MIL - ORD

$327 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 11/15. 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.
1 adult
1 adult, Economy

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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Flight Deals

Cheap Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Thu, Oct 23 - Fri, Nov 7
 Logo
3:30 pm - 4:10 pmBGY-ORD
31h 40m2 stops
 Logo
8:15 pm - 12:40 amORD-BGY
21h 25m2 stops
Fri, Nov 28 - Sat, Dec 6
American Airlines Logo
7:25 am - 9:09 pmLIN-ORD
20h 44m2 stops
American Airlines Logo
6:45 pm - 1:25 pmORD-LIN
11h 40m1 stop
$587American Airlines
Find Deal
Tue, Oct 7 - Mon, Oct 13
 Logo
6:15 am - 2:48 pmMXP-ORD
15h 33m2 stops
 Logo
3:50 pm - 1:55 pmORD-MXP
15h 05m2 stops
Fri, Oct 3 - Mon, Oct 20
United Airlines Logo
10:40 am - 11:15 pmMXP-ORD
19h 35m2 stops
United Airlines Logo
11:45 am - 7:30 amORD-MXP
12h 45m1 stop
$589United Airlines
Find Deal
Mon, Oct 6 - Sun, Oct 19
Lufthansa Logo
7:00 am - 6:32 pmLIN-ORD
18h 32m2 stops
Lufthansa Logo
3:35 pm - 9:20 amORD-LIN
10h 45m1 stop
$589Lufthansa
Find Deal
Fri, Nov 7 - Sun, Nov 23
Delta Logo
6:30 am - 4:11 pmLIN-ORD
16h 41m2 stops
Delta Logo
5:20 pm - 11:15 amORD-LIN
10h 55m1 stop
$590Delta
Find Deal
Fri, Nov 7 - Thu, Nov 13
Lufthansa Logo
2:55 pm - 8:05 pmLIN-ORD
12h 10m1 stop
Lufthansa Logo
6:25 pm - 12:35 pmORD-LIN
11h 10m1 stop
$591Lufthansa
Find Deal
Thu, Oct 2 - Wed, Oct 15
United Airlines Logo
3:20 pm - 6:10 pmMXP-ORD
9h 50mnonstop
United Airlines Logo
3:05 pm - 10:40 amORD-MXP
12h 35m1 stop
$593United Airlines
Find Deal
Thu, Nov 6 - Thu, Nov 13
Delta Logo
10:55 am - 8:23 pmLIN-ORD
16h 28m2 stops
Delta Logo
5:20 pm - 11:15 amORD-LIN
10h 55m1 stop
$601Delta
Find Deal
Sun, Dec 21 - Sun, Dec 28
TAP AIR PORTUGAL Logo
6:20 am - 2:45 pmMXP-ORD
15h 25m1 stop
TAP AIR PORTUGAL Logo
8:25 pm - 11:35 pmORD-MXP
20h 10m1 stop
$636TAP AIR PORTUGAL
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
For Milan departures, arrive early to avoid delays.
Use the CTA Blue Line from O'Hare to reach downtown.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
American Airlines
Cheapest • from $587 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
MXP-ORD
Cheapest
MXP-ORD
Most popular
Insights
Insights
Insights
Insights
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 38% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
March
Cheapest • 24% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$566
Multiple Airlines
Thu 10/23Fri 11/7
BGY - ORD • 2 stops
Cheapest non-stop
$587
Lufthansa
Wed 10/22Sat 11/8
MXP - ORD • Non-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
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

For a smooth departure from MXP, arrive early due to potential security delays. Terminal 1 has smart scanners speeding up the process.

