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O'Hare Intl

$298+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
MIL — ORD
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheapflights Tip: The best prices from Milan to Chicago O'Hare Intl are usually found in November or March, booked 87 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap 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 August 20, 2025.

Round-trip from

$571
(Mytrip)

One-way from

$298
(Kiwi.com)

Popular in

July

Cheapest in

November

Average price

$737

Good round-trip deal

$916 or less

Good one-way deal

$719 or less
From Milan (MIL) to Chicago O'Hare Intl
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One-way flight from Milan (MIL) to Chicago O'Hare Intl
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Highest demand for flights based on searches. 16% potential increase in price ($132 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Milan (MIL) to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Milan (MIL) to Chicago O'Hare Intl.
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Find 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 August 20, 2025.

This Mytrip deal was found by Cheapflights users on 8/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1710:50 amBGY - ORD
2 stops31h 05mMultiple Airlines
Mon 9/296:10 pmORD - BGY
2 stops17h 00mMultiple Airlines
Deal found 8/19$571
This Mytrip deal was found by Cheapflights users on 8/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1710:05 amBGY - ORD
1 stop15h 55mMultiple Airlines
Mon 9/223:45 pmORD - BGY
1 stop11h 15mMultiple Airlines
Deal found 8/18$586
This Booking.com deal was found by Cheapflights users on 8/19. 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.
Wed 9/1710:35 amMXP - ORD
2 stops31h 20mMultiple Airlines
Sun 9/216:00 pmORD - MXP
2 stops24h 15mMultiple Airlines
Deal found 8/19$588
This Gotogate deal was found by Cheapflights users on 8/18. 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.
Sat 8/231:00 pmLIN - ORD
1 stop31h 10mITA Airways
Sat 9/63:00 pmORD - LIN
1 stop25h 10mITA Airways
Deal found 8/18$589
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Sat 11/88:40 pmMXP - ORD
2 stops25h 20mMultiple Airlines
Fri 11/148:15 pmORD - MXP
1 stop13h 40mMultiple Airlines
Deal found 8/19$590
This Expedia deal was found by Cheapflights users on 8/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/711:45 amLIN - ORD
1 stop13h 10mAer Lingus
Fri 11/143:50 pmORD - LIN
1 stop12h 15mAer Lingus
Deal found 8/20$591
This lol.travel deal was found by Cheapflights users on 8/19. 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.
Mon 9/1512:15 pmMXP - ORD
1 stop14h 56mAir Canada
Sun 9/2812:00 pmORD - MXP
2 stops15h 00mAir Canada
Deal found 8/19$591
This Flighttix deal was found by Cheapflights users on 8/18. 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 Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/129:10 amMXP - ORD
1 stop12h 45mLufthansa
Sun 9/289:35 pmORD - MXP
Nonstop8h 45mLufthansa
Deal found 8/18$592
This Gotogate deal was found by Cheapflights users on 8/19. 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.
Sat 8/302:00 pmLIN - ORD
1 stop30h 10mITA Airways
Sat 9/63:00 pmORD - LIN
1 stop17h 10mITA Airways
Deal found 8/19$593
This American Airlines deal was found by Cheapflights users on 8/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/410:15 amMXP - ORD
1 stop14h 23mAmerican Airlines
Wed 11/126:45 pmORD - MXP
1 stop18h 15mAmerican Airlines
Deal found 8/20$593
This United Airlines deal was found by Cheapflights users on 8/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/711:30 amMXP - ORD
1 stop15h 35mUnited Airlines
Fri 11/148:00 amORD - MXP
2 stops16h 30mUnited Airlines
Deal found 8/20$594
This Gotogate deal was found by Cheapflights users on 8/20. 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 9/157:00 amLIN - ORD
1 stop13h 10mITA Airways
Sun 9/283:00 pmORD - LIN
1 stop21h 10mITA Airways
Deal found 8/20$595

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 August 20, 2025.
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

