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O'Hare Intl

$342+ Cheap flights from Milan (MIL) to O'Hare Intl (ORD)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
MIL — ORD
Jul 15 — Jul 221
Wed 7/15
Wed 7/22
1 adult, Economy
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Cheap flight deals from Milan to O'Hare Intl

Cheapest flights from Milan to O'Hare Intl
Explore the most affordable flight options available from Milan to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 15, 2026.

This oojo deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/234:20 pm
MXP
-
ORD
1 stop32h 55m
Icelandair
Mon 8/3110:25 pm
ORD
-
MXP
1 stop16h 30m
Icelandair
Deal found 6/11$578
This Gotogate deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/314:20 pm
MXP
-
ORD
1 stop12h 05m
Icelandair
Mon 9/77:25 pm
ORD
-
MXP
1 stop19h 30m
Icelandair
Deal found 6/12$579
This Gotogate deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:20 pm
MXP
-
ORD
1 stop32h 55m
Icelandair
Mon 9/710:25 pm
ORD
-
MXP
1 stop16h 30m
Icelandair
Deal found 6/13$581
This lol.travel deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2711:20 am
MXP
-
ORD
1 stop12h 25m
Scandinavian Airlines
Thu 12/37:15 pm
ORD
-
MXP
1 stop17h 00m
Scandinavian Airlines
Deal found 6/11$598
This Trip.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:55 pm
MXP
-
ORD
1 stop26h 20m
Icelandair
Sun 9/67:25 pm
ORD
-
MXP
1 stop12h 45m
Icelandair
Deal found 6/13$599
This Trip.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:55 pm
MXP
-
ORD
1 stop29h 30m
Icelandair
Sat 9/57:25 pm
ORD
-
MXP
1 stop12h 45m
Icelandair
Deal found 6/13$601
This Trip.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2510:55 pm
MXP
-
ORD
1 stop26h 20m
Icelandair
Thu 9/37:25 pm
ORD
-
MXP
1 stop19h 30m
Icelandair
Deal found 6/13$605
This Gotogate deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/134:20 pm
MXP
-
ORD
1 stop32h 55m
Icelandair
Sat 9/197:25 pm
ORD
-
MXP
1 stop12h 45m
Icelandair
Deal found 6/15$609
This Kiwi.com deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/304:20 pm
MXP
-
ORD
1 stop12h 05m
Icelandair
Thu 9/37:25 pm
ORD
-
MXP
1 stop19h 30m
Icelandair
Deal found 6/13$610
This Icelandair deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/294:20 pm
MXP
-
ORD
1 stop12h 05m
Icelandair
Thu 9/37:25 pm
ORD
-
MXP
1 stop19h 30m
Icelandair
Deal found 6/13$614
This ITA Airways deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:00 pm
LIN
-
ORD
1 stop25h 10m
ITA Airways
Thu 9/33:00 pm
ORD
-
LIN
1 stop20h 10m
ITA Airways
Deal found 6/13$659
This lol.travel deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:00 pm
LIN
-
ORD
1 stop23h 10m
ITA Airways
Sat 9/53:00 pm
ORD
-
LIN
1 stop13h 40m
ITA Airways
Deal found 6/13$669

Find flight deals from Milan to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Milan (MIL) to O'Hare Intl (ORD). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 15, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$578
(oojo)

One-way from

$342
(Kiwi.com)

Popular in

February

Cheapest in

October

Average price

$761

Good round-trip deal

$658 or less

Good one-way deal

$850 or less
Provider with most accurate pricing for Milan (MIL)-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Milan (MIL)-Chicago O'Hare Intl flights.
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From Milan (MIL) to Chicago O'Hare Intl
Search Deals
One-way flight from Milan (MIL) to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($71 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Milan (MIL) to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Milan (MIL) to Chicago O'Hare Intl.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Milan to O'Hare Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 15, 2026.
Use the filters below to find and compare flights from Milan to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MilanChicago

