Month-by-month travel weather
Chicago May weather
Chicago, United States · May
Nice daytime weather, cooler evenings
May often brings more comfortable walking weather and greener city routes.
Wind and passing showers can still shift the feel quickly, and evenings can cool down.
May averages at a glance
Average low
around 10–13°C
Average high
around 19–23°C
Average precipitation
around 80–110 mm
Rainy days
about 9–12 days
What to wear in May in Chicago
Actual feel will change with wind and rain, but use the suggestions below to build a comfortable layered outfit.
- • Mix of tees/long sleeves + a thin outer layer.
- • Optional rain option.
- • A thin evening layer helps.
Travel tips for visiting Chicago in May
- • Good weather can stretch outdoor time—plan for evening cool-down.
- • Wet pavement after showers can slow walking pace.
May weather in Chicago — FAQ
Q. Does May feel like summer?
A. Sometimes, but cooler and breezier days still happen.
Q. Is May rainy?
A. Rain is fairly common, though not always all-day rain.
Explore Chicago
These pages are connected so you can compare conditions and decide for yourself.