Cheap flights from Chicago O'Hare International to Milan

Compare Chicago O'Hare International to Milan flight deals

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Flight deals from Chicago O'Hare International to Milan

Looking for a cheap last-minute deal or the best round-trip flight from Chicago O'Hare International Airport to Milan? If you want to travel next month, round-trip fares start from $842. Find the lowest prices on one-way and round-trip tickets right here.

Find the cheapest month to fly from Chicago O'Hare International to Milan

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago O'Hare International to Milan flights are currently cheapest in February.

Direct flights from Chicago O'Hare International to Milan

Alternative Chicago O'Hare International to Milan routes

Looking for the cheapest, fastest or easiest route from Chicago O'Hare International to Milan? You could fly into the following airports instead.

Chicago to Milan: Flight information

The things to know before you go.
Cheapest flight found$562
Cheapest month to flyJanuary
Average flight time8 hrs, 40 mins
Most popular airlineLufthansa
Average flights per week26

Finding cheap flights from Chicago O'Hare International to Milan: Frequently asked questions

There are 4 airports in Milan: Milan Linate, Milan Malpensa, Milan Bergamo, and Verona Brescia.
The best price we found for a round-trip flight from Chicago O'Hare International to Milan is $562. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
8 hours and 40 minutes is the average flight time from Chicago O'Hare International to Milan.
Lufthansa, SWISS and Brussels Airlines fly direct from Chicago O'Hare International to Milan.
There are 26 flights per week flying from Chicago O'Hare International to Milan, as of May 2026.
The cheapest month to fly from Chicago O'Hare International to Milan is usually January.
If you're flying from Chicago O'Hare International Airport, the cheapest airport near Milan is Milan Linate – which is 7.4 km away from the center of Milan. We've found flights to this airport from $562.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago O'Hare International Airport to Milan on Saturday, January 30, 2027.
Yes – the average flight time is 8 hours and 40 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Milan but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Milan is around 40 days in advance, so don’t leave your flight to the last minute.
In May, the average temperature is usually around 16°C. August is typically the warmest month in Milan, when it usually averages around 28°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging -1°C. The rainiest month is November.
Currently, Scandinavian Airlines and United offer the cheapest flight tickets to Milan.

Flying from Chicago O'Hare International Airport (ORD) to Milan: what you need to know

  • The average time for a direct flight from Chicago O'Hare International Airport to Milan is 9 hours 50 minutes.

  • The timezone in Milan is UTC+1. The city is seven hours ahead of Chicago, where Chicago O'Hare International Airport is located.

  • With five flights a week between the two airports, Chicago O'Hare International Airport (ORD) to Milan Malpensa Airport (MXP) is the most popular route. Catch United Airlines's 21:30 flight to get your trip from ORD to MXP underway.

  • For stress-free travel, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This will give you enough time to board your ORD to Milan flight.

  • During popular months like July, it's wise to get to the airport earlier than usual. Plan to arrive two hours before domestic departures and four hours ahead of international flights whenever you're flying during peak periods in general.

  • You can book a direct Chicago O'Hare International Airport to Milan ticket. Begin your journey at ORD and arrive at Milan Malpensa Airport (MXP).

  • Book your ticket with United Airlines. This well-known airline offers direct flights from Chicago O'Hare International Airport to Milan.

  • A stopover is the ideal opportunity to break up your trip and possibly even tick off a new city. When browsing for plane tickets from ORD to Milan, uncheck the 'Direct flights only' box to see where you can stop along the way. Some popular options include:

    • Amsterdam Schiphol Airport (AMS)

    • Frankfurt Airport (FRA)

    • Paris Charles de Gaulle Airport (CDG)

  • Located around 26 kilometers from the center of Chicago, ORD can be reached in about 30 minutes by car, depending on traffic. Traveling on public transport takes roughly 45 minutes.

  • Catching an early flight from Chicago O'Hare International Airport to Milan? Avoid rushing to the terminal (and catch some extra z's) by choosing one of these hotels close to ORD:

  • When it comes to the on-time performance of Chicago O'Hare International Airport, 70% of flights stick to their scheduled arrival time.

  • The address for ORD is 10000 West O'Hare.

