MIL - ORD

$249 Find Cheap Flights from Milan to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milan to O'Hare Intl departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milan to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Milan to Chicago, as well as popular online travel agencies
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Flights Deals

Cheap Flight Deals from Milan to O'Hare Intl (MIL-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milan to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Milan to O'Hare Intl

KAYAK's recommended round-trip deals from the most popular airlines that fly from Milan to O'Hare Intl.
Discover the best prices for you by selecting your travel dates on KAYAK.
Icelandair Logo
3:10 pm - 6:15 pmMXP-ORD
34h 05m1 stop
Icelandair Logo
10:15 pm - 10:00 pmORD-MXP
16h 45m1 stop
$477Icelandair
Find Deal
Thu, Jun 5 - Mon, Jun 16
Icelandair Logo
3:10 pm - 9:15 pmMXP-ORD
13h 05m1 stop
Icelandair Logo
7:25 pm - 2:10 pmORD-MXP
11h 45m1 stop
$484Icelandair
Find Deal
Thu, May 15 - Wed, May 28
Icelandair Logo
3:10 pm - 6:15 pmMXP-ORD
34h 05m1 stop
Icelandair Logo
10:15 pm - 10:00 pmORD-MXP
16h 45m1 stop
$500Icelandair
Find Deal
Thu, Jun 5 - Mon, Jun 16
Scandinavian Airlines Logo
8:45 pm - 4:10 pmMXP-ORD
50h 25m2 stops
Scandinavian Airlines Logo
7:15 pm - 8:35 amORD-MXP
30h 20m1 stop
$502Scandinavian Airlines
Find Deal
Thu, Sep 18 - Sun, Sep 21
British Airways Logo
11:10 am - 6:15 pmLIN-ORD
14h 05m1 stop
British Airways Logo
7:15 pm - 1:35 pmORD-LIN
11h 20m1 stop
$544British Airways
Find Deal
Wed, Sep 10 - Wed, Oct 8
British Airways Logo
11:10 am - 5:34 pmMXP-ORD
13h 24m1 stop
British Airways Logo
5:40 pm - 12:15 pmORD-MXP
11h 35m1 stop
$544British Airways
Find Deal
Thu, May 15 - Fri, May 30
United Airlines Logo
7:05 am - 8:20 pmLIN-ORD
20h 15m2 stops
United Airlines Logo
2:24 pm - 2:50 pmORD-LIN
17h 26m2 stops
$648United Airlines
Find Deal
Thu, Jun 5 - Mon, Jun 16
United Airlines Logo
12:15 pm - 8:11 pmMXP-ORD
14h 56m1 stop
United Airlines Logo
9:35 pm - 1:20 pmORD-MXP
8h 45mnonstop
$651United Airlines
Find Deal
Wed, Sep 10 - Wed, Oct 8
TAP AIR PORTUGAL Logo
5:55 am - 3:00 pmMXP-ORD
16h 05m1 stop
TAP AIR PORTUGAL Logo
6:15 pm - 11:00 amORD-MXP
33h 45m1 stop
$715TAP AIR PORTUGAL
Find Deal
Thu, Jul 10 - Sat, Aug 23
Aer Lingus Logo
11:20 am - 7:00 pmLIN-ORD
14h 40m1 stop
Aer Lingus Logo
3:45 pm - 10:40 amORD-LIN
11h 55m1 stop
$926Aer Lingus
Find Deal
Sat, May 10 - Mon, May 26
Expert advice

Expert advice for your flight from Milan to O'Hare Intl

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
MXP

Allow an hour for check-in and bag drop at MXP, especially during peak times, due to potential understaffing.

Read more about MXPby Duncan Madden
ORD

Take the CTA Blue Line train from ORD to downtown Chicago in about 45 minutes, avoiding traffic delays.

