Heading to the Windy City? I’ve visited Chicago in every season over the years, and I’ve learned a few tricks to help you stay comfy no matter when you go.
Here’s What I’ve Learned:
- Bundle up—I’ve faced some bone-chilling winters here, so trust me, you’ll want that heavy coat. Temps dip below freezing, and the wind doesn’t play around.
- Enjoy those gorgeous summers. I’ve strolled the lakefront when it’s in the 80s°F, and you’ll love how alive the city feels.
- Watch out for the wind—it’s real. I’ve had hats fly off downtown more than once, so hang on tight!
- Experience fall if you can. Late September into October brings out the golden leaves, and I’ve taken some of my favorite city photos then. You’ll want to linger outside longer than you planned.
- Pack layers in spring. I’ve started mornings in a jacket and ended in short sleeves. You’ll be glad you came prepared for both.
Weather by Month:
In January, Chicago’s coldest month, the city welcomes the new year with freezing temperatures of 32°F (0°C) for an average high and 18°F (-8°C) for an average low. Winter sports like hockey are very popular during this time of the year.February sees small increases in the average high and average low temperatures, which range between 36°F (2°C) and 21°F (-6°C). This month also receives the smallest amount of rainfall in the year with precipitation levels of 2 inches (49 mm).
Chicago Weather in March: Spring sees a 10-degree jump in temperature with the average high climbing to 46°F (8°C). Average low temperatures remain quite cold at 30°F (-1°C).
April is relatively sunny in Chicago with 215 hours of sunshine. The average high temperature rises quickly to 59°F (15°C) for the second month of spring. The low temperature is 41°F (5°C).
In May, temperatures make another big jump. Both the average high and average low temperatures jump by 11 degrees each settling at 70°F (21°C) and 52°F (11°C) respectively.
June is the wettest month of the year with precipitation rates hitting 4 inches (103 mm). This coincides with another rise in temperature as the average high and average low temperatures range between 81°F (27°C) and 63°F (17°C).
Chicago Weather in July: The heat is on in July as it’s not only the hottest month of year but also the month that receives the most sunlight. Chicago receives 318 hours of sunlight in July while the average high temperature peaks at 84°F (29°C). The average low temperature is 68°F (20°C).
August is the second hottest month of the year with the average high and average low temperatures decreasing by 2 degrees each.
In September, average high and low temperatures make a considerable decrease. The average high temperature returns to a much cooler 75°F (24°C) while the average low temperature decreases nearly 10 degrees to 66°F (19°C).
October brings another big drop in temperature with the average high measuring in at 63°F (17°C). The average low temperature drops by a whopping 20 degrees to 46°F (8°C). Expected rainfall in October is 3 inches (82 mm).
Chicago Weather in November: Things start to get pretty chilly in November with the average high temperature dropping again by over 10 degrees to 48°F (9°C). The average low temperature sinks to 34°F (1°C).
December receives the least amount of sunlight in the year as it averages 106 hours of day light. As the second coldest month of the year, the average high temperature peaks at 36°F (2°C) while the average low temperature drops to 23°F (-5°C).
The best time to see the sights and sounds of Illinois, and Chicago in particular, is in April and May while the summertime crowds have not yet arrived. Many of Illinois’ festivals take place in the summer months. If big events like the Chicago Pride Festival or Chicago Blues Festival are your main reason for visiting Illinois, plan your trip between June through August. Outdoor activities like hiking and camping are fantastic in between September and October while winter activities can be enjoyed from November to March. Verified Resource: National Weather Service
Frequently Asked Questions
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When do most visitors explore Chicago?
- I’ve found that summer is the most popular time. You’ll see big crowds at festivals and landmarks, and while it’s fun, you’ll definitely feel the hustle and bustle.
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How is the weather in Chicago during summer?
- In my experience, summer in Chicago is hot and humid—so dress accordingly. You’ll also want to book early, since hotel rates jump during peak season.
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Is winter a good time to visit Chicago?
- Only if you don’t mind serious cold! I’ve visited in January, and let’s just say—you’ll need layers. But if you’re into indoor museums, shows, or just want the best hotel deals, this could be your moment.
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What is the best time to visit Chicago for comfortable weather?
- I personally love springtime—from April to May. The weather’s often pleasant, though it can change on a dime. You’ll get a mix of warm and cool days, so I always pack layers.
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Is fall a good time to visit Chicago?
- Absolutely. I’ve taken some of my favorite walks through the city in September and October. It’s warm enough to enjoy being outside, and hotel prices are usually much more reasonable than in summer.
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When is the best time to explore Illinois without crowds?
- If you’re like me and prefer to skip the crowds, I’d go in April or May. You still get that fresh spring vibe before the city fills up with summer visitors.
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When do most festivals take place in Illinois?
- Most of the big events I’ve attended—like the Chicago Blues Festival and Pride—happen during the summer. If that’s what you’re after, plan for June through August.
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When is the best time for outdoor activities in Illinois?
- Personally, I love September and October for hikes and camping. The air is crisp, the trails are colorful, and it’s not too hot or too cold. You’ll want to bring a camera.
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When can visitors enjoy winter activities in Illinois?
- From what I’ve experienced, you can enjoy winter fun—from skiing to skating—from November through March. Just bundle up and lean into the cold-weather charm.
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