Milan (MIL) to Chicago (CHI) flights from EUR588

Dreaming of exploring the Windy City? Chicago is renowned for its stunning architecture and its location along Lake Michigan, which causes the city to have famously windy weather all year round. Book your flights from Milan to Chicago now and find the best deals for traveling with all the luxury and comfort that KLM intercontinental flights offer. 

When booking tickets for flights from Milan to Chicago and back, you can choose your preferred seat, opt for more legroom, more privacy, or even a seat without neighbors. You can also decide after booking, and you can upgrade to a higher class with additional services.

Your intercontinental flight will be pleasant and relaxing in whichever class you choose to travel: Economy, Premium Comfort Class, or Business Class. If you want to travel comfortably but are unsure which class to book, take a look at the benefits of the three classes.

Practical Information for Flights from Milan to Chicago

Chicago O’Hare Airport is one of the main airport hubs in the United States, located about 27 km from downtown Chicago, and has transport options for a quick and easy journey to the city. The best way to get downtown from the airport is with the Blue L train which takes about 45 minutes and operates 24/7. There are also taxis and ride sharing services available. Once in the city centre it is easy to travel around using public transport, including the L, metra trains and busses.

Best Time to Visit Chicago

Chicago has distinct seasons, with real differences in the climate from season to season. The best time to visit is in spring (May to June) and autumn (September to October) when the weather is mild and pleasant, and you can make the most of the outdoor city sights. Summer, from June to August, can be warm and humid but is a great time to watch sports and the many outdoor festivals. In the winter the weather is cold with frequent snowfall and often feels even colder due to the icy wind chill.

When visiting Chicago it is a good idea to dress in layers with a warm coat for winter and light, comfortable clothes for summer. In the summer months make sure to bring a swimming costume so you can visit the beach, but a jumper is always a good idea as even on hot days the temperature can drop quickly. Comfortable shoes are essential for exploring the city’s neighbourhoods and numerous parks.

What to See in Chicago

Chicago is an iconic city, known for its skyscrapers, world-renowned art museums, and vibrant music scene. For those flying from Milan to Chicago, there are countless must-see attractions across the city’s iconic landscape. From green spaces like Millennium Park to uniquely styled neighbourhoods, there’s so much to explore. Here are some highlights:

• Millennium Park: an iconic park with the famous "Cloud Gate" sculpture (known as "The Bean"), perfect for a photo opportunity.
• Magnificent Mile: the luxury shopping district with high-end shops, restaurants, and elegant hotels.
• Art Institute of Chicago: one of the largest art museums in the world, home to masterpieces like Seurat's "A Sunday Afternoon on the Island of La Grande Jatte".
• Skydeck: an observation deck on the 103rd floor of the Willis Tower, offering spectacular views of the city.
• Navy Pier: a family-friendly destination with rides, restaurants, and stunning views of Lake Michigan.

Milan to Chicago Flights: Frequently Asked Questions

Where is Chicago?

Chicago is in the United States, along the shores of Lake Michigan, in the state of Illinois.

Where should I stay in Chicago?

If you want to be close to the main attractions the Loop is the best neighbourhood for sightseeing. 

What time is it in Chicago?

Chicago is 7 hours behind Italy (6 hours behind during daylight saving time).

What's the best way to get around Chicago?

Chicago has an extensive public transport network. The L (a system of elevated rail and subway train) is generally the best way to get around, and busses cover the areas the L trains don't reach.