Read more about ORDby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Duncan Madden

Duncan Madden

Expert on MXP

Duncan Madden

Duncan Madden

Duncan is a freelance travel writer, copywriter and book author in constant search of travel stories and the perpetual sensation of being on holiday. He’s never happier than when on a dusty trail in search of empty waves or ducking under the piste tape in search of snowbound solitude. British born, living in Germany, but happiest heading for the horizon. His first book, Found in Translation, explores the etymologies and stories of country names around the world and is out now.

Read more
Useful Info

KAYAK's insights & trends for Milan to O'Hare Intl flights

Get data-powered insights and trends into flights from Milan to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Milan to Chicago O'Hare Intl Airport flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Milan to Chicago O'Hare Intl Airport.

Our data shows that the cheapest route for a return flight from Milan to Chicago O'Hare Intl Airport cost $640 and was between Milan Malpensa Airport (MXP) and Chicago O'Hare Intl Airport (ORD). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $640.

What’s the cheapest day of the week to fly from Milan to Chicago O'Hare Airport?

The average price of all round-trip flights from Milan to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

For Milan to Chicago O'Hare Airport, Monday is the cheapest day to fly on average and Friday is the most expensive. Flying from Chicago O'Hare Airport back to Milan, the best deals are generally found on Tuesday, with Saturday being the most expensive.

What is the cheapest month to fly from Milan to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milan to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Milan to Chicago O'Hare Intl Airport is November, where tickets cost $447 (return) on average. On the other hand, the most expensive months are July and October, where the average cost of round-trip tickets is $824 and $786 respectively.

Can I save money by flying with a layover from Milan to Chicago O'Hare Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $1,212 on average.

How far in advance should I book a flight from Milan to Chicago O'Hare Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Milan to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Milan to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonMarch
High seasonDecember
Cheapest flight$249
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 13% increase in price.
Flight from Milan Malpensa Airport to Chicago

When to book flights from Milan to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Milan to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Milan to Chicago O'Hare Airport flights

  • What is the cheapest flight from Milan to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Milan to Chicago O'Hare Intl Airport was $249 for a one-way ticket and $477 for a round-trip.

  • Do I need a passport to fly between Milan and Chicago O'Hare Airport?

    Yes, you’ll need a passport to travel to Chicago O'Hare Airport from Milan.

  • Which airports will I be using when flying from Milan to Chicago O'Hare Airport?

    Milan is served by 2 major airports and there is only 1 main airport in Chicago O'Hare Airport. You will leave Milan from one of these airports: Milan Linate or Milan Malpensa. You will be arriving at Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Milan to Chicago O'Hare Airport?

    All the following airlines offer inflight Wi-Fi service on the Milan to Chicago O'Hare Airport flight route: KLM, Air France, Virgin Atlantic, SWISS, Delta, United Airlines, and Alaska Airlines.

  • Which aircraft models fly most regularly from Milan to Chicago O'Hare Airport?

    The Boeing 787-8 Dreamliner is the aircraft model that flies most regularly on the Milan to Chicago O'Hare Airport flight route.

  • Which airline alliances offer flights from Milan to Chicago O'Hare Airport?

    Star Alliance is the only airline alliance operating flights between Milan and Chicago O'Hare Airport.

  • On which days can I fly direct from Milan to Chicago O'Hare Airport?

    There are nonstop flights from Milan to Chicago O'Hare Airport on a daily basis.

  • Which is the best airline for flights from Milan to Chicago, United Airlines or TAP AIR PORTUGAL?

    The two airlines most popular with KAYAK users for flights from Milan to Chicago are United Airlines and TAP AIR PORTUGAL. With an average price for the route of $803 and an overall rating of 7.4, United Airlines is the most popular choice. TAP AIR PORTUGAL is also a great choice for the route, with an average price of $755 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Milan to Chicago O'Hare Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Milan to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Milan to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Milan is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Milan to Chicago O'Hare Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport with an airline and back to Milan with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Milan to Chicago O'Hare Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago O'Hare Airport from Milan up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Milan to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $755 or less one-way and $847 or less round-trip.

