Cheap flights from Chicago O'Hare Intl Airport to Milan from $231
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Milan departing on 7/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Milan
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Milan?
The month of January is, on average, the cheapest month to fly to Milan from Chicago O'Hare Intl Airport, with most prices found around $529. The month of February is another great option to travel to Milan, with average flight prices from Chicago O'Hare Intl Airport averaging around $643.
What is the cheapest day to depart on your flight to Milan?
Our data shows that Tuesday is the least expensive day to fly to Milan. Tickets to fly out on this day can be as low as $1,191. The most expensive day to fly to Milan is Saturday, with ticket prices averaging around $1,498.
What is the cheapest time of day to depart on your flight to Milan?
In the morning is the cheapest time of day to fly from Chicago O'Hare Intl Airport to Milan when you can find flight prices for as low as $703. Flying to Milan in the morning is an ideal time because this is during off-peak travel hours. Flights to Milan are more costly in the evening, with an average ticket price of $1,347. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.
What is the cheapest Chicago O'Hare Intl to Milan flight route?
Fly from Chicago O'Hare Intl to Milan Malpensa for the best Chicago O'Hare Intl - Milan flight prices
How far in advance should I book a flight to Milan?
You are more likely to see cheaper flights to Milan from Chicago O'Hare Intl Airport when booking 5 weeks ahead of your departure date. In general, you can expect to find flights to Milan for around $956 when searching 5 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milan from Chicago O'Hare Intl Airport for as low as $693 on momondo.
What cabin class options are available on Chicago O'Hare Intl to Milan flights?
There are 3 cabin classes available to choose from on Chicago O'Hare Intl to Milan flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Chicago O'Hare Intl to Milan?
Icelandair, TAP AIR PORTUGAL, and Air Serbia are the most popular carriers operating from Chicago O'Hare Intl to Milan
What airlines fly to Milan?
United Airlines, Scandinavian Airlines and British Airways are the top three most popular airlines that fly to Milan from Chicago O'Hare Intl Airport according to our data. United Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Milan. Keep in mind that there are 12 different airlines that fly to Milan on a routine basis, so you have a few additional options to choose from.
How many flights depart from Chicago O'Hare Intl Airport to Milan on average per day?
As of June 2025, 5 flights take off from Chicago O'Hare Intl Airport and land in Milan each day. The most common flight departure time for this route is 9:00PM, with 100% of daily flights taking off in the evening.
How many flights depart from Chicago O'Hare Intl Airport to Milan on average per week?
As of June 2025, 35 flights take off from Chicago O'Hare Intl Airport and land in Milan each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.
When to book flights from Chicago O'Hare Intl Airport to Milan
Cheap Chicago O'Hare Intl Airport to Milan (ORD to MIL) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Milan
How far is Chicago O'Hare Intl to Milan by plane?
The distance between Chicago O'Hare Intl and Milan is about 4532.4 mi. In terms of flight time, this usually takes a little over 10h 15m.
When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Milan?
Prices for flights from Chicago O'Hare Intl Airport to Milan are updated daily.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Milan?
The number of operators available for flights from Chicago O'Hare Intl Airport to Milan is 12 as of June 2025.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Milan?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Milan.
What documentation or ID do you need to fly to Milan?
The required travel and health documents for your Milan trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Milan. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago O'Hare Intl Airport to Milan?
momondo data reveals that the most frequently booked plane model on the route from Chicago O'Hare Intl Airport to Milan is Boeing 787 Dreamliner, representing 52.30% of all bookings. The subsequent popular models are Boeing 787-8 Dreamliner at 43.56%, Boeing 787-9 Dreamliner at 1.53%, and Boeing 787-10 Dreamliner at 0.77%.
What is the most popular airline from Chicago O'Hare Intl Airport to Milan?
momondo data reveals that the most frequently booked airline on the route from Chicago O'Hare Intl Airport to Milan is United Airlines, representing 25% of all bookings. The subsequent popular airlines are Scandinavian Airlines at 25%, Aer Lingus at 14%, and British Airways at 7%.
Best airlines flying from Chicago O'Hare Intl Airport to Milan
Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Milan with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $419 | Free Cancellation | Rating 8.0 7,950 reviews | |||
| PriceFrom $423 | Free Cancellation | Rating 7.3 1,387 reviews | |||
| PriceFrom $484 | Free Cancellation | Rating 7.0 499 reviews | |||
| PriceFrom $499 | Free Cancellation | Rating 7.1 1,885 reviews | |||
| PriceFrom $518 | Free Cancellation | Rating 7.3 3,848 reviews | |||
| PriceFrom $536 | Free Cancellation | Rating 6.6 7,008 reviews | |||
| PriceFrom $550 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $575 | Free Cancellation | Rating 7.5 1,463 reviews | |||
| PriceFrom $584 | Free Cancellation | Rating 6.7 990 reviews | |||
| PriceFrom $594 | Free Cancellation | Rating 7.1 1,117 reviews |
United Airlines Flights From Chicago O'Hare Intl Airport to Milan
United Airlines flies from Chicago O'Hare Intl Airport to Milan around 7 times per week, with 8,790 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Chicago O'Hare Intl Airport to Milan in the last 72 hours was $756 (round-trip), much lower than the average airfare cost of $1,281 for United Airlines flights on this route.
Traveling to a place near Milan?
Book flights to Milan if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Chicago to Milan?
To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Milan from Chicago.
Can I find flights from Chicago to Milan with flexible booking policies on momondo?
Yes. momondo allows you to filter the results for Chicago to Milan flights to just show those with flexible booking policies.
How can momondo help me find flights from Chicago to Milan?
Once you have performed a search for Chicago to Milan flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Chicago to Milan right now. Can momondo alert me if prices change?
Price alerts on flights to Milan from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.