Cheap flights from London to Chicago from £396

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 20/9. Fares are subject to change and may not be available on all flights or dates of travel.
LON — CHI
12 Oct — 19 Oct1
1 adult
1 adult, Economy

Cheapflights Tip: The best prices from London to Chicago are usually found in February or March, booked 55 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Cheap 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 12 September 2025.

Round-trip from

£396

Popular in

July

Cheapest in

February

Average price

£461

Good round-trip deal

£499 or less

Good one-way deal

£496 or less
21/9-14/10
  • 21/9-14/10
  • 2 total stops
  • 51h 18m total
  • London to Chicago
Highest demand for flights based on searches. 14% potential increase in price (£62 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).
Average for round-trip flights in September 2025
Price to beat on a round-trip flight from London (LON) to Chicago (CHI).
Price to beat on a one-way flight from London (LON) to Chicago (CHI).

Find 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 12 September 2025.

Sat 20/910:00LGW - ORD
1 stop29h 18mMultiple Airlines
Tue 14/1006:00ORD - LGW
1 stop22h 00mMultiple Airlines
Deal found 10/9£396
Tue 16/906:50LHR - ORD
1 stop11h 15mMultiple Airlines
Mon 22/919:05ORD - LHR
1 stop15h 20mMultiple Airlines
Deal found 10/9£396
Wed 29/1006:50LTN - ORD
2 stops19h 15mMultiple Airlines
Sun 2/1119:20ORD - LTN
2 stops20h 40mMultiple Airlines
Deal found 10/9£396
Thu 2/1014:00LGW - ORD
1 stop32h 12mMultiple Airlines
Thu 9/1006:00ORD - LGW
1 stop22h 00mMultiple Airlines
Deal found 11/9£396
Tue 16/906:50LHR - ORD
1 stop11h 15mMultiple Airlines
Mon 29/921:25ORD - LHR
Nonstop8h 20mMultiple Airlines
Deal found 11/9£396
Sat 6/1214:00LGW - MDW
1 stop29h 10mMultiple Airlines
Tue 13/107:44MDW - LGW
1 stop16h 16mMultiple Airlines
Deal found 11/9£397
Sat 20/910:00LGW - ORD
1 stop29h 18mMultiple Airlines
Sat 27/917:40ORD - LGW
2 stops30h 40mMultiple Airlines
Deal found 10/9£397
Sat 20/907:45LHR - ORD
2 stops15h 20mUnited Airlines
Wed 24/914:32ORD - LHR
1 stop10h 23mUnited Airlines
Deal found 11/9£397
Thu 2/1014:00LGW - MDW
1 stop24h 53mMultiple Airlines
Mon 6/1008:19MDW - LGW
1 stop19h 41mMultiple Airlines
Deal found 11/9£398
Sat 20/907:45LHR - ORD
2 stops15h 20mUnited Airlines
Tue 30/913:17ORD - LHR
1 stop10h 38mUnited Airlines
Deal found 10/9£398
Thu 2/1006:00LHR - ORD
1 stop13h 20mAustrian Airlines
Fri 10/1016:20ORD - LHR
1 stop34h 25mAustrian Airlines
Deal found 10/9£399
Wed 17/914:00LGW - ORD
2 stops27h 58mMultiple Airlines
Wed 1/1017:17ORD - LGW
1 stop34h 43mMultiple Airlines
Deal found 10/9£399

Cheapflights Fare Finder

 
Customise 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 858,174 searches. Data last updated 12 September 2025.
Use the filters below to find and compare flights from London to Chicago that are best for you.

Fly from

London

Fly to

Chicago

Route

Depart

Return

Price

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Sat 6/12

14:00-13:10

1 stop29h 10m

Chicago Midway

Tue 13/1

07:44-06:00

1 stop16h 16m

£397

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Thu 9/10

08:40-15:55

1 stop13h 15m

Chicago O'Hare Intl

Mon 13/10

05:01-09:40

1 stop22h 39m

£398

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Fri 26/9

07:45-16:35

2 stops14h 50m

Chicago O'Hare Intl

Sun 2/11

21:30-09:40

1 stop30h 10m

£398

LondonChicago

LTN - ORD

LTNORD

London Luton

Thu 30/10

09:00-18:20

2 stops14h 20m

Chicago O'Hare Intl

Sun 2/11

18:30-22:00

2 stops21h 30m

£399

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Tue 2/12

20:35-17:20

1 stop26h 45m

Chicago O'Hare Intl

Mon 12/1

18:30-10:50

1 stop10h 20m

£400

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sat 1/11

06:50-13:10

1 stop11h 20m

Chicago O'Hare Intl

Sat 8/11

15:45-05:55

Nonstop8h 10m

£404

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Thu 30/10

07:05-18:45

2 stops16h 40m

Chicago O'Hare Intl

Sun 2/11

19:20-18:50

2 stops17h 30m

£405

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 2/10

14:00-07:11

2 stops23h 11m

Chicago Midway

Sun 5/10

10:13-10:10

1 stop17h 57m

£408

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Tue 7/10

08:30-11:30

Nonstop9h 00m

Chicago O'Hare Intl

Tue 14/10

08:40-06:30

1 stop15h 50m

£408

LondonChicago

LCY - ORD

LCYORD

London City

Sat 6/12

08:40-16:20

1 stop13h 40m

Chicago O'Hare Intl

Sun 7/12

16:10-18:40

1 stop20h 30m

£408

Flights are sorted by cheapest return flights first.

Deals found on 10/9

Showing 1-10 of 60 results
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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 return 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?

Use this chart to determine the optimal time to book a return flight from London to Chicago. Price data was last updated on 29 August 2025.