Prefer to fly direct from Milan to Chicago O'Hare Airport?

Find which airlines fly direct from Milan to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Milan to Chicago O'Hare Intl

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Chicago O'Hare Intl to Milan

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights
See more direct flights

Top 4 airlines serving from Milan to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Milan to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Milan to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8696 reviews
7.7Boarding
7.3Comfort
6.6Food
7.1Entertainment
8.1Crew
Airline reviews

So far so good but food and entertainment are not available for this flight

8.0 ExcellentAnonymous, Apr 2025YUL - ORD
Read more United Airlines reviews

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The crew was very nice. The food was good. The entertainment on the way back to Miami wasn’t as good as the flight over. I wanted to watch Wicked but on the way over from Miami to Lisbon but the screen didn’t work. On the way from Lisbon to Miami Wicked wasn’t an option. Liked the option to check out overhead carry on with our checked luggage Overall the flights were very good. I would fly TaP again

Little leg room in business. I am tall and could use more.

Flight was packed. This was a very uncomfortable experience. Boarding process could be explained better. Despite recommending a window seat when travelling with a pet in the cabin, the seat in front of me had less space than the center and aisle seats. For Premium Economy, the seats were crammed with minimal legroom. I hate to think what Regular Economy was like. The cabin crew missed me at first when handing out meals. When my meal eventually came, there were no utensils. I'd originally booked to fly Business Class; those seats didn't look that great either.

Flight was packed. This was a very uncomfortable experience. Boarding process could be explained better. Despite recommending a window seat when travelling with a pet in the cabin, the seat in front of me had less space than the center and aisle seats. For Premium Economy, the seats were crammed with minimal legroom. I hate to think what Regular Economy was like. The cabin crew missed me at first when handing out meals. When my meal eventually came, there were no utensils.

First time and I enjoyed the trip…. Will fly again soon 🔜

I’m still missing my bags. I’m soo frustrated

TAP boarding gate agents singled out Group A line to gate check all carry on bags …. Supposedly because of lack on bin space. BUT ALL OTHERS WERE PERMITTED WITH CARRY ON BAGS. Additionally so many passengers entering the plane after us were permitted carry on bags. And when the plane was fully loaded, there was a number of open spaces in the overhead bins. I WILL SEARCH OTHER OPTIONS BEFORE FLYING TAP AGAIN

Boarding went fast. Lisbon's gates are too small for the flights they serve.

Great pilot, textbook landing in madeira. Everything else, from booking to checkin, plane quality, seat amenities, crew engagement, and overall experience were significantly below standard. I WOULD NOT FLY TAP IF THERE IS ANY OTHER OPTION.

Got in on time. Food was the worst ever. Comfort was terrible. Check in was incredibly bad.

It was ok not that much because I always travel with Emirates airlines, Etihad, airlines, Qatar airlines compare to them food and comfortable was too low . Staff was good . Helpful

I believe it was short flight in plane I understand not that much compared to other airlines but weighting for checkin was too long need extra person for checkin or Atleast someone to let the customer knows don’t worry someone will be here shortly.

Noted in last review. Good to know, though air Lingus on European flights does not offer any food or drink, even though we were on the plane for 3 1/2 hours from Naples to Dublin everything you had to purchase even water.

Seats were alarming close to the row in front of you. I didn’t do the measurements online, which I’m sure they’re available, but it seemed much tighter than other planes, but the airplane itself was well maintained and looked fairly new. My only complaint on the staff was that we’re on an international flight. Normally they give you wine with dinner and the flight attendant decided to pull some strict restrictions and wouldn’t give more than one glass of wine per person, and you could not share with your spouse, which seemed ridiculous when we have four people on the plane with us and only one person ordered wine asked for a second one and she said oh absolutely not. It’s only one per person Which on a transcontinental usually is not the case. They’re very attentive on making sure everyone is as comfortable as possible.

