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$529+ Cheap flights from London (LON) to Chicago (CHI)

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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
LON — CHI
Jun 8 — Jun 151
Mon 6/8
Mon 6/15
1 adult, Economy
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Find cheap flights from London to Chicago 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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3. Compare prices and book

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Cheapflights Tip: The best prices from London to Chicago are usually found in February or November, booked 35 days in advance, depart on a Friday or Wednesday and return on a Tuesday

Cheap flight deals from London to Chicago

Cheapest flights from London to Chicago
Explore the most affordable flight options available from London to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 9, 2026.

This oojo deal was found by Cheapflights users on 5/7. 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 10/222:50 pm
LGW
-
ORD
1 stop31h 10m
TAP AIR PORTUGAL
Sun 11/18:10 pm
ORD
-
LGW
2 stops18h 25m
TAP AIR PORTUGAL
Deal found 5/7$686
This The Travel House deal was found by Cheapflights users on 5/7. 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 The Travel House is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/161:05 pm
LHR
-
ORD
1 stop11h 10m
Icelandair
Fri 10/910:25 pm
ORD
-
LHR
1 stop15h 55m
Icelandair
Deal found 5/7$687
This TravelUp deal was found by Cheapflights users on 5/7. 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 TravelUp is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:00 am
LHR
-
ORD
1 stop14h 00m
TAP AIR PORTUGAL
Sun 10/46:00 pm
ORD
-
LHR
1 stop12h 45m
TAP AIR PORTUGAL
Deal found 5/7$689
This The Travel House deal was found by Cheapflights users on 5/6. 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 The Travel House is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:00 pm
LGW
-
ORD
1 stop14h 25m
Icelandair
Tue 9/810:25 pm
ORD
-
LGW
1 stop10h 15m
Icelandair
Deal found 5/6$690
This Gotogate deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:50 pm
LHR
-
ORD
1 stop26h 10m
TAP AIR PORTUGAL
Sun 9/276:00 pm
ORD
-
LHR
1 stop18h 50m
TAP AIR PORTUGAL
Deal found 5/8$690
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Sat 9/128:00 am
LHR
-
ORD
Nonstop9h 10m
United Airlines
Sat 9/128:40 pm
ORD
-
LHR
1 stop29h 55m
United Airlines
Deal found 5/8$691
This Mytrip deal was found by Cheapflights users on 5/5. 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.
Sat 6/611:15 am
STN
-
ORD
2 stops16h 10m
Multiple Airlines
Wed 6/177:25 pm
ORD
-
STN
2 stops22h 45m
Multiple Airlines
Deal found 5/5$691
This The Travel House deal was found by Cheapflights users on 5/5. 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 The Travel House is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/11:05 pm
LHR
-
ORD
1 stop14h 20m
Icelandair
Tue 9/810:25 pm
ORD
-
LHR
1 stop15h 55m
Icelandair
Deal found 5/5$692
This The Travel House deal was found by Cheapflights users on 5/8. 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 The Travel House is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/93:40 pm
LGW
-
ORD
1 stop11h 45m
Icelandair
Tue 10/137:25 pm
ORD
-
LGW
1 stop13h 15m
Icelandair
Deal found 5/8$694
This Mytrip deal was found by Cheapflights users on 5/7. 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 5/207:00 am
STN
-
ORD
2 stops20h 25m
Multiple Airlines
Tue 5/2610:25 pm
ORD
-
STN
2 stops19h 45m
Multiple Airlines
Deal found 5/7$694
This The Travel House deal was found by Cheapflights users on 5/9. 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 The Travel House is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/73:40 pm
LGW
-
ORD
1 stop11h 45m
Icelandair
Mon 10/127:25 pm
ORD
-
LGW
1 stop13h 15m
Icelandair
Deal found 5/9$695
This The Travel House deal was found by Cheapflights users on 5/6. 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 The Travel House is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/221:05 pm
LHR
-
ORD
1 stop11h 10m
Icelandair
Tue 9/297:25 pm
ORD
-
LHR
1 stop18h 55m
Icelandair
Deal found 5/6$695

