Cheap flights from England to Chicago from £285

LHR — CHI
18 Nov — 25 Nov1
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

Mon 2/1108:00 -
1 stop12h 10m
Mon 9/1115:55 -
1 stop9h 50m
Deal found 15/10£464
Wed 18/1108:35 -
1 stop15h 45m
Tue 24/1120:05 -
1 stop19h 45m
Deal found 15/10£467
Sun 8/1106:20 -
1 stop13h 50m
Sat 21/1115:55 -
1 stop9h 55m
Deal found 15/10£470
Mon 16/1106:05 -
1 stop14h 05m
Mon 30/1115:55 -
1 stop9h 50m
Deal found 16/10£472
Tue 1/1208:10 -
2 stops15h 10m
Tue 8/1218:30 -
2 stops21h 20m
Deal found 17/10£475
Wed 18/1108:20 -
1 stop11h 50m
Mon 23/1120:05 -
1 stop17h 25m
Deal found 15/10£484
Wed 18/1109:50 -
1 stop14h 30m
Mon 23/1115:55 -
1 stop11h 20m
Deal found 15/10£484
Tue 1/1206:00 -
2 stops17h 20m
Tue 8/1218:30 -
2 stops19h 05m
Deal found 19/10£486
Wed 21/1012:20 -
1 stop12h 55m
Wed 4/1120:05 -
1 stop32h 45m
Deal found 14/10£489
Fri 13/1106:05 -
1 stop14h 05m
Mon 30/1115:55 -
1 stop11h 30m
Deal found 15/10£491
Tue 8/1209:50 -
1 stop14h 30m
Fri 11/1215:55 -
1 stop10h 30m
Deal found 14/10£492
Mon 2/1113:25 -
2 stops25h 45m
Mon 9/1115:55 -
1 stop18h 35m
Deal found 15/10£493

Find flight deals from England to Chicago

Round-trip from

£464

One-way from

£285

Popular in

August

Cheapest in

February

Average price

£652

Good round-trip deal

£586 or less

Good one-way deal

£576 or less
2/11-9/11
  • 2/11-9/11
  • 2 total stops
  • 22h 00m total
  • England to Chicago
12/11-31/12
  • 12/11-31/12
  • 2 total stops
  • 38h 45m total
  • England to Chicago
Highest demand for flights based on searches. 11% potential increase in price (£59 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Average for round-trip flights in October 2026
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).

Cheapflights Fare Finder

 
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

BirminghamChicago

BHX Birmingham - ORD Chicago O'Hare Intl

BHXORD

Birmingham

Tue 3/11

06:25-15:30

2 stops39h 05m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£294

BirminghamChicago

BHX Birmingham - ORD Chicago O'Hare Intl

BHXORD

Birmingham

Wed 23/12

21:25-17:20

3 stops49h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£313

BirminghamChicago

BHX Birmingham - ORD Chicago O'Hare Intl

BHXORD

Birmingham

Sun 13/12

20:00-14:55

2 stops24h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£323

BirminghamChicago

BHX Birmingham - ORD Chicago O'Hare Intl

BHXORD

Birmingham

Mon 14/12

13:35-15:30

2 stops55h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£324

Newcastle upon TyneChicago

NCL Newcastle upon Tyne - ORD Chicago O'Hare Intl

NCLORD

Newcastle upon Tyne

Sun 7/3

06:25-16:45

2 stops40h 20m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£332

BirminghamChicago

BHX Birmingham - ORD Chicago O'Hare Intl

BHXORD

Birmingham

Wed 23/12

08:20-14:10

1 stop11h 50m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£343

BirminghamChicago

BHX Birmingham - ORD Chicago O'Hare Intl

BHXORD

Birmingham

Mon 14/12

08:20-14:10

1 stop11h 50m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£373

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Thu 10/12

18:00-14:10

1 stop26h 10m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£378

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Sun 29/11

21:45-17:20

3 stops49h 35m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£379

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Sat 9/1

07:50-19:15

1 stop17h 25m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£393

Flights are sorted by cheapest return flights first.

Deals found on 16/10

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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

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, February is the cheapest month in which you can book a flight from England to Chicago (average of £504). Flying from England to Chicago in August is currently the most expensive (average of £806). 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?

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

The most flights from GBENG to CHI are scheduled on a Friday (50 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (49 on average).

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

Airfare is below average for this route at the moment.
England to Chicago flights typically cost between £519 and £701 in December.
The cheapest return price found within the last 5 days was £518 on Scandinavian Airlines (10 Dec–31 Jan).

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 62 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.

Related info for your journey

  • How long is the flight from England to Chicago?

    Airlines like Aer Lingus, Scandinavian Airlines, and TAP AIR PORTUGAL fly from England to Chicago in about 16h. The time it takes to get you to your destination can typically vary by up to 12h 55m. There are 3860 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 £318. Users have also found prices from £323 and £328 on United Airlines and Icelandair, 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 (88%), Austrian Airlines (88%), United Airlines (88%).

  • What are the cheapest flights from England to Chicago?

    On average you can expect to pay £1,568 for a flight from England to Chicago. The cheapest flight overall is £381 while the most popular route, (London Heathrow - Chicago O'Hare Intl) is currently priced at £444.

  • 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, February is the cheapest month in which you can book a flight from England to Chicago (average of £504). Flying from England to Chicago in August is currently the most expensive (average of £806). 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for England to Chicago

Top 10 airlines flying from England to Chicago

AirlineCheapestAverageFlexibilityOn-time
RyanairCheapest£30Average£62FlexibilityNo cancel feeOn-timeN/A
Search Ryanair flights
Virgin AtlanticCheapest£213Average£736FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights
Turkish AirlinesCheapest£351Average£698FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
IcelandairCheapest£358Average£543FlexibilityNo cancel feeOn-time76%
Search Icelandair flights
Scandinavian AirlinesCheapest£388Average£552FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
TAP AIR PORTUGALCheapest£390Average£599FlexibilityNo cancel feeOn-timeN/A
Search TAP AIR PORTUGAL flights
Brussels AirlinesCheapest£409Average£794FlexibilityNo cancel feeOn-timeN/A
Search Brussels Airlines flights
British AirwaysCheapest£427Average£685FlexibilityNo cancel feeOn-time70%
Search British Airways flights
FinnairCheapest£431Average£730FlexibilityNo cancel feeOn-time76%
Search Finnair flights
American AirlinesCheapest£436Average£774FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Fly with Cheapflights

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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.