Madrid

$326+ Cheap flights from Chicago (CHI) to Madrid, Spain (MAD)

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 7/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAD
Apr 22 — Apr 291
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Find cheap flights from Chicago to Madrid with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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Cheapflights Tip: The best prices from Chicago to Madrid Barajas are usually found in February or January, booked 86 days in advance, depart on a Wednesday or Sunday and return on a Thursday

Cheap flight deals from Chicago to Madrid

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Madrid (MAD). 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 April 17, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$557
(Orbitz)

One-way from

$326
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$684

Good round-trip deal

$743 or less

Good one-way deal

$561 or less
Provider with most accurate pricing for Chicago (CHI)-Madrid Barajas flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Madrid Barajas flights.
From Chicago (CHI) to Madrid Barajas
One-way flight from Chicago (CHI) to Madrid Barajas
Highest demand for flights based on searches. 25% potential increase in price ($254 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($35 potential savings vs. average RT price).
Average for round-trip flights in April 2025
Price to beat on a round-trip flight from Chicago (CHI) to Madrid Barajas.
Price to beat on a one-way flight from Chicago (CHI) to Madrid Barajas.

Find flight deals from Chicago to Madrid

Cheapest flights from Chicago to Madrid
Explore the most affordable flight options available from Chicago to Madrid. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This Finnair deal was found by Cheapflights users on 4/15. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:45 pmORD - MAD
Nonstop8h 10mFinnair
Fri 11/1411:35 amMAD - ORD
Nonstop9h 55mFinnair
Deal found 4/15$453
This Finnair deal was found by Cheapflights users on 4/15. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/271:15 pmORD - MAD
1 stop10h 30mMultiple Airlines
Fri 11/1411:35 amMAD - ORD
Nonstop9h 55mMultiple Airlines
Deal found 4/15$457
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Wed 10/296:00 pmORD - MAD
1 stop11h 50mAmerican Airlines
Wed 11/1211:35 amMAD - ORD
Nonstop9h 55mAmerican Airlines
Deal found 4/16$466
This oojo deal was found by Cheapflights users on 4/16. 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.
Wed 10/299:25 pmORD - MAD
1 stop19h 55mTAP AIR PORTUGAL
Tue 11/46:00 pmMAD - ORD
1 stop28h 30mTAP AIR PORTUGAL
Deal found 4/16$476
This oojo deal was found by Cheapflights users on 4/16. 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.
Mon 9/227:15 pmORD - MAD
1 stop14h 05mBritish Airways
Mon 10/69:15 pmMAD - ORD
1 stop23h 35mBritish Airways
Deal found 4/16$489
This Cheapflightsfares deal was found by Cheapflights users on 4/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2212:54 pmORD - MAD
1 stop12h 21mIberia
Wed 11/511:35 amMAD - ORD
Nonstop9h 55mIberia
Deal found 4/15$494
This Air Canada deal was found by Cheapflights users on 4/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/310:40 amORD - MAD
1 stop14h 10mAir Canada
Thu 10/96:20 amMAD - ORD
2 stops15h 30mAir Canada
Deal found 4/16$559
This FlightHub deal was found by Cheapflights users on 4/17. 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 9/87:15 pmORD - MAD
1 stop33h 55mScandinavian Airlines
Sun 9/146:35 pmMAD - ORD
1 stop28h 35mScandinavian Airlines
Deal found 4/17$560
This Lufthansa deal was found by Cheapflights users on 4/16. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/149:40 pmORD - MAD
1 stop17h 45mLufthansa
Mon 10/206:20 pmMAD - ORD
1 stop25h 10mLufthansa
Deal found 4/16$561
This Delta deal was found by Cheapflights users on 4/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/45:59 pmMDW - MAD
2 stops14h 26mDelta
Tue 11/186:00 amMAD - MDW
2 stops19h 07mDelta
Deal found 4/17$563
This United Airlines deal was found by Cheapflights users on 4/16. 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.
Thu 10/910:40 amORD - MAD
1 stop14h 10mUnited Airlines
Tue 10/2112:15 pmMAD - ORD
1 stop14h 56mUnited Airlines
Deal found 4/16$563
This Expedia deal was found by Cheapflights users on 4/16. 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.
Mon 5/53:45 pmORD - MAD
1 stop11h 10mAer Lingus
Wed 5/1410:35 amMAD - ORD
1 stop15h 25mAer Lingus
Deal found 4/16$564

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Madrid 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 April 17, 2025.
Use the filters below to find and compare flights from Chicago to Madrid that are best for you.

