Cheap Flight Deals From Milan (MIL) to Chicago (CHI) Starting at $291

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This Weekend's Flight Deals from Milan to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $291 One Way, $433 Round Trip from Milan to Chicago

Prices starting at $433 for return flights and $291 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

More About Flying To Chicago from Milan

Route Information for Flights from Milan to Chicago

Origin Airport IATA Code
MIL
Destination Airport IATA Code
CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Book Your Flight from Milan to Chicago

Airports in Milan

Travelers should consider all three major airports in the area when searching for cheap flights from Milan. The Malpensa Milan Airport is located 30 miles from central Milan on Ferno Varese. Over 70 airlines service the airport, including US Airways, Norwegian, American Airlines and Air Italy. The Milano Linate Airport is located four miles east of the downtown area on Via Forlanini. Fourteen airlines fly in and out of the airport, including British Airways, Delta, American Airlines and US Airways. The Bergamo-Orio al Serio International Airport is 28 miles from downtown Milan. Twelve airlines provide services to the airport, including Air Arabia, Neos, Onur Air and Wind Jet. Orbitz.com allows travelers to search a variety of airlines to locate the best deals for flights out of Milan.

Parking at the Airports

Parking options at Bergamo include low-cost parking and terminal parking. The Azzurro Car Park is close by and offers free shuttle services to and from the airport. Parking at the Malpensa Milan Airport offers a variety of options. Terminal one offers a multilevel parking garage with short-term parking. It is the most expensive parking option. Terminal two has an open lot near the terminal with both long-term and short-term parking available. Valet parking services are available for both lots, and the airport offers free shuttle services to and from the main terminal. The Milano Linate Airport provides both short-term and long-term parking with fees charged by the hour or by the day.

Transportation to the Airports

All three airports in Milan offer the same basic transportation options. Orbitz.com can assist travelers in locating and reserving a rental car. Many agencies are located within the airports. The Malpensa Express connects the center of Milan to the Milan Malpensa Airport, with trains arriving every 30 minutes. The Azienda Trasporti Milanesi operates within the metro area, and it runs throughout the city to each one of the airports. Public transportation to any one of the airports takes approximately 30 minutes to an hour. Taxis are available at any one of the taxi stands around the city. They are available for metered rates both to and from the airport.

Restaurants at the Milan Airports

It is advisable to arrive at the airport a few hours before boarding time. Individuals that arrive early have time to eat breakfast or grab a cup of coffee. Restaurants at the Malpensa Milan Airport and the Milano Linate Airport include the Gran Café, which features a variety of coffees and bakery items. The Bergamo-Orio al Serio International Airport features a juice bar and a 24-hour coffee shop, which offers blended coffee, espresso and pastries. Orbitz.com offers assistance in booking cheap flights from Milan.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Frequently asked questions

Am I able to catch a flight from Milan to Chicago now?
Check out the Covid-19 Travel Advisor for the most comprehensive info on travel restrictions and quarantine when flying from Milan to Chicago.
What is the shortest flight from Milan to Chicago?
Pick your favorite seat, because you’ll be sitting in it for at least 10 hours and 25 minutes. This is the shortest possible flight time from MXP to O’Hare Airport
If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Chicago with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2021 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data from 2021, the cheapest month to fly is February. Perfect for those who need a weekend getaway, or just a break from it all in the shortest month of the year. Be aware that the most expensive time to fly is during the height of summer in July, and in the holiday month of December.*According to flight demand on Orbitz.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.