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Cheap flights from England to Chicago from £288

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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
LHR — CHI
4 Jun — 11 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from England to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from England to Chicago
Explore the most affordable flight options available from England to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 May 2026.

Wed 2/1206:00
MAN
-
ORD
2 stops17h 20m
Multiple Airlines
Mon 7/1219:25
ORD
-
MAN
1 stop9h 20m
Multiple Airlines
Deal found 1/5£502
Tue 1/913:00
LGW
-
ORD
1 stop11h 15m
Icelandair
Tue 8/922:25
ORD
-
LGW
1 stop10h 15m
Icelandair
Deal found 5/5£510
Tue 1/913:05
LHR
-
ORD
1 stop14h 20m
Icelandair
Tue 8/919:25
ORD
-
LHR
1 stop18h 55m
Icelandair
Deal found 4/5£511
Tue 22/913:05
LHR
-
ORD
1 stop11h 10m
Icelandair
Tue 29/919:25
ORD
-
LHR
1 stop18h 55m
Icelandair
Deal found 5/5£512
Sat 5/907:45
MAN
-
ORD
2 stops16h 05m
Multiple Airlines
Wed 16/921:00
ORD
-
MAN
1 stop10h 55m
Multiple Airlines
Deal found 30/4£512
Fri 5/616:25
LGW
-
ORD
2 stops31h 50m
Multiple Airlines
Sun 14/619:25
ORD
-
LGW
3 stops31h 05m
Multiple Airlines
Deal found 2/5£515
Wed 16/913:05
LHR
-
ORD
1 stop14h 20m
Icelandair
Tue 22/919:25
ORD
-
LHR
1 stop18h 55m
Icelandair
Deal found 2/5£516
Wed 16/913:05
LHR
-
ORD
1 stop14h 20m
Icelandair
Wed 7/1019:25
ORD
-
LHR
1 stop10h 30m
Icelandair
Deal found 30/4£517
Wed 9/915:40
LGW
-
ORD
1 stop11h 45m
Icelandair
Wed 23/919:25
ORD
-
LGW
1 stop13h 15m
Icelandair
Deal found 4/5£519
Wed 9/913:05
LHR
-
ORD
1 stop11h 10m
Icelandair
Wed 23/922:25
ORD
-
LHR
1 stop15h 55m
Icelandair
Deal found 4/5£519
Wed 17/608:15
LHR
-
ORD
1 stop15h 07m
JetBlue
Wed 1/710:56
ORD
-
LHR
1 stop13h 34m
JetBlue
Deal found 4/5£520
Wed 19/808:00
LHR
-
ORD
1 stop14h 00m
TAP AIR PORTUGAL
Sun 23/818:00
ORD
-
LHR
1 stop12h 45m
TAP AIR PORTUGAL
Deal found 4/5£521

Find flight deals from England to Chicago

Keep the following information in mind while searching for England to Chicago flight deals. Data was last updated 5 May 2026.

Round-trip from

£510

One-way from

£288

Popular in

July

Cheapest in

February

Average price

£541

Good round-trip deal

£671 or less

Good one-way deal

£536 or less
Icelandair
  • Icelandair
  • 1/9-8/9
  • 2 total stops
  • 30h 15m total
  • England to Chicago
Search Deals
10/9
  • 10/9
  • 3 total stops
  • 28h 40m total
  • England to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (£51 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 2026
Search Deals
Price to beat on a round-trip flight from England to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from England to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from England 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 5 May 2026.
Use the filters below to find and compare flights from England to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Wed 16/9

15:40-21:25

1 stop11h 45m

Chicago O'Hare Intl

Thu 24/9

19:25-14:40

1 stop13h 15m

£562

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Thu 3/9

13:00-18:15

1 stop11h 15m

Chicago O'Hare Intl

Thu 10/9

19:25-14:40

1 stop13h 15m

£584

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Tue 1/9

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

Sat 12/9

19:25-11:55

1 stop10h 30m

£585

LondonChicago

LTN - ORD

LTNORD

London Luton

Fri 18/9

06:25-17:50

2 stops17h 25m

Chicago O'Hare Intl

Sun 20/9

21:00-13:25

1 stop10h 25m

£589

LondonChicago

LTN - ORD

LTNORD

London Luton

Fri 12/6

06:20-14:00

1 stop13h 40m

Chicago O'Hare Intl

Mon 15/6

15:45-09:15

1 stop11h 30m

£590

LondonChicago

LTN - ORD

LTNORD

London Luton

Wed 26/8

06:20-19:15

2 stops18h 55m

Chicago O'Hare Intl

Tue 1/9

21:00-13:25

1 stop10h 25m

£591

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Mon 14/9

08:40-15:55

1 stop13h 15m

Chicago O'Hare Intl

Wed 23/9

16:25-06:45

Nonstop8h 20m

£592

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Wed 9/9

06:50-12:00

1 stop11h 10m

Chicago O'Hare Intl

Wed 23/9

16:25-06:45

Nonstop8h 20m

£595

LondonChicago

LTN - ORD

LTNORD

London Luton

Wed 16/9

06:05-17:50

2 stops17h 45m

Chicago O'Hare Intl

Tue 22/9

16:55-13:45

1 stop14h 50m

£609

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Wed 9/9

12:15-15:00

Nonstop8h 45m

Chicago O'Hare Intl

Wed 23/9

21:00-10:50

Nonstop7h 50m

£617

Flights are sorted by cheapest return flights first.

