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$212+ Cheap flights from O'Hare Intl (ORD) to Milan (MIL)

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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MIL
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Milan are usually found in January or February, booked 31 days in advance, depart on a Tuesday or Sunday and return on a Tuesday

Cheap flight deals from O'Hare Intl to Milan

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Milan (MIL). 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

$504
(FlightHub)

One-way from

$212
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$806

Good round-trip deal

$807 or less

Good one-way deal

$578 or less
From Chicago O'Hare Intl to Milan (MIL)
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One-way flight from Chicago O'Hare Intl to Milan (MIL)
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Highest demand for flights based on searches. 23% potential increase in price ($248 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($43 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 Chicago O'Hare Intl to Milan (MIL).
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Price to beat on a one-way flight from Chicago O'Hare Intl to Milan (MIL).
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Find flight deals from O'Hare Intl to Milan

Cheapest flights from O'Hare Intl to Milan
Explore the most affordable flight options available from O'Hare Intl to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 20, 2025.

This Scandinavian 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/47:15 pmORD - MXP
1 stop11h 55mScandinavian Airlines
Sat 10/117:35 pmMXP - ORD
2 stops27h 35mScandinavian Airlines
Deal found 8/20$502
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/3011:25 amORD - MXP
1 stop14h 20mTurkish Airlines
Thu 10/163:10 pmMXP - ORD
1 stop25h 30mTurkish Airlines
Deal found 8/20$503
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/811:25 amORD - MXP
1 stop23h 45mTurkish Airlines
Fri 9/196:50 amMXP - ORD
1 stop18h 05mTurkish Airlines
Deal found 8/19$504
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/257:15 pmORD - MXP
1 stop17h 00mScandinavian Airlines
Wed 10/153:30 pmMXP - ORD
1 stop31h 40mScandinavian Airlines
Deal found 8/20$505
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/207:20 pmORD - MXP
1 stop32h 05mScandinavian Airlines
Sun 11/308:00 pmMXP - ORD
1 stop27h 45mScandinavian Airlines
Deal found 8/19$506
This Scandinavian Airlines 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/237:20 pmORD - MXP
1 stop16h 50mScandinavian Airlines
Mon 12/111:15 amMXP - ORD
1 stop12h 30mScandinavian Airlines
Deal found 8/18$507
This Scandinavian Airlines 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/197:15 pmORD - MXP
1 stop32h 15mScandinavian Airlines
Tue 11/118:00 pmMXP - ORD
1 stop27h 45mScandinavian Airlines
Deal found 8/19$508
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/87:15 pmORD - MXP
2 stops17h 40mScandinavian Airlines
Tue 9/239:15 amMXP - ORD
2 stops19h 00mScandinavian Airlines
Deal found 8/18$510
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/287:15 pmORD - MXP
1 stop17h 00mScandinavian Airlines
Sun 10/59:15 amMXP - ORD
1 stop13h 55mScandinavian Airlines
Deal found 8/19$512
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1611:25 amORD - MXP
1 stop14h 20mTurkish Airlines
Tue 10/710:45 amMXP - ORD
1 stop29h 55mTurkish Airlines
Deal found 8/19$513
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/127:15 pmORD - LIN
2 stops33h 55mScandinavian Airlines
Thu 10/3012:55 pmLIN - ORD
2 stops34h 50mScandinavian Airlines
Deal found 8/19$534
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/268:20 pmORD - LIN
2 stops33h 45mScandinavian Airlines
Thu 11/612:55 pmLIN - ORD
2 stops34h 50mScandinavian Airlines
Deal found 8/18$536

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Milan 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 Chicago O'Hare Intl Airport to Milan that are best for you.