Find flight deals from London to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from London (LON) to Chicago (CHI). 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 May 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$687
(The Travel House)

One-way from

$529
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$773

Good round-trip deal

$949 or less

Good one-way deal

$703 or less
Provider with most accurate pricing for London (LON)-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for London (LON)-Chicago (CHI) flights.
Search Deals
From London (LON) to Chicago (CHI)
Search Deals
One-way flight from London (LON) to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($90 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from London (LON) to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from London (LON) to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from London to Chicago 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 May 9, 2026.
Use the filters below to find and compare flights from London to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LondonChicago

SEN - ORD

SENORD

London Southend

Thu 6/4

10:10 am-7:55 pm

2 stops15h 45m

Chicago O'Hare Intl

Sun 6/7

8:45 am-10:30 am

2 stops19h 45m

$809

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Wed 9/9

7:30 am-5:50 pm

1 stop16h 20m

Chicago O'Hare Intl

Wed 9/23

9:00 pm-10:50 am

Nonstop7h 50m

$810

LondonChicago

LTN - ORD

LTNORD

London Luton

Mon 6/8

8:05 am-7:50 pm

2 stops17h 45m

Chicago O'Hare Intl

Mon 6/22

5:10 pm-4:50 pm

2 stops17h 40m

$824
Quickest round-trip

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Wed 9/9

12:15 pm-3:00 pm

Nonstop8h 45m

Chicago O'Hare Intl

Wed 9/23

9:00 pm-10:50 am

Nonstop7h 50m

$837

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Thu 10/8

12:10 pm-12:35 pm

1 stop30h 25m

Chicago O'Hare Intl

Mon 10/12

9:30 pm-9:25 pm

1 stop17h 55m

$842

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 9/16

6:30 am-6:31 pm

2 stops18h 01m

Chicago Midway

Wed 9/23

9:30 am-8:50 am

2 stops17h 20m

$847

LondonChicago

LTN - ORD

LTNORD

London Luton

Wed 5/20

7:20 pm-2:15 pm

2 stops24h 55m

Chicago O'Hare Intl

Thu 5/28

8:20 pm-10:10 pm

1 stop19h 50m

$849

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 9/9

6:30 am-6:05 pm

2 stops17h 35m

Chicago Midway

Wed 9/23

1:05 pm-11:20 am

1 stop16h 15m

$850

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 5/31

11:00 am-4:10 pm

2 stops35h 10m

Chicago O'Hare Intl

Wed 6/3

6:07 am-9:25 pm

3 stops33h 18m

$856

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 9/1

1:25 pm-9:46 pm

1 stop14h 21m

Chicago Midway

Tue 9/8

6:45 pm-1:05 pm

1 stop12h 20m

$865

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Showing 1-10 of 60 resultsSorted by cheapest first
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Compare providers for flights from London to Chicago

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 London to Chicago in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
AranGrantPrice Accuracy3 starsTrust Score*3 stars
oojoPrice Accuracy3 starsTrust Score*2 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
Thrive TravelPrice Accuracy3 starsTrust Score*2 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 London-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on London-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from London-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on London-Chicago 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 London-Chicago 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 London to Chicago

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

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

The best time to book flights from London to Chicago is 34 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, September is the cheapest month in which you can book a flight from London to Chicago (average of $560). Flying from London to Chicago in January is currently the most expensive (average of $1,637). 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 LON to CHI?

Find hourly flight availability from London to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 9, 2026.

When flying from London to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from London to Chicago

Explore weekly flight availability from London to Chicago. 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 May 9, 2026.

The most flights from LON to CHI are scheduled on a Monday (52 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (52 on average).

How much does it cost to fly round-trip from London to Chicago?

What’s the top layover airport for flights from London to Chicago?

Share of 1-stop round-trip flights from London to Chicago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Reykjavik (KEF) – chosen by Cheapflights users on 80% of 1-stop itineraries from London to Chicago on Cheapflights.

