12pm74°F24°C2 mph3 km/h SouthPartly Cloudy
1pm76°F24°C3 mph6 km/h SouthPartly Cloudy
2pm77°F25°C4 mph7 km/h SouthMostly Clear
DateLowHighWindDayNight
September 1856°F13°C79°F26°C4 mph6 km/h from WestPartly CloudyClear
September 1957°F14°C70°F21°C6 mph10 km/h from NorthMostly ClearClear
September 2055°F13°C65°F18°C12 mph20 km/h from EastMostly ClearMostly Clear
September 2156°F13°C74°F23°C6 mph10 km/h from SoutheastPartly CloudyMostly Cloudy
September 2265°F18°C74°F23°C8 mph13 km/h from SouthwestRainRain
September 2363°F17°C72°F22°C5 mph8 km/h from WestDrizzlePartly Cloudy
September 2460°F16°C72°F22°C6 mph10 km/h from EastDrizzlePartly Cloudy

Yes

Low of 56°F14°C, High of 70°F21°C
Wind: 6 mph10 km/h
Precipitation: None

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