Booked through Kayak, couldnt take flight, Kayak punted to Orbiz, Orbiz punted to Aer Lingus, Aer Lingus said sorry about your luck, try Kayak/Orbiz. Terrible customer service collecting air fares and not even offering a voucher when customers cant take flight

There was no flight. I booked a flight from Toronto to Bordeaux with a stopover in Dublin. I arrived in Dublin and the flight number I had didn't exist and the flight going to Bordeaux I wasn't on. I had to book a new flight with a different airline for later in the day and pay out of pocket.

Gate agents kind of serious. Had to wait til arriving at gate to choose seats. Thankfully they did give us seats together! And grateful the honored our age, giving us seats at the front.

This flight was delayed and caused me to miss my connecting flight from New York to Boston. I had to rent a car and drive myself home to avoid waiting another 5 hours in the airport.

My Aer Lingus flight (booking ref # 2SU4LF) was the worst travel experience I have ever dealt with. My flight from Paris to Dublin was delayed by over 2 hours which caused me to miss my connecting flight back to the US. I was not able to be rebooked on a new flight for another 3 days. When I finally made it on my rescheduled flight, it was delayed AGAIN, causing me to miss my connecting flight from New York to Boston. At this point I decided to just rent a car since the next flight I would have been able to get in wasn’t for another 5 hours. It was a complete nightmare experience and I will never fly Aer Lingus again. I have requested a refund from the booking company I placed my order with.

Flight was cancelled. There were no Aer Lingus reps to help. I had to rebook my flight and find a hotel. Still had nothing from the airline.

Boarding is a mess. They never check group # so lots of people crowding in. Comfortable seats this flight. I had an empty seat next to me, very convenient. Food was really not good, but I was starved. The pizza snack thing was horrible. Crew was grand. They really make it enjoyable.

Too much long line at the TSA and Security. Prepare for long walk for baggage claim.

Crew very helpful and friendly. Food is so so. Main meal is not always the best. Did have a choice of a snack part way which was either a cookie, corn snack, or similar. Second kind of meal was basically like a pizza pastry that really wasn’t a favorite but probably a European snack? Screens and selections of movies, tv and such were good. No WI-Fi unless you buy so no free texting or such on the long flight but I think that might be any overseas flight.

The boarding process was quite loud and chaotic. The flight attendants kept barking over the PA system about people needing to only stow large items in the overhead bins. During the one and only service, I was hit by the service cart. At the same time, a passenger was returning from the bathroom and the crew definitely saw him but stopped a few seats short of allowing him to sit down before starting service and made him wait a good 10 minutes before passing his seat and allowing him to sit down, after which he had to ask for his snack and beverage or he would have been passed over. Neither flight attendant thanked passengers as they left; in fact, I did not see them again once the plane door was opened.

Flight Attendant Karen Lynn was an absolute delight. She assisted in every portion of the services provided throughout the flight, aided with any and all concerns expressed by passengers, and even helped comfort an upset child who was one of five of a traveling family. This quality of service is what keeps me coming back to American. Thank you!

The worst, flight cancelled because the aircraft was not full. Heathrow ground crew totally not helpful and arrogant. Lady proposed us flight with 40min layover instead of direct and said it is our problem of course she was unable to do anything as everything was beyond her control she claimed. after calling on hotline another flight was booked. Flight was cancelled last second so we could not take direct from Zurich but we had to stay overnight in London.

The seats in row 31 are terrible and small and uncomfortable. Don't ever sit there. The window seat is so close to the curve of the plane is so annoying. I paid extra for this seat and I hated all 10 hours in it.

Food was terrible , crew were excellent , IFE was dire . Overall comfortable seat and cabin. Nothing special .

If my tv wasn’t broken and I wasn’t in a seat that didn’t allow for sleeping

Delayed flight due to lack of crew caused me to miss my connection

Everything you need to know for your flight from Milan to O'Hare Intl

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