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O'Hare Intl

$299+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
MIL — ORD
feb. 24 — mar. 31
mar. 2/24
mar. 3/3
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Milan to Chicago O'Hare Intl are usually found in March or February, booked 56 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

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 enero 25, 2026.

This lol.travel deal was found by Cheapflights users on 1/23. 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.
sáb. 2/145:45 pm
MXP
-
ORD
1 stop28h 00m
TAP AIR PORTUGAL
dom. 3/18:25 pm
ORD
-
MXP
1 stop13h 30m
TAP AIR PORTUGAL
Deal found 1/23$431
This lol.travel deal was found by Cheapflights users on 1/23. 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.
jue. 2/55:45 pm
MXP
-
ORD
1 stop28h 40m
TAP AIR PORTUGAL
mié. 2/187:10 pm
ORD
-
MXP
1 stop21h 25m
TAP AIR PORTUGAL
Deal found 1/23$433
This lol.travel deal was found by Cheapflights users on 1/24. 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.
jue. 2/55:45 pm
MXP
-
ORD
1 stop28h 40m
TAP AIR PORTUGAL
vie. 2/208:15 pm
ORD
-
MXP
1 stop20h 20m
TAP AIR PORTUGAL
Deal found 1/24$435
This Booking.com deal was found by Cheapflights users on 1/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 1/245:45 pm
MXP
-
ORD
1 stop28h 00m
TAP AIR PORTUGAL
dom. 2/88:25 pm
ORD
-
MXP
1 stop13h 30m
TAP AIR PORTUGAL
Deal found 1/23$467
This Finnair deal was found by Cheapflights users on 1/23. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 8/247:30 pm
MXP
-
ORD
1 stop24h 00m
Multiple Airlines
lun. 8/3110:35 pm
ORD
-
MXP
1 stop18h 00m
Multiple Airlines
Deal found 1/23$478
This Finnair deal was found by Cheapflights users on 1/24. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/411:10 am
LIN
-
ORD
1 stop14h 05m
Multiple Airlines
dom. 9/139:00 pm
ORD
-
LIN
1 stop13h 15m
Multiple Airlines
Deal found 1/24$481
This lol.travel deal was found by Cheapflights users on 1/23. 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.
mar. 9/18:30 am
MXP
-
ORD
1 stop16h 45m
Multiple Airlines
sáb. 9/265:00 pm
ORD
-
MXP
1 stop12h 50m
Multiple Airlines
Deal found 1/23$492
This oojo deal was found by Cheapflights users on 1/22. 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.
mar. 1/275:45 pm
MXP
-
ORD
1 stop28h 15m
TAP AIR PORTUGAL
mié. 2/47:10 pm
ORD
-
MXP
1 stop21h 25m
TAP AIR PORTUGAL
Deal found 1/22$520
This JetBlue deal was found by Cheapflights users on 1/23. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 5/2010:00 am
MXP
-
ORD
1 stop18h 36m
JetBlue
lun. 6/19:30 am
ORD
-
MXP
1 stop15h 40m
JetBlue
Deal found 1/23$523
This Finnair deal was found by Cheapflights users on 1/24. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/218:55 am
MXP
-
ORD
1 stop16h 20m
Multiple Airlines
dom. 5/315:00 pm
ORD
-
MXP
1 stop13h 20m
Multiple Airlines
Deal found 1/24$526
This Finnair deal was found by Cheapflights users on 1/23. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/217:25 am
LIN
-
ORD
1 stop13h 25m
Multiple Airlines
dom. 5/315:00 pm
ORD
-
LIN
1 stop12h 30m
Multiple Airlines
Deal found 1/23$527
This Gotogate deal was found by Cheapflights users on 1/24. 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.
vie. 9/410:55 pm
MXP
-
ORD
1 stop26h 20m
Icelandair
vie. 9/1110:25 pm
ORD
-
MXP
1 stop33h 45m
Icelandair
Deal found 1/24$528

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 enero 25, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$431
(lol.travel)

One-way from

$299
(Kiwi.com)

Popular in

July

Cheapest in

March

Average price

$812

Good round-trip deal

$884 or less

Good one-way deal

$998 or less
Provider with most accurate pricing for Milan (MIL)-Chicago O'Hare Intl flight deals.
Search Deals
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. 12% potential increase in price ($101 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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.
Search Deals

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 enero 25, 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