Fly from

O'Hare Intl

Fly to

Milan

Route

Depart

Return

Price

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Tue 9/23

7:15 pm-7:15 pm

1 stop17h 00m

Milan Malpensa

Sun 10/5

9:15 am-4:10 pm

1 stop13h 55m

$505

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Tue 11/18

10:10 am-8:25 am

2 stops39h 15m

Milan Malpensa

Wed 12/3

1:00 pm-4:45 pm

2 stops34h 45m

$507

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 10/19

7:15 pm-10:30 am

1 stop32h 15m

Milan Malpensa

Tue 11/11

8:00 pm-4:45 pm

1 stop27h 45m

$508

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Thu 10/23

7:15 pm-7:15 pm

1 stop17h 00m

Milan Malpensa

Tue 11/11

8:00 pm-4:45 pm

1 stop27h 45m

$508

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sat 10/4

7:15 pm-5:35 pm

2 stops15h 20m

Milan Malpensa

Sat 10/11

7:35 pm-4:10 pm

2 stops27h 35m

$510

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 10/15

11:25 am-8:45 am

1 stop14h 20m

Milan Malpensa

Sun 10/19

8:10 pm-10:00 pm

1 stop32h 50m

$513

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 9/15

11:45 pm-8:45 am

1 stop26h 00m

Milan Malpensa

Thu 9/25

6:50 am-5:55 pm

1 stop18h 05m

$513

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Tue 9/23

11:25 am-8:45 am

1 stop14h 20m

Milan Malpensa

Tue 10/7

3:10 pm-9:40 am

1 stop25h 30m

$513

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 10/8

11:25 am-8:45 am

1 stop14h 20m

Milan Malpensa

Tue 10/14

8:10 pm-9:40 am

1 stop20h 30m

$513

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Tue 9/30

7:50 pm-6:10 pm

1 stop15h 20m

Milan Malpensa

Thu 10/16

10:45 am-5:55 pm

1 stop38h 10m

$513

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 Chicago O'Hare Intl Airport to Milan 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 Chicago O'Hare Intl Airport to Milan trip
Airports
ORD

For a smooth departure from ORD, consider taking the 'L' train to avoid traffic delays common with taxis and rideshares.

Read more about ORDby Ramsey Qubein
MXP

Take the Malpensa Express train from MXP to Milan Central Station for a convenient 45-minute ride to the city.

Read more about MXPby 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 O'Hare Intl to Milan

Have a flexible travel schedule? Discover the best time to fly to Milan from O'Hare Intl 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 Chicago O'Hare Intl Airport to Milan

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

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Milan. Price data was last updated on August 8, 2025.

To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to Milan, you should look to book at least 31 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 Chicago O'Hare Intl Airport to Milan?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Milan (average of $594). Flying from Chicago O'Hare Intl Airport to Milan in June is currently the most expensive (average of $977). 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 ORD to MIL?

Find hourly flight availability from O'Hare Intl to Milan. 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 typically best to fly out from Chicago O'Hare Intl Airport to Milan in the morning. Doing so could potentially save you 39% on the flight price compared to flying in the evening, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Milan. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Milan flight should consider departing on Sunday mornings when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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

Explore weekly flight availability from O'Hare Intl to Milan. 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 ORD to MIL are scheduled on a Monday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 on average).

What’s the top layover airport for flights from Chicago O'Hare Intl Airport to Milan?

Share of 1-stop round-trip flights from Chicago O'Hare Intl Airport to Milan chosen by Cheapflights users in the past 12 months, using the same layover each way.

Copenhagen (CPH) – chosen by Cheapflights users on 40% of 1-stop itineraries from Chicago O'Hare Intl Airport to Milan on Cheapflights.

What’s the cheapest layover airport for flights from Chicago O'Hare Intl Airport to Milan?

Average round-trip fare for 1-stop flights from Chicago O'Hare Intl Airport to Milan, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Copenhagen (CPH) is the most affordable 1-stop option, with an average round-trip price of $515.

What’s the fastest layover option from Chicago O'Hare Intl Airport to Milan?

Shortest average travel time for 1-stop one-way flights from Chicago O'Hare Intl Airport to Milan, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Helsinki (HEL) have the shortest average one-way travel time for 1-stop routes: 13h 45m.

Which airport typically offers the quickest layover for flights from Chicago O'Hare Intl Airport to Milan?

Average layover duration for 1-stop one-way flights from Chicago O'Hare Intl Airport to Milan, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Helsinki (HEL) offer the fastest connection on this route, with an average layover time of 1h 38m.

Reviews of airlines servicing Milan

Get insights into the airlines that provide service to Milan. 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 Milan. Reviews last updated August 20, 2025.
See what other customers who have flown with Scandinavian Airlines, United Airlines, and Aer Lingus from Chicago O'Hare Intl Airport to Milan have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Scandinavian Airlines
7.4
Good
1,471 reviews

Food

6.6

Boarding

7.6

Crew

8.0

Comfort

7.3

Entertainment

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Kent,Aug 2025

CPH - SEA

When I got to Copenhagen, my two suitcases were missing from Monday 1030. I got them back Friday after five in the afternoon. My flight from Copenhagen to Seattle did not make the connection from Seattle to Honolulu
Scandinavian Airlines
7.4
Good
1,471 reviews
Scandinavian Airlines
7.4
Good
1,471 reviews

Food

6.6

Boarding

7.6

Crew

8.0

Comfort

7.3

Entertainment

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Kent,Aug 2025

CPH - SEA

When I got to Copenhagen, my two suitcases were missing from Monday 1030. I got them back Friday after five in the afternoon. My flight from Copenhagen to Seattle did not make the connection from Seattle to Honolulu
United Airlines
7.4
Good
8,928 reviews
Scandinavian Airlines
7.4
Good
1,471 reviews

