The best time to visit Chicago is during early summer and late fall seasons that are the months from May to June, and also from September to October when the weather will be pleasant and the prices will not be exorbitantly high. The average temperature ranges between 12 to 21 degree Celsius during these months.

The peak season when Chicago sees the maximum number of travelers is the summer season, mainly because the beaches are best enjoyed during summer. Winters get extremely low tourism because of the biting cold. It is quite frigid from December to March.

There is no particular monsoon season in Chicago, however spring season, which are the months of May and June witnesses some amount of rainfall, so it is advisable to carry an umbrella due to impromptu rain.

April - May (7°C to 18°C)

April-May is when tourism begins to go up slowly after the shivering winter. April-May is not warm enough for beaches, but you can comfortably take a walk outside without freezing your toes. The temperature stays around 18°C during the daytime and 7°C at night. This is the cheapest time to visit Chicago, as the prices are yet to reach the peak like they are in summers, and you can have a vacation in moderate weather at a pocket-friendly budget. However, you should be prepared for a little rain, so better pack the umbrellas and jackets.

Attend Chicago Comic and Entertainment Expo, Mayfest Chicago and some other amazing events for a gala time.

June - August (18°C to 29°C)

June to August is the best season to visit Chicago. By the beginning of June, the chill is gone completely. Warm, sunny weather spreads all over the Windy City. The average temperature during June-August can range from 18°-29°C, which is extremely pleasant for a vacation. Temperatures can fluctuate suddenly because of strong breezes from Lake Michigan or a passing heatwave.

But despite that, it is when Chicago is most happening. This period sees a lot of events and festivals, including the famous Chicago Blues Festival, Chicago Air and Water Show, and more.

September - October (11°C to 18°C)

Just like April-May, this time is also a shoulder season for Chicago. Prices come down significantly after the crazy summer season and so does the temperature. It stays around 11°-18°C on average. Chicago in September-October is the most beautiful sight. With fewer people, cheaper rates and the essence of the fall season all around, it will be one great vacation to Chicago.

And, some famous festivals like: Oktoberfest Chicago, Hyde Park Jazz Festival and more make the tour even more interesting.

November - March (-4°C to 5°C)

One cannot emphasize enough how cold the winters of Chicago are. For anyone who comes from a warm country, it can get really, really difficult to cope. The temperature stays less than 5°C at all times till March, and for most of the time at a sub-zero stage. There is a biting chill in the air and the weather, to put it mildly, is pretty harsh. Flights and hotels are exceptionally cheap and rise only a little bit during the holiday season.

Best Time To Visit Chicago For Chicago Beer Festival: The famous Chicago beer festival takes place in the month of March when around 70 fresh spring breweries are collected together. It is a fun and frolicking festival of beer tasting.

Best Time To Visit Chicago For Chicago Blues Festival: This is the biggest music festival of Chicago which takes place in the month of June. It is a 3 days festivity that is mostly attended by half a million people at a time.

Best Time To Visit Chicago For Chicago International Film Festival: This is one of the most popular festivals that take place in the month of October. It is a two weeks event in which screenings of the movies take place and then the discussions between the audience and the directors.

Best Time To Visit Chicago For Renegade Craft Fair: Renegade Craft Fair is a fun, lively festival of music, food, and shopping that takes place in the month of December. One can shop for quirky handmade items from this fair and can enjoy live music performances.

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