BergamoChicago

BGY - ORD

BGYORD

Bergamo Orio Al Serio

Wed 9/17

10:50 am-10:55 am

2 stops31h 05m

Chicago O'Hare Intl

Mon 9/29

6:10 pm-6:10 pm

2 stops17h 00m

$571

BergamoChicago

BGY - ORD

BGYORD

Bergamo Orio Al Serio

Wed 9/17

10:05 am-7:00 pm

1 stop15h 55m

Chicago O'Hare Intl

Mon 9/22

3:45 pm-10:00 am

1 stop11h 15m

$586

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Thu 12/18

10:40 am-7:30 pm

2 stops15h 50m

Chicago O'Hare Intl

Wed 1/7

3:35 pm-9:55 am

1 stop11h 20m

$590

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Fri 9/19

9:10 am-2:55 pm

1 stop12h 45m

Chicago O'Hare Intl

Sun 9/28

9:35 pm-1:20 pm

Nonstop8h 45m

$590

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Mon 11/17

11:15 am-4:45 pm

1 stop12h 30m

Chicago O'Hare Intl

Thu 11/27

7:20 pm-10:25 am

1 stop32h 05m

$590

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Sat 11/8

8:40 pm-3:00 pm

2 stops25h 20m

Chicago O'Hare Intl

Wed 11/12

7:10 pm-4:55 pm

1 stop14h 45m

$590

MilanChicago

LIN - ORD

LINORD

Milan Linate

Fri 11/7

11:45 am-5:55 pm

1 stop13h 10m

Chicago O'Hare Intl

Fri 11/14

3:50 pm-11:05 am

1 stop12h 15m

$591

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Wed 9/17

6:40 pm-10:55 am

2 stops23h 15m

Chicago O'Hare Intl

Mon 9/29

5:05 am-4:25 pm

3 stops28h 20m

$591

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Fri 9/12

12:15 pm-8:11 pm

1 stop14h 56m

Chicago O'Hare Intl

Sun 9/28

3:50 pm-2:00 pm

2 stops15h 10m

$592

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Fri 9/12

9:10 am-2:55 pm

1 stop12h 45m

Chicago O'Hare Intl

Sun 9/28

9:35 pm-1:20 pm

Nonstop8h 45m

$592

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 60 results
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The best insider tips for Milan to Chicago O'Hare Intl Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-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.
Cheapflights partnered with top experts to bring you the best recommendations for your Milan to Chicago O'Hare Intl Airport trip
Airports
MXP

For a smooth departure from MXP, consider using the fast track lanes at security, available for purchase online.

Read more about MXPby Ramsey Qubein
ORD

Upon arrival at ORD, expect long walks to immigration in Terminal 5. Be prepared for potentially extensive lines.

Read more about ORDby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MXP

Ramsey Qubein

Ramsey Qubein

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

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 August 8, 2025.

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 87 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, August is the cheapest month in which you can book a flight from Milan to Chicago O'Hare Intl Airport (average of $245). Flying from Milan to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 August 20, 2025.

It’s optimal to fly from Milan to Chicago O'Hare Intl Airport in the morning. By choosing this option you can save up to 36% on the cost of your flight, compared to a flight in the afternoon.

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 August 20, 2025.

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?

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 August 20, 2025.
Read through reviews of airlines operating flights from Milan to Chicago O'Hare Intl Airport, such as United Airlines, Aer Lingus, and TAP AIR PORTUGAL. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,928 reviews

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,928 reviews
United Airlines
7.4
Good
8,928 reviews

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
Aer Lingus
7.1
Good
1,228 reviews
United Airlines
7.4
Good
8,928 reviews

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
TAP AIR PORTUGAL
7.1
Good
1,956 reviews
United Airlines
7.4
Good
8,928 reviews

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
Lufthansa
6.8
Okay
7,337 reviews
United Airlines
7.4
Good
8,928 reviews

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Entertainment

7.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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 Air Canada, Lufthansa, and Scandinavian Airlines fly from Milan to Chicago O'Hare Intl Airport in about 12h 30m. The time it takes to get you to your destination can typically vary by up to 3h 20m. 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 20% 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 (56%), Air Canada (37%), Austrian Airlines( 37%).

  • 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 $1,890, our data shows the cheapest flight currently is $596. When looking at the most popular route, (Milan Malpensa - Chicago O'Hare Intl), you can expect to pay $446 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, August is the cheapest month in which you can book a flight from Milan to Chicago O'Hare Intl Airport (average of $245). Flying from Milan to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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
Hoffman Estates
Beloit
Skokie
Des Plaines
Elgin
Gurnee
Arlington Heights
Racine
Rockford
Great Lakes
Orland Park
Naperville
Merrillville
Elk Grove Village
Downers Grove
Evanston
Lake Geneva
Joliet

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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
Bergamo to O'Hare Intl flights
Linate 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
British AirwaysCheapest$525Average$716FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$626Average$861FlexibilityNo cancel feeOn-time69%

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