Deals found on 4/5

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from England to Chicago

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

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

To ensure you get the cheapest price possible for a flight from England to Chicago, you should look to book at least 34 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 England to Chicago?

Currently, November is the cheapest month in which you can book a flight from England to Chicago (average of £434). Flying from England to Chicago in December is currently the most expensive (average of £687). 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 ENG to CHI?

Find hourly flight availability from England 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 5 May 2026.

When flying from England 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 England to Chicago

Explore weekly flight availability from England 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 5 May 2026.

The most flights from GBENG to CHI are scheduled on a Monday (52 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (44 on average).

How much does it cost for a return flight from England to Chicago?

Related info for your journey

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

    Airlines like Icelandair, United Airlines, and British Airways fly from England to Chicago in about 8h 45m. The time it takes to get you to your destination can typically vary by up to 4h 30m. There are 3939 mi between England and Chicago. This flight may include one or multiple stops.

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

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as £308. Users have also found prices from £318 and £322 on United Airlines and Icelandair, respectively.

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

    The most popular route from England to Chicago is London Heathrow - Chicago O'Hare Intl. You may also consider London Gatwick - Chicago O'Hare Intl or London Stansted - Chicago O'Hare Intl.

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

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from England to Chicago on time: United Airlines (86%), Air Canada (86%), Brussels Airlines (86%).

  • What are the cheapest flights from England to Chicago?

    On average you can expect to pay £1,075 for a flight from England to Chicago. The cheapest flight overall is £406 while the most popular route, (London Heathrow - Chicago O'Hare Intl) is currently priced at £489.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from England to Chicago (average of £434). Flying from England to Chicago in December is currently the most expensive (average of £687). 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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Alternative routes for England to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Heathrow to O'Hare Intl flights
Gatwick to O'Hare Intl flights
Stansted to O'Hare Intl flights
London City to O'Hare Intl flights
Heathrow to Midway flights
Luton to O'Hare Intl flights
Heathrow to St. Louis flights
Manchester to O'Hare Intl flights
Edinburgh to O'Hare Intl flights
Gatwick to Midway flights
Manchester to Midway flights
Birmingham to O'Hare Intl flights
Birmingham to Midway flights
Glasgow Intl to O'Hare Intl flights
Gatwick to St. Louis flights
Stansted to St. Louis flights
London City to St. Louis flights
Glasgow Intl to Midway flights
Edinburgh to Midway flights
Leeds to O'Hare Intl flights
Bristol to O'Hare Intl flights
Newcastle upon Tyne to O'Hare Intl flights
Norwich to O'Hare Intl flights
Manchester to St. Louis flights
Edinburgh to St. Louis flights
Newcastle upon Tyne to Midway flights
Luton to St. Louis flights
Newquay to O'Hare Intl flights
Darlington to O'Hare Intl flights
Glasgow Intl to St. Louis flights
Leeds to Midway flights
Birmingham to St. Louis flights
Darlington to Midway flights
Heathrow to Evansville flights
Exeter to O'Hare Intl flights
Grimsby to O'Hare Intl flights
Belfast Intl to O'Hare Intl flights
Southampton to O'Hare Intl flights
Cardiff to Midway flights
Southend to O'Hare Intl flights
Cardiff to O'Hare Intl flights
London City to Midway flights
Belfast City to O'Hare Intl flights
Newcastle upon Tyne to St. Louis flights
Heathrow to Peoria flights
Southampton to Midway flights
Bristol to Midway flights
Inverness to O'Hare Intl flights
Heathrow to Springfield flights
Heathrow to Champaign flights

Top 10 airlines flying from England to Chicago

Discover the top 10 airlines that operate flights from England 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 5 May 2026.
AirlineCheapestAverageFlexibilityOn-time
RyanairCheapest£37Average£48FlexibilityNo cancel feeOn-timeN/A
Search Ryanair flights
Aer LingusCheapest£338Average£643FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
Virgin AtlanticCheapest£341Average£610FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
IcelandairCheapest£346Average£519FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
Scandinavian AirlinesCheapest£366Average£470FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
TAP AIR PORTUGALCheapest£382Average£509FlexibilityNo cancel feeOn-timeN/A
Search TAP AIR PORTUGAL flights
British AirwaysCheapest£390Average£618FlexibilityNo cancel feeOn-time70%
Search British Airways flights
Brussels AirlinesCheapest£390Average£571FlexibilityNo cancel feeOn-timeN/A
Search Brussels Airlines flights
LufthansaCheapest£392Average£651FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
Austrian AirlinesCheapest£400Average£634FlexibilityNo cancel feeOn-time78%
Search Austrian Airlines flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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

Cheapflights helps you search for flights from England 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 England to Chicago?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from England to Chicago for you. Better yet — we are completely free to use.

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

Need flexible booking options for your flight to Chicago from England? 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 England to Chicago become cheaper?

Yes, Cheapflights offers price alerts on England to Chicago flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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