Read more about MXPby Duncan Madden
ORD

Take the CTA Blue Line 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
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Milan to Chicago O'Hare Intl Airport costs $605 on the route between Milan Malpensa Airport (MXP) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

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, Tuesday is the cheapest day to fly on average and Monday 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 March, where tickets cost $511 (return) on average. On the other hand, the most expensive months are July and June, where the average cost of round-trip tickets is $880 and $761 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 2 stops layover the cheapest option at $700 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 3 weeks before departure, which saves you about 38% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$327
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 6% 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 $327 for a one-way ticket and $566 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: Delta, Air France, KLM, SWISS, Lufthansa, Virgin Atlantic, 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 Aer Lingus?

    The two airlines most popular with KAYAK users for flights from Milan to Chicago are United Airlines and Aer Lingus. With an average price for the route of $880 and an overall rating of 7.4, United Airlines is the most popular choice. Aer Lingus is also a great choice for the route, with an average price of $556 and an overall rating of 7.2.

  • 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 $623 or less one-way and $682 or less round-trip.

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

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Milan to Chicago O'Hare Intl.
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

Reviews of the 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 8929 reviews
8.1Crew
7.1Entertainment
7.7Boarding
7.3Comfort
6.6Food
Airline reviews

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

8.0 ExcellentAnonymous, Aug 2025YOW - ORD
Read more United Airlines reviews

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Inoperable monitor left no entert for 9 hours. Crew was not helpful Food was awful.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

Terrible leg room - I’m 5’3” and my knees were touching the seat in front of me. When the person sitting in front of me leaned back, there was about 15 inches of space between my head and the TV screen which made it awkward to view movies. Last year they had decent food, but this year the only tasty item on the trip was dessert.

The flight from Cincinnati to Philadelphia was satisfactory and uneventful.

All of my Aer Lingus flights were delayed. The seat I purchased with extra leg room was exactly the same as my previous seat that was free. I would appreciate my money back.

Coming from the EU to the USA, Aer Lingus is a very good choice. You clear U.S. border control while still at the departure airport, so when you land in the States, you don’t need to go through the entry process again — very efficient and fast. In terms of comfort, Aer Lingus is better than the usual EU carriers like KLM, Lufthansa, or Air France, and also better than United. There’s more legroom, and the crew is helpful and kind. The food is average but slightly better than most airlines. Overall, the crew is definitely better than on American Airlines, though not quite at the level of Virgin.

It was fine. Not worth the premium price. Overhead bins were so high I could barely reach and no crew offered to help me. Average food. Lounge in Dublin - 51st and green- absolutely appalling. Plagued with hordes of flies, dirty, meager food and beverages. Shameful.

Dear Aer Lingus Customer Care, I am writing to formally raise a complaint regarding my recent experience on Aer Lingus flight EI53 from Dublin to Seattle on 22/08/2025. Both my wife and I were seated in 15D, 15E directly under a faulty air conditioning unit. Even though the unit was switched off, cold air continued seeping through the sides and blew directly onto us for the entire duration of the flight (over 9 hours). We reported the issue to the cabin crew, but the only attempted solution was placing a piece of food-packaging sticker over the vent. Unsurprisingly, this had no effect. When we pressed further, the crew told us: “It is hard to fix it because we don’t have an engineer on board.” As a result, my wife and I remained exposed to constant cold airflow for the whole flight, and both of us became unwell afterwards, experiencing chills, sore throat and fever at the end of the flight. This has caused significant distress, disrupted our work plans. This experience highlights both a serious maintenance issue and a lack of adequate care for passengers. We therefore request: A full investigation into the defective AC system on this aircraft. An explanation of why no effective remedy (such as reseating us) was provided. Compensation for the illness and disruption caused to both myself and my wife. We ask for a full written response within 28 days. Should this matter not be satisfactorily resolved, we are prepared to escalate the complaint to the Irish Aviation Authority and Commission for Aviation Regulation and other relevant authorities. Thank you for your urgent attention to this matter. Sincerely, Temuujin Tuvshingal Myagmarsuren Ganbold

Seat is business could have been a lot cleaner, but space was nice and seat was comfortable

Not JetBlue's fault but Aer Lingus never explained how to transfer to JetBlue.

