Weather in Chicago in May

May in Chicago is cool outdoor weather: usable if you dress for it, not a beach brief.

In United States, this is how Chicago actually wears May, not how a country centroid would. Compared with August and January, May sits in the middle of Chicago's year.

Chicago
Average temp
16°C

11–22°C

Rainfall
121 mm

Showers likely

Sunshine
Wind
16 km/h

What to expect

Daytime

Cool days in Chicago: a jumper you can take off, a shell in the bag. Walking is fine. Lingering outside without a layer is optimism.

Mornings and evenings are colder than the postcard. Pack for both, especially if you leave the built-up centre.

Rain

May is the wet side of the year in Chicago, the wettest stretch on these averages. Days can be heavy. Plans that cannot survive rain are the wrong plans.

This is not a reason to skip Chicago if you like the place. It is a reason to pack for weather and to stop treating every grey hour as a failed holiday.

Evening

Evenings are cooler. A layer helps after sunset.

What to pack

  • Rain jacket

  • A layer for cooler evenings

Where to stay in Chicago

Dates are a starting point for May.

All hotels in Chicago

Average weather in Chicago

TemperatureRainfall

Source: MeteostatPeriod: 1991-2020Checked: 28 Aug 2026265 places covered

Similar weather in May

Other destinations whose May averages sit close to this one.

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FAQs about Chicago

Climate averages for Chicago, 1991–2020.

The best time to visit Chicago is between May and October, the most comfortable stretch of the year on these averages.

July is the hottest month, with an average around 25°C.

May is the wettest month, with about 121 mm of rain.

No. These are 1991–2020 climate normals from Meteostat, not a live forecast. Actual weather in any given week can differ.