This post is an overview of the May weather in Chicago, including snow and precipitation forecasts, as well as tips on how to dress and things to do.
If you're going to be in town either just before or after this month, make sure to read our posts covering weather in April and June as well.
- Temperatures
- How Much Sun, Rain and Snow
- What to Wear
- Things to Do
- Seasonal Outlook for 2023
- Free Tours by Foot
HOW COLD IS CHICAGO IN MAY?
The temperatures reach between 66 °F and 74°F (19-23 °C), with an average high of 70 °F (21°C).
On the other end, the average low this month dips down to 48 °F (9°C).

The temperatures climb steadily throughout the month, and by the end of May, the temperatures have reached to be 10 °F (5 °C) warmer.
HOW MUCH SUN AND RAIN?
During this month, the city often sees 3.7 inches (93 mm) of rain over the course of 12 rainy days.
The sun shines 58% of the day, with an average of 7 clear days.

The humidity this month is down to an average of 64%, peaking at 77% in the mornings.
Seasonal Outlook - April to June 2023 Chicago
There is a 75% chance for normal to above normal temperatures with a 73% chance for normal to above normal rainfall.
WHAT TO WEAR IN MAY?
May brings in very pleasant weather and tends to be the city's least humid month but you should still bring some light jackets and layers for evenings, especially earlier in the month.

Umbrellas and rain boots are a good idea for the rainy days you'll see in May.
WHAT TO DO IN CHICAGO IN MAY?
Below are the top things to do in May in Chicago.
But, be sure to read our full post on what to do in Chicago in May, which includes free things to do, night and family-friendly activities and attractions, as well as our definitive post on the best things to do in Chicago.
And if you are planning on visiting many of Chicago's top attractions, then you should consider a tourist attraction discount pass.
These passes could save up to 55% of retail ticket prices to tours, attractions, and restaurants, not to mention saving you time waiting in ticket lines.
Top things to do this month:
- Watch the Memorial Day Parade
- Go to a Baseball Game
- Hear Gospel at the Gospel Music Festival
- Enjoy a Night of Theater or Comedy Show
- See the Fireworks at Navy Pier
- Go to a festival like MayFest or Mole de Mayo
- Catch a Concert
- Attend BachFest
- Celebrate Cinco de Mayo
- Take a Free Walking Tour
Be sure to check out all the top things to do in May in our main post.
Written by Fred Pickhardt
Ocean Weather Services