Milan

Fly to

O'Hare Intl

Route

Depart

Return

Price

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

mié. 5/20

10:00 am-9:36 pm

1 stop18h 36m

Chicago O'Hare Intl

lun. 6/1

9:30 am-8:10 am

1 stop15h 40m

$523

MilanChicago

LIN - ORD

LINORD

Milan Linate

jue. 5/21

7:25 am-1:50 pm

1 stop13h 25m

Chicago O'Hare Intl

dom. 5/31

5:00 pm-12:30 pm

1 stop12h 30m

$527

MilanChicago

LIN - ORD

LINORD

Milan Linate

jue. 5/21

7:25 am-6:15 pm

1 stop17h 50m

Chicago O'Hare Intl

mar. 5/26

9:15 pm-5:15 pm

1 stop13h 00m

$527

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

vie. 5/22

10:55 pm-6:15 pm

1 stop26h 20m

Chicago O'Hare Intl

lun. 6/1

7:25 pm-9:55 pm

1 stop19h 30m

$565

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

sáb. 5/16

4:20 pm-6:15 pm

1 stop32h 55m

Chicago O'Hare Intl

mar. 5/26

10:25 pm-3:10 pm

1 stop33h 45m

$565

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

jue. 5/21

4:20 pm-6:15 pm

1 stop32h 55m

Chicago O'Hare Intl

mar. 5/26

10:25 pm-3:10 pm

1 stop33h 45m

$567

MilanChicago

LIN - ORD

LINORD

Milan Linate

dom. 5/17

7:25 am-5:35 pm

1 stop17h 10m

Chicago O'Hare Intl

jue. 5/28

5:00 pm-1:20 pm

1 stop13h 20m

$572

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

sáb. 4/25

9:00 am-7:25 pm

2 stops17h 25m

Chicago O'Hare Intl

mié. 4/29

12:50 pm-10:20 am

1 stop14h 30m

$585

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

vie. 4/10

7:25 am-3:55 pm

1 stop15h 30m

Chicago O'Hare Intl

jue. 4/30

9:15 pm-11:35 pm

1 stop19h 20m

$593

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

lun. 3/9

9:15 am-5:45 pm

1 stop14h 30m

Chicago O'Hare Intl

lun. 3/16

8:20 pm-7:10 pm

1 stop16h 50m

$595

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/24

Showing 1-10 of 57 results
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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 January.
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

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

Use this chart to determine the optimal time to book a round-trip flight from Milan to O'Hare Intl. Price data was last updated on January 23, 2026.

To ensure you get the cheapest price possible for a flight from Milan to Chicago O'Hare Intl Airport, you should look to book at least 55 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 $431). Flying from Milan to Chicago O'Hare Intl Airport in January is currently the most expensive (average of $968). 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.

How often are flights from Milan to Chicago delayed?

About 21% of weekly flights between Milan and Chicago have experienced delays in the past year, with the average delay time being 214 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, Qatar Airways have had the lowest number of delays on this route, with just 20% 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 enero 25, 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
9,198 reviews

Overall

7.4

Boarding

7.7

Entertainment

7.1

Crew

8.1

Comfort

7.3

Food

6.6

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
9,198 reviews
United Airlines
7.4
Good
9,198 reviews

Overall

7.4

Boarding

7.7

Entertainment

7.1

Crew

8.1

Comfort

7.3

Food

6.6

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 JetBlue, Icelandair, and Air Canada fly from Milan to Chicago O'Hare Intl Airport in about 17h 25m. The time it takes to get you to your destination can typically vary by up to 8h 55m. Milan and Chicago O'Hare Intl Airport are separated by a distance of 4508 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Milan to Chicago O'Hare Intl Airport round-trip?

    Cheapflights users have booked flights from Milan to Chicago O'Hare Intl Airport round-trip from $525. Another airline that can offer you cheap pricing is United Airlines. British Airways is 25% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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: Qatar Airways (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 $827, our data shows the cheapest flight currently is $705. When looking at the most popular route, (Milan Malpensa - Chicago O'Hare Intl), you can expect to pay $431 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 $431). Flying from Milan to Chicago O'Hare Intl Airport in January is currently the most expensive (average of $968). 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
Schaumburg
Rosemont
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Des Plaines
Downers Grove
Elk Grove Village
Skokie
Libertyville
Lake Geneva
Waukegan
Bridgeview
Kenosha
Warrenville
Aurora

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Alternative routes for Milan to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Malpensa to O'Hare Intl flights
Linate to O'Hare Intl flights
Bergamo to O'Hare Intl flights
Verona to O'Hare Intl flights

Top 2 airlines flying from Milan to O'Hare Intl

Discover the top 2 airlines that operate flights from Milan to O'Hare Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated enero 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
British AirwaysCheapest$525Average$716FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$672Average$977FlexibilityNo cancel feeOn-time69%

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