Overall it was good experience and it was my first trip with Aer Lingus. One thing I was embarrassed was that someone occupied my seat so I was asked to use another seat. Due to this unhappy happening I almost missed the connecting flight because the random seat was far from the flight door. Food was fine, I liked the macaroni and cheese with fresh bread.

The space between seats was reduced even further. Could not even open the tray table fully and got compressed the moment the front guy reclined. For a long haul flight it was extremely uncomfortable.

I will avoid TAP if I can, the ground experience was very poor with bad behaviour from the ground crew and it was only a bit better on the aircraft.

A good, comfortable flight with friendly crew and good entertainment options.

Flight was fine. Second meal ( fish sandwich on hard roll) was awful. My suitcase didn’t make the flight. It had been located, but won’t be delivered until tomorrow. Five days after flight

There was chaos at the Naples airport. We arrived three hours early for the flight but there was no invitation available about where to go to check bags until an hour later. Then we had to go to a different terminal to check our bags and check in and back to the first to board.

Boarding experience was awful. TAP claims I did not have check in luggage with tickets. I went 3-4 check in agents until I finally found a helpful kind agent who checked in my luggage with no fees. On top of that our flight was over 2 hours delayed with barely an apology or explanation.

Boarding too way too long. Biggest peeve: zero in-seat power in economy! No plug sockets, no USB ports. Plane was an A330, so not old.

boarding is so disorganized, i was literally appalled at the boarding experience

Was the best airplane ✈️ ever that I never see I will traveling again again with u guys.

Tap air Portugal was the best I will traveling again with u guys. Thank u.

Flight was delayed on 6/20 to miss international connection. Next flight out was 24 hours later. Not acceptable.

It was a short flight, everything was good with it.

I darted through the Frankfurt airport to make my connecting flight. I asked if it was a possibility to upgrade and the agent did. This was the kindest gesture and it made up for the previous delayed flight and distress/anxiety of anticipating that Zi was going to miss my Frankfurt-Chicago connection. I cannot express my gratitude for the upgrade.. I am 5feet 10 inches do the leg space was amazing.

I meant this flight was not good, the one from Tirana to Frankfurt was better!

I was very grateful for Lufthansa's role in organizing mobility support. The touchscreen on my seat was faulty: slow, stained (I couldn't get it clean), and glitchy. This made selecting movies extremely time consuming, and twice I had to start all over from the beginning.

The crew was the best I’ve ever encountered. Business class was spacious, immaculate, and very modern.

I wish seats were not reclinable. It's so claustrophobic when the person in front of you spends most of a nine hour flight leaned all the way back. The crew was really nice though and the dinner (red Thai curry) was pretty compelling.

Our flights were severely delayed, then canceled and we had to fly out next day with no sleep accommodation help. This led to our baggage being lost and the service reps after baggage couldn’t be bothered to help. They kept sending us to different counters when we were at the right counter to begin with. The only saving grace was the angel woman supervisor with blond hair who helped us put in a missing baggage claim.

The boarding system was all bogus - employees at the boarding gate were not sound like proffesional or may be possibly rational

I got an email in the morning of the flight 1/7, from Kayak, that I was rebooked from UA 906 to LH 430. Nobody at Lufthansa ot United knew about this. I went to both counters. at the airport. Also, Cheap Flights, who I booked the ticket through, did not know. I ended up staying on the United flight. But this was very disturbing, since I got a very late notice that I was rebooked to an earlier flight, I hurried to the airport to find out after a lot of inquiring that this was a mistake. Not a good Kayak experience.

After living in Europe for five years and flying with Lufthansa and KLM airlines, I’ve realized that United Airlines is now a budget carrier. The flight attendant are not friendly. The seats are not comfortable. And everything comes at a cost. I will be flying with KLM and Skyteam like Delta to the US going forward no doubt. United Airlines is not what it once was:

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

Information on your arrival and departure airports

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