Fly from

Chicago

Fly to

Madrid

Route

Depart

Return

Price

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 9/22

7:15 pm-4:20 pm

1 stop14h 05m

Madrid Barajas

Mon 10/6

9:15 pm-1:50 pm

1 stop23h 35m

$489

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Fri 10/3

6:00 pm-12:40 pm

1 stop11h 40m

Madrid Barajas

Thu 10/9

7:40 am-12:35 pm

1 stop11h 55m

$516

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 9/22

10:40 am-7:50 am

1 stop14h 10m

Madrid Barajas

Mon 10/6

12:45 pm-9:07 pm

2 stops15h 22m

$525

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Fri 10/3

10:40 am-7:50 am

1 stop14h 10m

Madrid Barajas

Thu 10/9

6:20 am-2:50 pm

2 stops15h 30m

$559

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 8/25

7:15 pm-12:10 pm

1 stop33h 55m

Madrid Barajas

Wed 9/3

12:55 pm-4:10 pm

1 stop34h 15m

$560

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 10/14

9:40 pm-10:25 pm

1 stop17h 45m

Madrid Barajas

Mon 10/20

6:20 pm-12:30 pm

1 stop25h 10m

$561

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 10/14

10:35 pm-5:30 pm

1 stop11h 55m

Madrid Barajas

Sun 10/26

7:40 am-2:55 pm

1 stop13h 15m

$562

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Thu 10/9

10:40 am-7:50 am

1 stop14h 10m

Madrid Barajas

Tue 10/21

12:15 pm-8:11 pm

1 stop14h 56m

$563

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 5/5

3:45 pm-9:55 am

1 stop11h 10m

Madrid Barajas

Wed 5/14

10:35 am-7:00 pm

1 stop15h 25m

$564

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 9/9

4:20 pm-1:40 pm

1 stop14h 20m

Madrid Barajas

Thu 9/18

7:05 am-2:10 pm

1 stop14h 05m

$565

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 38 results
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Compare providers for flights from Chicago to Madrid

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 Chicago to Madrid in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy1 starTrust Score*2 stars
CheapOairPrice Accuracy1 starTrust 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 Chicago-Madrid flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Madrid flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago-Madrid flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Madrid flights, Cheapflights users trust AranGrant the most. AranGrant 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 Chicago-Madrid flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

The best insider tips for Chicago to Madrid 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 to Madrid trip
Airports
ORD

For a smooth departure from ORD, use the free shuttle train between terminals to save time navigating the sprawling layout.

Read more about ORDby Ramsey Qubein
MAD

Upon arrival at MAD, consider using the Express Airport Bus for a quick and affordable ride to central Madrid.

Read more about MADby Lori Zaino
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

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
Lori Zaino

Lori Zaino

Expert on MAD

Lori Zaino

Lori Zaino

US-born but now based in Spain, Lori's visited 60 countries---and written about them for publications like CNN, Forbes, The Points Guy, NBC, and TripAdvisor. She loves combining affordable adventures with luxury travel experiences and feels equally at home salsa dancing in Colombia, sipping wine in a French castle, or backpacking through Malaysia.

Read more

Best time to book a flight from Chicago to Madrid

Have a flexible travel schedule? Discover the best time to fly to Madrid from Chicago 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 to Madrid

How far ahead should I book a flight from Chicago to Madrid?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Madrid. Price data was last updated on April 11, 2025.

The price you pay for your flight from Chicago to Madrid may vary depending on when you book. For the best chance of a lower fare, look to book 86 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Madrid?

Currently, November is the cheapest month in which you can book a flight from Chicago to Madrid (average of $543). Flying from Chicago to Madrid in June is currently the most expensive (average of $1,101). 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 CHI to MAD?

Find hourly flight availability from Chicago to Madrid. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 17, 2025.

When flying from Chicago to Madrid, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 20% versus a flight in the evening.

What is the cheapest day to fly from Chicago to Madrid?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Madrid. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Madrid flight should consider departing on Wednesday mornings when fares are most often at their lowest. Thursday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Madrid

Explore weekly flight availability from Chicago to Madrid. 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 April 17, 2025.

