What Month Is Best To Visit Chicago?

Choosing The Best Month To Visit Chicago

Know The Perfect Month To Explore Chicago And Plan Your Visit

Chicago is one of the most exciting cities in the U.S., from its beautiful skyline and deep-dish pizza to its immense and encompassing history. There is never a wrong time to visit the city, but you're going to have to pick a month if you want the absolute best out of this trip. That is because the weather can get pretty unpredictable in Chicago, and different months of the year tend to offer different experiences within the city. So, what month is best to visit Chicago? Let's dive in and find out!

The Best Months For Warm Weather Lovers

The Fun Of Summer Begins In June

If you enjoy being outside and the warm weather, June is a great time to visit Chicago. The city welcomes summer with open arms as it finally shakes off the last traces of spring. The temperature is suitable for exploration because it ranges from the mid-60s to the 80s. In order to provide color and music to the streets, June is packed with events like the Pride Parade and the Chicago Blues Festival. Although there is a lot of excitement in the city, the crowds aren't as dense as they were in late summer.

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July Is The Height Of Summertime

Chicago experiences the height of summer in July. A lively environment and extremely warm temperatures—typically in the high 80s—are to be expected. It's the ideal time to unwind on the beaches of Lake Michigan, eat a deep-dish pizza outside, or ride the Ferris wheel at Navy Pier. 

The month's high point? Fireworks for the Fourth of July! Above Lake Michigan, Chicago lights up the sky with an amazing show. Are you a festival enthusiast? The largest food event in the city, Taste of Chicago, is not to be missed. The only negative is that it gets hot and muggy, and all of the tourist attractions can get very crowded.

The Warmest Month Of The Year Is August

By August, summer is at its peak. It’s the hottest month, with temperatures in the high 80s and even 90s. If you don’t mind the heat, this is a great time to visit because of the Air and Water Show, a thrilling event featuring fighter jets soaring over the city. Outdoor patios, rooftop bars, and street festivals are around every corner. Of course, with August comes a bit more humidity, so pace yourselves—you're going to sweat! If coming in August, cool off at North Avenue Beach or take in a Chicago River boat tour.

Best Months For Good Weather And Small Crowds

September Is The Balance

September would turn out to be the perfect time to visit Chicago when only warm days intermingle with the cooler nights—summer crowds slowly fade, creating a convenient day to visit interesting attractions. The weather is still great in September, with temperatures in the 70s and low 80s. It's a great time to do some sightseeing, take a walk through Millennium Park, or catch a Cubs or White Sox game. Plus, Deep Cleaning Chicago is in full swing, meaning restaurants, hotels, and attractions are fresh and ready for visitors after the busy summer.

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October Is When Fall Foliage And Festivals Take Place

Crisp air, vibrant trees, and a sense of magic are all brought to the city in October. With temps in the 50s and 60s, the weather is cold but not frigid. It's a great time to visit without having to deal with the extremes of heat or cold. Chicago's parks are filled with autumnal scenery, which makes it the ideal month for strolling if that's your thing. You can also enjoy ice skating at Millennium Park or sip hot cocoa while watching the first snowfall.

Holiday Magic Begins In November

Beginning November marks the holiday time of the year in Chicago when, though colder temperatures drop back into the 40s and 50s, it hasn't reached a bitterly cold mark deep into the winter.

This is when The Magnificent Mile Lights Festival happens, kicking off the holiday spirit with thousands of twinkling lights and a grand parade. You can also enjoy ice skating at Millennium Park or sip hot cocoa while watching the first snowfall.

December Is A Winter Wonderland

One of the most wonderful times of year to travel is December, if you enjoy Christmas and don't mind the cold. Christkindlmarket, a genuine German-style holiday market featuring handcrafted gifts, festive fare, and warm beverages, transforms Chicago into a winter wonderland. You can ice skate and enjoy indoor attractions and take in the stunning lights. But expect cold weather, which frequently goes below freezing.

The Best Months For Budget Travelers

The Cheapest Time To Visit Is January

If you want to visit Chicago on a budget, January is the cheapest month for hotels and flights. The city is cold, often with temperatures below freezing, but if you can handle it, you’ll get amazing deals

There are fewer tourists, which means shorter lines at attractions like the Willis Tower Skydeck and Shedd Aquarium. Plus, you can warm up with some delicious Chicago-style deep-dish pizza or hot chocolate from one of the city’s many cafes.

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What Month Is Best To Visit Chicago?

February Is For A Romantic Winter Escape

February may be cold, but it's a very good time for romantic getaways. There are events for Valentine's Day, cozy indoor activities, and fewer tourists, so it is just the perfect month for couples.

Hotels still go on winter discounts, and if you time your visit, you may get to catch Chicago Theatre Week, where you can get incredible performances at a fraction of the price.

March Is The Start Of Spring

As winter starts to fade, March brings signs of spring. It’s still chilly, but temperatures start rising into the 40s and 50s. The biggest event in March? Chicago’s St. Patrick’s Day Parade! The city dyes the Chicago River bright green, making it one of the most unique celebrations in the U.S.

Another good time is in March when you can still avoid the crowds of summer while enjoying slightly warmer weather. 

When's The Best Time To Visit Chicago?

The best month actually depends on what you are looking for. June, July, and September offer the warm weather and outdoor fun. In case you prefer less warm temperatures, it's better to visit in May and October. Welcoming holiday magic, November and December are ideal months for winter visitors.

If savings are a priority, then January and February are the best months for budget-friendly travel. And if there is something unique to see, then March will be great to catch St. Patrick's Day, while August will give you the Air and Water Show.
Regardless of the time of year, though, Chicago will never fail to provide an exciting experience. Whether you’re exploring in the summer sunshine or cozying up with hot cocoa in winter, the Windy City is a destination you’ll love year-round!