LIN - ORD

LINORD

Milan Linate

Sun 8/30

7:00 am-1:10 pm

1 stop13h 10m

Chicago O'Hare Intl

Tue 9/8

3:00 pm-10:10 am

1 stop12h 10m

$659

MilanChicago

LIN - ORD

LINORD

Milan Linate

Sun 8/30

7:00 am-1:10 pm

1 stop13h 10m

Chicago O'Hare Intl

Sun 9/6

3:00 pm-11:40 am

1 stop13h 40m

$688

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Mon 8/31

9:35 pm-9:25 pm

2 stops30h 50m

Chicago O'Hare Intl

Mon 9/7

7:25 pm-11:00 pm

2 stops20h 35m

$700

MilanChicago

LIN - ORD

LINORD

Milan Linate

Sun 10/18

6:40 am-2:15 pm

1 stop14h 35m

Chicago O'Hare Intl

Mon 10/26

1:35 pm-11:15 am

2 stops15h 40m

$708

MilanChicago

LIN - ORD

LINORD

Milan Linate

Mon 8/31

7:25 am-6:15 pm

1 stop17h 50m

Chicago O'Hare Intl

Mon 9/7

9:15 pm-5:15 pm

1 stop13h 00m

$708

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Mon 9/21

11:35 am-6:33 pm

1 stop13h 58m

Chicago O'Hare Intl

Sun 10/11

5:45 pm-2:45 pm

2 stops14h 00m

$714

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Sun 9/13

6:45 am-4:48 pm

2 stops17h 03m

Chicago O'Hare Intl

Sat 9/19

5:53 pm-5:35 pm

2 stops16h 42m

$718

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Sat 10/31

6:55 am-10:04 pm

2 stops21h 09m

Chicago O'Hare Intl

Sun 11/8

10:30 am-10:35 am

2 stops17h 05m

$718

MilanChicago

LIN - ORD

LINORD

Milan Linate

Fri 11/27

6:30 am-4:37 pm

2 stops17h 07m

Chicago O'Hare Intl

Thu 12/3

4:25 pm-12:00 pm

1 stop12h 35m

$719

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Fri 9/25

6:45 am-4:48 pm

2 stops17h 03m

Chicago O'Hare Intl

Sat 10/3

10:50 am-9:25 am

1 stop15h 35m

$720

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Showing 1-10 of 58 resultsSorted by cheapest first
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Compare providers for flights from Milan to O'Hare Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milan to O'Hare Intl in June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Milan-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milan-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milan-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milan-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milan-Chicago O'Hare Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Milan to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Milan with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Milan to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Milan to Chicago O'Hare Intl Airport?

Currently, November is the cheapest month in which you can book a flight from Milan to Chicago O'Hare Intl Airport (average of $401). Flying from Milan to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $770). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MIL to ORD?

Find hourly flight availability from Milan to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 15, 2026.

When flying from Milan to Chicago O'Hare Intl Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Milan to Chicago O'Hare Intl Airport

Explore weekly flight availability from Milan to O'Hare Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 15, 2026.

The most flights from MIL to ORD are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).

How much does it cost to fly round-trip from Milan to Chicago O'Hare Intl Airport?

How often are flights from Milan to Chicago delayed?

About 22% of weekly flights between Milan and Chicago have experienced delays in the past year, with the average delay time being 209 minutes.

What is the most punctual flight time for Milan to Chicago flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Friday tends to have the lowest number of delays on this route, whereas Tuesday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Milan to Chicago flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 21% of flights being delayed.

The best insider tips for Milan to Chicago O'Hare Intl Airport flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Milan to Chicago O'Hare Intl Airport trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MXP

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to O'Hare Intl. Reviews last updated June 15, 2026.
Read through reviews of airlines operating flights from Milan to Chicago O'Hare Intl Airport, such as United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,830 reviews

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,830 reviews
United Airlines
7.4
Good
9,830 reviews

Comfort

7.3

Overall

7.4

Entertainment

7.1

Boarding

7.7

Food

6.6

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Related info for your journey

Find useful and relevant information for your journey from Milan to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Milan to Chicago O'Hare Intl Airport?

    Airlines like ITA Airways, Delta, and British Airways fly from Milan to Chicago O'Hare Intl Airport in about 13h 10m. The time it takes to get you to your destination can typically vary by up to 4h 40m. Milan and Chicago O'Hare Intl Airport are separated by a distance of 4536 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Milan to Chicago O'Hare Intl Airport?

    Most travelers choose Milan Malpensa - Chicago O'Hare Intl, Milan Linate - Chicago O'Hare Intl or Bergamo Orio Al Serio - Chicago O'Hare Intl when deciding on the best route from Milan to Chicago O'Hare Intl Airport.

  • What are the most reliable airlines from Milan to Chicago O'Hare Intl Airport?

    Before booking your flight to Chicago O'Hare Intl Airport from Milan, check out the most reliable airlines to get you to your destination on time: Brussels Airlines (75%), Air Canada (71%), Austrian Airlines( 71%).

  • What are the cheapest flights from Milan to Chicago O'Hare Intl Airport?

    While on average a flight from Milan to Chicago O'Hare Intl Airport is generally $870, our data shows the cheapest flight currently is $585. When looking at the most popular route, (Milan Malpensa - Chicago O'Hare Intl), you can expect to pay $569 for that flight.

  • Can I find deals for flights from Milan to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Milan to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milan to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milan to O'Hare Intl.

  • Can I find deals for business class flights from Milan to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Milan to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, November is the cheapest month in which you can book a flight from Milan to Chicago O'Hare Intl Airport (average of $401). Flying from Milan to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $770). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Benton Harbor
Rosemont
Schaumburg
Naperville
Lake Geneva
Gurnee
Delavan
Oakbrook Terrace
Downers Grove
Des Plaines
Hoffman Estates
Oak Brook
South Holland
Libertyville
Warrenville
Rockford
Great Lakes
Northbrook
Waukegan
Elk Grove Village

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