The most flights from CHI to MAD are scheduled on a Tuesday (10 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).

Rainfall in Madrid by month

Plan your trip to Madrid by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Madrid ranges from 0.4 - 2.4 inches per month. November is typically the wettest month, when rainfall can reach 2.4 in. July is typically the driest time to visit Madrid when rainfall is around 0.4 in.

Temperature in Madrid by month

Plan your trip to Madrid by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Madrid, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Madrid

Get insights into the airlines that provide service to Madrid. 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 Madrid. Reviews last updated April 17, 2025.
To help decide which airline to fly from Chicago to Madrid, see what other customers have to say about Delta, KLM and Finnair. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good
8.0
Very good

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Entertainment

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Madrid. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to Madrid from Chicago?

    If you book a flight to Madrid from Chicago, you will be flying to Barajas, which is the city’s only airport. Madrid Barajas (MAD) is located 8.5 mi from the center of Madrid. There are 9 flights from Chicago to Barajas per day from 17 different airlines.

  • What are the cheapest airlines flying from Chicago to Madrid round-trip?

    Iberia, at $557, was found to be the cheapest airline from Chicago to Madrid.Alternate airlines to your destination round-trip include Aer Lingus and Delta. You may be able to fly from Chicago to Madrid for 24% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to Madrid one-way?

    The cheapest airline one-way is TAP AIR PORTUGAL, with whom users have recently found tickets for as low as $328. However, be on the lookout for offers from JetBlue and Lufthansa, as they are both options that can get you from Chicago to Madrid for a low price.

  • What are the most reliable airlines from Chicago to Madrid?

    Consider American Airlines (81%), Finnair (81%) or Iberia (81%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Madrid.

  • What are the cheapest flights from Chicago to Madrid?

    Looking for the cheapest flight from Chicago to Madrid? While on average our users pay $1,833, our data indicates the cheapest price to be $464. The most popular route (Chicago O'Hare Intl - Madrid Barajas), is priced around $452.

  • Where are the most common layover locations when flying from Chicago to Madrid?

  • What are some popular things to do or see while on a layover in Lisbon?

    Chiado, Praça do Marquês de Pombal, and Centro Cultural de Belém are currently the most popular points of interest in Lisbon at the moment. Chiado, Praça do Marquês de Pombal and Centro Cultural de Belém are located about 4.5 mi, 3.6 mi, and 6.8 mi, respectively from Lisbon Humberto Delgado if you are interested in checking them out. Travelers can book a car rental at Lisbon Humberto Delgado for about $21 per day to make their sightseeing more efficient.

  • What are some popular points of interest to see during a layover in New York?

    Most New York visitors opt to spend their time at Times Square, New York City Center, and Madison Square Garden. Times Square, New York City Center, and Madison Square Garden can be visited by traveling about 13.6 mi, 13.6 mi, and 13.6 mi respectively from New York John F Kennedy Intl. Those on a layover in New York in need of a rental car can book one at New York John F Kennedy Intl for about $68.

  • Where are the least popular layover locations for Chicago to Madrid flights?

  • Can I find deals for flights from Chicago to Madrid that include hotel bookings?

    Yes. In addition to deals on Chicago to Madrid flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Madrid?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Madrid.

  • Can I find deals for business class flights from Chicago to Madrid?

    Yes. Cheapflights offers flight deals from Chicago to Madrid 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 to Madrid?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Madrid (average of $543). Flying from Chicago to Madrid in June is currently the most expensive (average of $1,101). 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?

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Alternative routes for Chicago to Madrid

See prices for flight routes from nearby airports that may be better suited for you.

Top 10 airlines flying from Chicago to Madrid

Discover the top 10 airlines that operate flights from Chicago to Madrid. 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$355Average$557FlexibilityNo cancel feeOn-timeN/A
Scandinavian AirlinesCheapest$384Average$496FlexibilityNo cancel feeOn-time77%
FinnairCheapest$450Average$648FlexibilityNo cancel feeOn-time76%
IberiaCheapest$461Average$803FlexibilityNo cancel feeOn-time77%
DeltaCheapest$465Average$785FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$470Average$701FlexibilityNo cancel feeOn-time67%
KLMCheapest$477Average$687FlexibilityNo cancel feeOn-time75%
British AirwaysCheapest$479Average$666FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$490Average$792FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$503Average$665FlexibilityNo cancel feeOn-timeN/A

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