What’s the cheapest layover airport for flights from London to Chicago?

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

Reykjavik (KEF) is the most affordable 1-stop option, with an average round-trip price of $668.

What’s the fastest layover option from London to Chicago?

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

Flights via Reykjavik (KEF) have the shortest average one-way travel time for 1-stop routes: 11h 09m.

Which airport typically offers the quickest layover for flights from London to Chicago?

Average layover duration for 1-stop one-way flights from London to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Reykjavik (KEF) offer the fastest connection on this route, with an average layover time of 1h 03m.

How often are flights from London to Chicago delayed?

About 11% of weekly flights between London and Chicago have experienced delays in the past year, with the average delay time being 180 minutes.

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

Historically, flights departing at night 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?

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

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

Over the last year, United Airlines have had the lowest number of delays on this route, with just 5% of flights being delayed.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated May 9, 2026.
See what other customers who have flown with United Airlines,American Airlines, andIcelandair from London to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,696 reviews

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,696 reviews
United Airlines
7.4
Good
9,696 reviews

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.1
Good
11,669 reviews
United Airlines
7.4
Good
9,696 reviews

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Icelandair
7.0
Good
653 reviews
United Airlines
7.4
Good
9,696 reviews

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Lufthansa
6.8
Okay
7,985 reviews
United Airlines
7.4
Good
9,696 reviews

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
British Airways
6.7
Okay
7,962 reviews
United Airlines
7.4
Good
9,696 reviews

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.6

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

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

Related info for your journey

Find useful and relevant information for your journey from London to Chicago. 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 London to Chicago?

    For as low as $837, Finnair can have you in Chicago from London in 8h 45m. The distance from London to Chicago is about 3939 mi. This flight may include one or multiple stops.

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

    Currently priced at $446, Aer Lingus will fly you from London to Chicago and back. In addition to Aer Lingus, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Icelandair and United Airlines - these airlines can fly you to your destination from $468 and $485, respectively. Aer Lingus is currently priced 37% below the average price you’ll pay for this route.

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

    $380 is the cheapest one-way deal found within the past few days, from Icelandair. You may also be able to find cheap deals on Aer Lingus and United Airlines, with prices starting from $462 and $500, respectively.

  • What are the most popular routes from London to Chicago?

    While some choose either London Gatwick - Chicago O'Hare Intl or London Stansted - Chicago O'Hare Intl, London Heathrow - Chicago O'Hare Intl is the most popular route from London to Chicago.

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

    Before booking your flight to Chicago from London, check out the most reliable airlines to get you to your destination on time: United Airlines (86%), Air Canada (86%), Brussels Airlines( 86%).

  • What are the cheapest flights from London to Chicago?

    While on average a flight from London to Chicago is generally $1,624, our data shows the cheapest flight currently is $652. When looking at the most popular route, (London Heathrow - Chicago O'Hare Intl), you can expect to pay $617 for that flight.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from London to Chicago (average of $560). Flying from London to Chicago in January is currently the most expensive (average of $1,637). 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?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

Browse thousands of different options on Cheapflights for your next trip

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Top 9 airlines flying from London to Chicago

Discover the top 9 airlines that operate flights from London to Chicago. 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 May 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
Aer LingusCheapest$446Average$672FlexibilityNo cancel feeOn-timeN/A
IcelandairCheapest$468Average$703FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$485Average$769FlexibilityNo cancel feeOn-time69%
Austrian AirlinesCheapest$530Average$850FlexibilityNo cancel feeOn-time78%
British AirwaysCheapest$559Average$803FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$595Average$875FlexibilityNo cancel feeOn-time71%
LufthansaCheapest$618Average$912FlexibilityNo cancel feeOn-time76%
TAP AIR PORTUGALCheapest$653Average$789FlexibilityNo cancel feeOn-timeN/A
IberiaCheapest$667Average$968FlexibilityNo cancel feeOn-time77%

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