Cheap flights from England to Chicago from £236

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 31/10. Fares are subject to change and may not be available on all flights or dates of travel.
LHR — CHI
3 Sep — 10 Sep1
1 adult

Cheap flight deals from England to Chicago

Keep the following information in mind while searching for England to Chicago flight deals. Data was last updated 29 August 2025.

Round-trip from

£420

One-way from

£236

Popular in

July

Cheapest in

February

Average price

£622

Good round-trip deal

£495 or less

Good one-way deal

£553 or less
Icelandair
  • Icelandair
  • 13/10-20/10
  • 2 total stops
  • 45h 45m total
  • England to Chicago
31/10
  • 31/10
  • 2 total stops
  • 37h 23m total
  • England to Chicago
Highest demand for flights based on searches. 13% potential increase in price (£61 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 August 2025
Price to beat on a round-trip flight from England to Chicago (CHI).
Price to beat on a one-way flight from England to Chicago (CHI).

Find flight deals from England to Chicago

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 29 August 2025.

Thu 25/908:45LCY - ORD
2 stops20h 30mMultiple Airlines
Sat 4/1017:55ORD - LCY
2 stops17h 20mMultiple Airlines
Deal found 28/8£420
Sat 6/907:25LHR - ORD
1 stop12h 40mUnited Airlines
Mon 15/913:12ORD - LHR
1 stop10h 43mUnited Airlines
Deal found 27/8£420
Wed 17/914:00LGW - ORD
1 stop32h 12mMultiple Airlines
Wed 1/1007:20ORD - LGW
2 stops20h 40mMultiple Airlines
Deal found 28/8£420
Wed 29/1009:25LCY - ORD
1 stop12h 55mSWISS
Wed 5/1118:50ORD - LCY
1 stop12h 00mSWISS
Deal found 28/8£420
Thu 11/907:40LHR - ORD
1 stop14h 05mAmerican Airlines
Mon 15/920:40ORD - LHR
Nonstop7h 50mAmerican Airlines
Deal found 28/8£420
Sun 14/914:00LGW - MDW
2 stops23h 11mMultiple Airlines
Mon 6/1008:15MDW - LGW
2 stops19h 45mMultiple Airlines
Deal found 27/8£421
Sat 30/810:00LGW - ORD
2 stops19h 33mMultiple Airlines
Sun 5/1020:49ORD - LGW
1 stop31h 11mMultiple Airlines
Deal found 26/8£421
Thu 4/907:40LHR - ORD
1 stop14h 05mAmerican Airlines
Mon 15/917:40ORD - LHR
Nonstop7h 40mAmerican Airlines
Deal found 27/8£421
Sat 6/908:50LGW - ORD
1 stop16h 10mMultiple Airlines
Mon 15/921:15ORD - LGW
1 stop15h 20mMultiple Airlines
Deal found 28/8£422
Sun 7/907:30LHR - ORD
1 stop13h 25mUnited Airlines
Sat 27/916:00ORD - LHR
Nonstop8h 20mUnited Airlines
Deal found 27/8£422
Sat 22/1106:30LHR - MDW
2 stops17h 48mVirgin Atlantic
Sat 6/1210:35MDW - LHR
1 stop15h 15mVirgin Atlantic
Deal found 27/8£422
Fri 5/910:00LGW - MDW
2 stops19h 20mMultiple Airlines
Mon 29/908:19MDW - LGW
1 stop19h 41mMultiple Airlines
Deal found 27/8£423

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 29 August 2025.
Use the filters below to find and compare flights from England to Chicago that are best for you.

Fly from

England

Fly to

Chicago

Route

Depart

Return

Price

LondonChicago

LCY - ORD

LCYORD

London City

Thu 25/9

08:45-23:15

2 stops20h 30m

Chicago O'Hare Intl

Sat 4/10

17:55-17:15

2 stops17h 20m

£420

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Mon 8/9

06:00-13:20

1 stop13h 20m

Chicago O'Hare Intl

Wed 24/9

21:50-11:45

Nonstop7h 55m

£420

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sat 13/9

07:25-14:05

1 stop12h 40m

Chicago O'Hare Intl

Thu 18/9

18:00-08:20

Nonstop8h 20m

£420

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Fri 7/11

06:35-14:10

1 stop13h 35m

Chicago O'Hare Intl

Fri 28/11

17:50-07:55

Nonstop8h 05m

£420

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sat 6/9

07:25-14:05

1 stop12h 40m

Chicago O'Hare Intl

Mon 15/9

13:12-05:55

1 stop10h 43m

£420

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Wed 17/9

14:00-16:12

1 stop32h 12m

Chicago O'Hare Intl

Wed 1/10

07:20-10:00

2 stops20h 40m

£420

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Mon 8/9

10:00-23:20

2 stops19h 20m

Chicago O'Hare Intl

Thu 25/9

10:27-07:00

1 stop14h 33m

£420

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Tue 21/10

15:40-18:15

1 stop32h 35m

Chicago O'Hare Intl

Tue 28/10

19:30-10:55

1 stop10h 25m

£421

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Mon 6/10

06:30-16:11

2 stops15h 41m

Chicago O'Hare Intl

Mon 13/10

20:38-13:10

1 stop10h 32m

£421

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Sun 14/9

14:00-07:11

2 stops23h 11m

Chicago Midway

Mon 6/10

08:15-10:00

2 stops19h 45m

£421

Flights are sorted by cheapest return flights first.

Deals found on 27/8

Showing 1-10 of 60 results
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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

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

Currently, January is the cheapest month in which you can book a flight from England to Chicago (average of £595). Flying from England 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 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 29 August 2025.

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 29 August 2025.

The most flights from GBENG to CHI are scheduled on a Wednesday (53 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (39 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 Austrian Airlines, United Airlines, and Icelandair fly from England to Chicago in about 12h 40m. The time it takes to get you to your destination can typically vary by up to 19h 55m. 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 Aer Lingus. According to our data, you can fly for as low as £406. Users have also found prices from £406 and £407 on TAP AIR PORTUGAL and Lufthansa, respectively.

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

  • 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: Air Canada (73%), Austrian Airlines (73%), United Airlines (73%).

  • What are the cheapest flights from England to Chicago?

    On average you can expect to pay £1,442 for a flight from England to Chicago. The cheapest flight overall is £417 while the most popular route, (London Heathrow - Chicago O'Hare Intl) is currently priced at £295.

  • 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, January is the cheapest month in which you can book a flight from England to Chicago (average of £595). Flying from England 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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Alternative routes for England to Chicago

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

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 29 August 2025.
AirlineCheapestAverageFlexibilityOn-time
IcelandairCheapest£310Average£499FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
Scandinavian AirlinesCheapest£352Average£463FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
TAP AIR PORTUGALCheapest£366Average£611FlexibilityNo cancel feeOn-timeN/A
Search TAP AIR PORTUGAL flights
Aer LingusCheapest£371Average£660FlexibilityNo cancel feeOn-timeN/A
Search Aer Lingus flights
Virgin AtlanticCheapest£379Average£608FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
Brussels AirlinesCheapest£392Average£575FlexibilityNo cancel feeOn-timeN/A
Search Brussels Airlines flights
LufthansaCheapest£395Average£602FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
Austrian AirlinesCheapest£401Average£580FlexibilityNo cancel feeOn-time78%
Search Austrian Airlines flights
British AirwaysCheapest£405Average£584FlexibilityNo cancel feeOn-time70%
Search British Airways flights
United AirlinesCheapest£407Average£581FlexibilityNo cancel feeOn-time69%
Search United Airlines flights

Fly with Cheapflights

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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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