Food

6.6

Boarding

7.6

Crew

8.0

Comfort

7.3

Entertainment

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Kent,Aug 2025

CPH - SEA

When I got to Copenhagen, my two suitcases were missing from Monday 1030. I got them back Friday after five in the afternoon. My flight from Copenhagen to Seattle did not make the connection from Seattle to Honolulu
Aer Lingus
7.1
Good
1,228 reviews
Scandinavian Airlines
7.4
Good
1,471 reviews

Food

6.6

Boarding

7.6

Crew

8.0

Comfort

7.3

Entertainment

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Kent,Aug 2025

CPH - SEA

When I got to Copenhagen, my two suitcases were missing from Monday 1030. I got them back Friday after five in the afternoon. My flight from Copenhagen to Seattle did not make the connection from Seattle to Honolulu
TAP AIR PORTUGAL
7.1
Good
1,956 reviews
Scandinavian Airlines
7.4
Good
1,471 reviews

Food

6.6

Boarding

7.6

Crew

8.0

Comfort

7.3

Entertainment

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Kent,Aug 2025

CPH - SEA

When I got to Copenhagen, my two suitcases were missing from Monday 1030. I got them back Friday after five in the afternoon. My flight from Copenhagen to Seattle did not make the connection from Seattle to Honolulu
British Airways
6.7
Okay
7,289 reviews
Scandinavian Airlines
7.4
Good
1,471 reviews

Food

6.6

Boarding

7.6

Crew

8.0

Comfort

7.3

Entertainment

6.6

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Kent,Aug 2025

CPH - SEA

When I got to Copenhagen, my two suitcases were missing from Monday 1030. I got them back Friday after five in the afternoon. My flight from Copenhagen to Seattle did not make the connection from Seattle to Honolulu

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Milan. 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 Chicago O'Hare Intl Airport to Milan?

    Airlines like Scandinavian Airlines fly from Chicago O'Hare Intl Airport to Milan in about 17h. The time it takes to get you to your destination can typically vary by up to . Chicago O'Hare Intl Airport and Milan are separated by a distance of 4508 mi.

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

    According to our current data, Icelandair ($382), Delta ($419), and Scandinavian Airlines ($423) offers the cheapest pricing from Chicago O'Hare Intl Airport to Milan. Icelandair is currently priced 53% below the average price you’ll pay for this route.

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

    The most popular route from Chicago O'Hare Intl Airport to Milan is Chicago O'Hare Intl - Milan Malpensa. You may also consider Chicago O'Hare Intl - Milan Linate or Chicago O'Hare Intl - Bergamo Orio Al Serio.

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

    The top 3 most reliable airlines when flying from Chicago O'Hare Intl Airport to Milan are Lufthansa (53%), Qatar Airways (50%) and Air Canada (45%).

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

    Looking at all options, your cheapest flight can be booked for $574. While the most popular route (Chicago O'Hare Intl - Milan Malpensa) can be booked for $370 on average our data indicates $808 when flying from Chicago O'Hare Intl Airport to Milan.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from O'Hare Intl to Milan 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 Chicago O'Hare Intl Airport to Milan?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Milan (average of $594). Flying from Chicago O'Hare Intl Airport to Milan in June is currently the most expensive (average of $977). 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 Milan?

Book flights to Milan if you plan to visit one of these locations
Monza
Menaggio
Rho
Lainate
Porlezza
Novara
Lecco
Brescia
Assago
Bellagio
Stresa

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Alternative routes for O'Hare Intl to Milan

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

Top 10 airlines flying from O'Hare Intl to Milan

Discover the top 10 airlines that operate flights from O'Hare Intl to Milan. 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
IcelandairCheapest$382Average$722FlexibilityNo cancel feeOn-time76%
DeltaCheapest$419Average$929FlexibilityNo cancel feeOn-timeN/A
Scandinavian AirlinesCheapest$423Average$603FlexibilityNo cancel feeOn-time77%
TAP AIR PORTUGALCheapest$470Average$690FlexibilityNo cancel feeOn-timeN/A
Turkish AirlinesCheapest$518Average$576FlexibilityNo cancel feeOn-time77%
British AirwaysCheapest$536Average$885FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$550Average$796FlexibilityNo cancel feeOn-time71%
Air FranceCheapest$575Average$961FlexibilityNo cancel feeOn-time77%
ITA AirwaysCheapest$584Average$913FlexibilityNo cancel feeOn-time81%
Aer LingusCheapest$588Average$822FlexibilityNo cancel feeOn-timeN/A

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