How to find the cheapest flights from Chicago O'Hare International Airport (ORD) to Milan

  • $330 is the lowest price we've seen for a one-way Chicago O'Hare International Airport to Milan flight. A round-trip ticket right now is $562. Depending on when and how early you book, these fares can change.

  • Book four months before flying. Research on pricing trends suggests this is the ideal window for finding cheap flights from ORD to Milan.

  • Schedule your trip for September. That's the best month for scoring a bargain on Chicago O'Hare International Airport to Milan tickets. If you're flexible on when you fly, use the 'Whole month' tool to access the cheapest price across each month.

  • Finding a cheap flight from ORD to Milan couldn't be easier with Price Alerts. All you need to do is set up one of these automatic notifications and we'll let you know when a cheaper option becomes available.

  • Pick your preferred departure and arrival times, number of stops and airlines with our filters. Then, sort the results for your flight from Chicago O'Hare International Airport to Milan by 'Cheapest,' 'Fastest' or 'Best.'

Airports in Milan

Milan Malpensa Airport (MXP)

  • Milan Malpensa Airport (MXP) is around 48 kilometers from central Milan. If you're opting for a ride-share or a cab, the drive will take roughly 50 minutes.

  • It'll take around 50 minutes when traveling by public transport.

  • The last thing you want is a long journey to your hotel if you're getting in late on a flight from Chicago O'Hare International Airport to Milan. Check in to one of these accommodation options near MXP instead:

  • To get the lowest price, book your ride from Milan Malpensa Airport about one week ahead of your flight from ORD to Milan.

Milan Bergamo Airport (BGY)

  • Milan Bergamo Airport (BGY) is around 48 kilometers from the center of Milan. Once you've hopped off your flight from Chicago O'Hare International Airport to Milan, it'll take you around 50 minutes to reach the heart of the city in a ride-share or cab.

  • If you choose to travel on public transport, you'll get to the city center in 1 hour or so.

  • Place the 'Do not disturb' sign on your door and unwind at a hotel close to BGY. Here are a few options where you can kick back after your ORD to Milan flight:

  • Lock in the best price by booking your ride from BGY two weeks ahead of time. You'll also have access to a greater range of vehicles.

Milano Linate Airport (LIN)

  • Set your sights on the city center after your flight from Chicago O'Hare International Airport to Milan has touched down. Central Milan is around 8 kilometers from Milano Linate Airport (LIN) and takes roughly 20 minutes to reach by car.

  • The journey will take about 30 minutes when traveling by public transport.

  • Check in to a hotel near LIN and go from the plane to your bed in a flash. Whether you're arriving on a late ORD to Milan flight or just want a stress-free arrival, these stays offer a quick route to a good night's sleep:

  • Get a payoff by planning ahead. Book your vehicle from LIN four weeks before your flight from Chicago O'Hare International Airport to Milan for the best deals.

Best time to go to Milan

  • December is the quietest month for flights from Chicago O'Hare International Airport to Milan, while July is the most popular. Figure out the best time to go to Milan based on whether you want a lively atmosphere or a more laid-back vibe.

  • Lock in a Chicago O'Hare International Airport to Milan plane ticket with a departure in July if you're eager to explore the city during its warmest month. You can expect temperatures to range from 16ºC (61ºF) to 35ºC (95ºF).

  • January has average temperatures of between -1ºC (30ºF) and 9ºC (48ºF). Search for a cheap ticket from ORD to Milan around that time if you like cooler conditions.

More about Milan

  • After booking your flight from Chicago O'Hare International Airport to Milan, choose a hotel that puts you where you want to be. Make one of these accommodation options your base for exploring Milan:

  • There are so many things to see and do in this city it can be hard to know where to begin. Teatro alla Scala, Leonardo's Last Supper Museum and Milan Cathedral are top sights which should feature on any well-planned Milan itinerary.

Explore more of Italy

  • You've done Milan, now it's time to discover other parts of Italy. Travel around 483 kilometers southeast to Rome to check off its top sights. From Vatican Museums to St. Peter's Basilica and Saint Peter's Square, there's plenty to keep you on the go.

  • If you're looking to explore another well-known destination in Italy, head for Turin, about 129 kilometers west of Milan. Museo Nazionale del Cinema, Juventus Museum and Duomo di Torino e Cappella della Sacra Sindone are key highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.