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

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

Currently, January is the cheapest month in which you can book a flight from London to Chicago (average of £595). Flying from London to Chicago in July is currently the most expensive (average of £843). 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 12 September 2025.

It’s typically best to fly out from London to Chicago in the evening. Doing so could potentially save you 25% on the flight price compared to flying in the afternoon, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly return from London to Chicago. Price data was last updated on 16 December 2024.

Travellers seeking maximum savings on their London to Chicago flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 12 September 2025.

The most flights from LON to CHI are scheduled on a Thursday (53 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (46 on average).

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

Share of one-stop return flights from London to Chicago chosen by Cheapflights users in the past 12 months, using the same stopover each way.

Reykjavik (KEF) – chosen by Cheapflights users on 44% of one-stop itineraries from London to Chicago on Cheapflights.

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

Average return fare for one-stop flights from London to Chicago, chosen by Cheapflights users in the past 12 months, with the same stopover each way.

Lisbon (LIS) is the most affordable one-stop option, with an average return flight price of £343.

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

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

Flights via Amsterdam (AMS) have the shortest average one-way travel time for one-stop routes: 10h 50m.

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

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

Flights via Amsterdam (AMS) offer the fastest connection on this route, with an average stopover time of 0h 55m.

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 12 September 2025.
Read reviews from past customers who have flown with Finnair, Aer Lingus, andIcelandair from London to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.1

Overall

7.6

Entertainment

6.9

Comfort

7.5

Food

6.7

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

Crew

8.1

Overall

7.6

Entertainment

6.9

Comfort

7.5

Food

6.7

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

Crew

8.1

Overall

7.6

Entertainment

6.9

Comfort

7.5

Food

6.7

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

Crew

8.1

Overall

7.6

Entertainment

6.9

Comfort

7.5

Food

6.7

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

Crew

8.1

Overall

7.6

Entertainment

6.9

Comfort

7.5

Food

6.7

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

Crew

8.1

Overall

7.6

Entertainment

6.9

Comfort

7.5

Food

6.7

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

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?

    A quick flight from London to Chicago can take about 13h 15m. United Airlines provides one of the quickest options available for as low as £398. Airlines will cover a distance of 3939 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

    Our cheapest airline available from London to Chicago is Icelandair. Our recent data shows that you can find tickets from as low as £310 on this airline. Additional options worth looking into are Scandinavian Airlines and TAP AIR PORTUGAL, starting at £351 and £365 round-trip. These flights start at 39% lower than the current average price 3 months from now.

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

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at £402. Lufthansa flights start at £409 while deals on Austrian Airlines start at £409 one-way.

  • What are the most popular routes 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: Air Canada (75%), Austrian Airlines (75%), United Airlines( 75%).

  • What are the cheapest flights from London to Chicago?

    While on average a flight from London to Chicago is generally £1,445, our data shows the cheapest flight currently is £422. When looking at the most popular route, (London Heathrow - Chicago O'Hare Intl), you can expect to pay £317 for that flight.

  • Where are the most common stopover locations when flying from London to Chicago?

  • What are some popular things to do or see while on a stopover in Reykjavik?

    If you're on a stopover in Reykjavik and looking for things to do, consider visiting Harpa, National Cathedral, or Reykjavik Free Church. Harpa, National Cathedral, and Reykjavik Free Church are located about 23.3 mi, 23.0 mi, and 22.9 mi, respectively from Reykjavik Keflavik Intl. Those on a stopover in Reykjavik in need of a car hire can book one at Reykjavik Keflavik Intl for about £42.

  • What are some popular points of interest to see during a stopover in Dublin?

    The majority of Dublin visitors spend their time at Bord Gáis Energy Theatre, 3Olympia Theatre, and Royal Dublin Society. Bord Gáis Energy Theatre, 3Olympia Theatre and Royal Dublin Society are located about 5.7 mi, 5.7 mi, and 6.9 mi, respectively from Dublin if you are interested in checking them out. Travellers in need of a car in Dublin can hire one for about £30 per day.

  • Where are the least popular stopover locations for London to Chicago flights?

  • 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 holiday 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, January is the cheapest month in which you can book a flight from London to Chicago (average of £595). Flying from London to Chicago in July is currently the most expensive (average of £843). 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

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Fly from London to Chicago on these airlines

Choose from the following airlines for your flight from London to Chicago. Flights are based on user searches made on Cheapflights and were last updated on 12 September 2025.

Top 10 airlines flying from London to Chicago

Discover the top 10 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 858,174 searches. Data last updated 12 September 2025.
AirlineCheapestAverageFlexibilityOn-time
IcelandairCheapest£310Average£482FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
Scandinavian AirlinesCheapest£351Average£480FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
TAP AIR PORTUGALCheapest£365Average£609FlexibilityNo cancel feeOn-timeN/A
Search TAP AIR PORTUGAL flights
Aer LingusCheapest£365Average£571FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
Virgin AtlanticCheapest£378Average£534FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
Brussels AirlinesCheapest£391Average£549FlexibilityNo cancel feeOn-timeN/A
Search Brussels Airlines flights
LufthansaCheapest£394Average£575FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
Austrian AirlinesCheapest£398Average£566FlexibilityNo cancel feeOn-time78%
Search Austrian Airlines flights
British AirwaysCheapest£403Average£557FlexibilityNo cancel feeOn-time70%
Search British Airways flights
United AirlinesCheapest£406Average£540FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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How does Cheapflights help users find flights from London to Chicago?

Cheapflights helps you search for flights from London to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from London to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago from London.

Can Cheapflights find flights from London to Chicago with no change fees?

Need flexible booking options for your flight to Chicago from London? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from London to Chicago become cheaper?

Not ready to book yet? You can track prices for flights from London to Chicago on Cheapflights with our Price Alert feature and get notified when better prices are available.

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