Weather: Average Temperature 27.7 °F, Average High Temperature 31 °F, Average Low Temperature 16.5 °F, Average Number of Days With Precipitation 10.5, Average Number of Days With Snow 8.2. April to May and September to October is the best time to visit Chicago as the weather is mild and tourist numbers are moderate. Once you have a general idea of what season you would like to visit, check out my month by month guide. It started back in 1901 and continues to go strong with over 1,000 cars on display – from passenger cars to concept cars. If you’re in Chicago this month, you must take advantage of this deal! Wondering what is the best time to visit Chicago? If you want to avoid fellow tourists at popular tourist attractions visit in mid to late January and February. This is our INSIDER GUIDE for the best times to visit Chicago! During low season (January and February), attractions will be less crowded and accommodation is usually cheaper. Read up on the history of Chicago! See average monthly temperatures below. Tourism starts to pick up in mid March for spring break and St. Patrick’s Day events. Bars and clubs are busiest between St. Patrick’s Day and Halloween, during the winter months they are less crowded. Good Weather  –  Weather is very very unpredictable in Chicago especially in the spring and fall. Summer is the busiest and the most popular time to visit Chicago and usually has great weather (but some days can be very hot and muggy). Lots of bars and restaurants have outdoor patios and rooftops which are open only during the warmer months (May/June to September/October). But if winter is your only option even if you don’t enjoy cold weather, there are plenty of things to do indoors in the winter (museums, great restaurants, tall buildings, shopping, theater, comedy clubs and more). I’ve been to Chicago a couple of times and both times it was during the Winter months. If you are looking for more predictable temperatures I recommend visiting mid summer (July and August) when it is guaranteed to be hot (but it might be as hot as the 90s or more pleasant temperatures in the 70s). If your Chicago plans involve visiting in November, be sure to pack for cold, wet and possibly snowy weather. This year wasn’t too bad at all, but the year before it was brutally cold! The best time to visit Chicago is generally in the spring, late April through June, and again in the fall, September through early November, when temperatures are the most desirable. The nice thing about visiting in the summer is that are always festivals, concerts and events going on around the city in the summer-many of them free! Hopefully you now have a general idea of the season you want to visit Chicago. Average temperatures are an outright-cold 15℉ (-1℃) to 30℉ (-9℃) – and with that high wind factor – brrrrr! Get a taste of some of Chicago’s best culinary offerings during Chef Week when popular downtown and neighborhood eateries offer set multi-course prixe-fixe menus at a special discount. These great museums in Chicago are perfect for learning a little more. The temperature has started to cool a bit so it is very pleasant to walk around and explore Chicago. If you’re looking for the very warmest time to visit Chicago, the hottest months are July, August, and then June. This guide’s for you. Your support keeps the site going***. From September through the end of October the temperatures are warm and hotel rates are reasonable. Chicago prides itself on its multicultural energy, and one of the best ways to experience its Chinese community is with the annual Chinese New Year Parade in Chinatown. Events start with a wreath-laying ceremony to honor the heroes who have fallen in combat and is followed by a grand parade through the heart of the city. Weather: Average Temperature 74 °F, Average High Temperature 84.1 °F, Average Low Temperature 63.9 °F, Average Number of Days With Precipitation 9.8, Festivals and Events: Taste of Chicago, Rhythm World Festival, Square Roots Festival, Millennium Art Festival, Southport Art & Music Fest, Pitchfork Music Festival,  Sheffield Music Festival & Garden Walk, Chicago Craft Beer Festival. Read below for information about Chicago weather in November (Photo credit – chicagonow.com). The cold weather conditions from January continue through February. Once a week, enjoy the featured film that ranges from contemporary to popular classics. [January 2021]. Answer 1 of 10: What's actually the best time of the year to visit the city ; good weather, no conventions... Thx . The last entry is 30 minutes before the closure. The temperatures are warm but not too hot. What is the best time to visit Chicago? Whenever you go to Chicago, there's an array of attractions, restaurants and hotels ready to deliver a memorable vacation. The sports buzz continues with this special opportunity to go to the Chicago Hilton for an up-close experience with the Chicago White Sox. Lucky for you, during any time of year, Chi-Town will show you a great time! It can be a rainy month with variable weather, so be prepared for anything if you plan on visiting Chicago in April! Click here for instructions on how to enable JavaScript in your browser. October is also a great time to visit Chicago in terms of weather. It is a great time to visit Chicago before schools go on summer break and the busy summer season starts. This fun, free event celebrates German heritage in Chicago’s Lincoln Square, known as the heart of the city’s German community. Final thoughts on the best time of year to visit Chicago . Plus, there are plenty of outdoor activities and events happening! During your visit to the Park, enjoy over 2-acres of historic indoor gardens as well as 12-acres of outdoor seasonal gardens. What is the Best Time of the Year to Visit Chicago For…, Best Time to Visit Chicago – My Overall Recommendation. Late September is usually still warm but it starts to get a bit cooler at night. Average temperature highs in June through August range between 79 and 84 degrees Fahrenheit, and lows are between 58 and 63 degrees Fahrenheit. The city is magical and vibrant in a different way, and you may find that it makes for the perfect way to experience the Windy City. When finalizing your travel plans for the best time to visit Chicago for you, you want to consider all of these factors- weather, tourist season, and cost. Chicago is a great place to visit in the winter, holiday events and things to do in Chicago, listing of all the festivals and events in Chicago, best things to do in Chicago this January, Chicago Flower & Garden Show at Navy Pier, St. Patrick’s Day Downtown Parade & River Dyeing, Chicago Cubs Opening Day at Wrigley Field, CIMMFEST: THE Chicago International Movies & Music Festival, Open House Chicago Presented by Chicago Architecture Foundation, C2E2: Chicago Comic and Entertainment Expo, The Ultimate USA Travel Bucket List: 125+ Best Places to Visit in USA, Perfect Chicago Gifts for the Chicago Lover in Your Life, Keto Travel Essentials: How To Maintain The Low Carb, Keto Diet While Travelling. Weather: Average Temperature 48.9 °F, Average High Temperature 59 °F, Average Low Temperature 38.8 °F, Average Number of Days With Precipitation 12, Average Number of Days With Snow 0.9, Festivals and Events: Chicago White Sox Opening Day, Baconfest Chicago, Chicago Cubs Opening Day at Wrigley Field, CIMMFEST: THE Chicago International Movies & Music Festival. The weather is warm enough to go to the beach and spend time outdoors. See average monthly temperatures below. Chicago is a harmonious blend of opposites — bustling big city steeped in Midwestern charm, towering skyscrapers framed by miles of tranquil beaches, a city in a garden (Chicago’s motto, in fact). The second best time to visit Chicago weather-wise is early fall – in September and October. These are our favorite day trips from Chicago! Cons: Fall temperatures can vary a great deal from year to year so you might get a fall with colder than average temperatures. 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