Yes

you do need a jacket based on the weather in Cleveland, OH 44120, USA 1 second ago

Why? Because just cool enough for a jacket, but not warm enough to ditch it and the wind is offering free, unsolicited face massages!
55°F13°C & Mostly Cloudy

Wind is 7 mph12 km/h from the North, gusting to 19 mph31 km/h
October 15
5am55°F13°C8 mph13 km/h NorthMostly Cloudy
6am55°F13°C8 mph13 km/h NorthMostly Cloudy
7am54°F12°C8 mph13 km/h NorthPartly Cloudy
8am53°F12°C7 mph12 km/h NorthMostly Cloudy
9am53°F12°C7 mph11 km/h NorthMostly Cloudy
10am54°F12°C6 mph10 km/h NorthCloudy
11am54°F12°C7 mph11 km/h NorthCloudy
12pm54°F12°C7 mph11 km/h NortheastCloudy
1pm55°F13°C7 mph11 km/h NorthMostly Cloudy
2pm57°F14°C7 mph11 km/h NorthMostly Cloudy
3pm59°F15°C8 mph12 km/h NorthPartly Cloudy
4pm61°F16°C9 mph14 km/h NorthPartly Cloudy
DateLowHighWindDayNight
October 1552°F11°C61°F16°C8 mph13 km/h from NorthPartly CloudyMostly Clear
October 1647°F8°C58°F14°C7 mph11 km/h from NorthMostly ClearMostly Clear
October 1743°F6°C62°F17°C3 mph6 km/h from SouthPartly CloudyMostly Cloudy
October 1851°F10°C72°F22°C9 mph15 km/h from SouthPartly CloudyRain
October 1951°F11°C65°F18°C12 mph19 km/h from SouthwestRainRain
October 2047°F9°C57°F14°C10 mph16 km/h from WestPartly CloudyPartly Cloudy
October 2148°F9°C59°F15°C10 mph16 km/h from WestMostly ClearDrizzle

Yes

Low of 46°F8°C, High of 58°F15°C
Wind: 7 mph11 km/h
Precipitation: None

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