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Cheap flights from England to Chicago Midway Airport from £321

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 15/10. Fares are subject to change and may not be available on all flights or dates of travel.
LHR — MDW
18 Oct — 25 Oct1
1 adult
1 adult, Economy

Cheap flight deals from England to Midway

Keep the following information in mind while searching for England to Midway flight deals. Data was last updated 18 September 2025.

Round-trip from

£399

One-way from

£321

Popular in

July

Cheapest in

February

Average price

£434
9/10-13/10
  • 9/10-13/10
  • 2 total stops
  • 66h 52m total
  • England to Chicago
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15/10
  • 15/10
  • 3 total stops
  • 59h 55m total
  • England to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (£60 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 September 2025
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Find flight deals from England to Midway

Cheapest flights from England to Midway
Explore the most affordable flight options available from England to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 18 September 2025.

Thu 9/1014:00LGW - MDW
1 stop32h 20mMultiple Airlines
Mon 13/1017:28MDW - LGW
1 stop34h 32mMultiple Airlines
Deal found 16/9£399
Fri 31/1009:40LHR - MDW
2 stops17h 34mVirgin Atlantic
Mon 3/1106:00MDW - LHR
1 stop18h 25mVirgin Atlantic
Deal found 17/9£402
Tue 7/1015:15LHR - MDW
1 stop12h 59mVirgin Atlantic
Wed 22/1012:48MDW - LHR
1 stop12h 27mVirgin Atlantic
Deal found 16/9£402
Thu 9/1014:00LGW - MDW
2 stops40h 24mMultiple Airlines
Thu 16/1011:49MDW - LGW
1 stop16h 11mMultiple Airlines
Deal found 16/9£403
Mon 17/1111:05LHR - MDW
1 stop13h 13mVirgin Atlantic
Fri 28/1106:00MDW - LHR
1 stop18h 25mVirgin Atlantic
Deal found 17/9£403
Sat 1/1110:45LHR - MDW
1 stop16h 29mVirgin Atlantic
Sun 9/1113:47MDW - LHR
1 stop11h 18mVirgin Atlantic
Deal found 16/9£404
Thu 6/1108:55LHR - MDW
1 stop13h 19mVirgin Atlantic
Sun 9/1110:47MDW - LHR
1 stop13h 38mVirgin Atlantic
Deal found 16/9£409
Thu 25/911:45LHR - MDW
1 stop12h 50mVirgin Atlantic
Sat 11/1010:35MDW - LHR
1 stop14h 10mVirgin Atlantic
Deal found 17/9£413
Tue 28/1008:55LHR - MDW
1 stop18h 19mVirgin Atlantic
Tue 4/1110:40MDW - LHR
1 stop13h 45mVirgin Atlantic
Deal found 16/9£415
Tue 28/1008:55LHR - MDW
1 stop18h 19mVirgin Atlantic
Wed 12/1110:47MDW - LHR
1 stop13h 38mVirgin Atlantic
Deal found 17/9£416
Thu 9/1014:00LGW - MDW
1 stop32h 20mMultiple Airlines
Wed 15/1008:05MDW - LGW
2 stops19h 55mMultiple Airlines
Deal found 16/9£417
Fri 31/1006:30LHR - MDW
2 stops20h 44mVirgin Atlantic
Fri 7/1109:20MDW - LHR
1 stop15h 45mVirgin Atlantic
Deal found 16/9£421

Cheapflights Fare Finder

 
Customise your flight search to find flights from England to Midway 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 18 September 2025.
Use the filters below to find and compare flights from England to Chicago Midway Airport that are best for you.

Fly from

England

Fly to

Midway

Route

Depart

Return

Price

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 9/10

14:00-16:20

1 stop32h 20m

Chicago Midway

Mon 13/10

17:28-10:00

1 stop34h 32m

£399

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 9/10

14:00-00:24

2 stops40h 24m

Chicago Midway

Thu 16/10

11:49-10:00

1 stop16h 11m

£403

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sat 6/12

08:40-18:18

2 stops15h 38m

Chicago Midway

Sun 7/12

18:40-10:50

2 stops34h 10m

£421

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 3/12

11:45-23:32

2 stops17h 47m

Chicago Midway

Wed 14/1

06:00-07:50

1 stop19h 50m

£421

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sun 23/11

08:40-18:18

2 stops15h 38m

Chicago Midway

Sun 30/11

13:47-07:05

1 stop11h 18m

£421

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 24/11

10:00-23:32

2 stops19h 32m

Chicago Midway

Sun 30/11

13:47-07:05

1 stop11h 18m

£422

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 8/10

14:00-09:47

1 stop25h 47m

Chicago Midway

Tue 14/10

08:05-10:00

2 stops19h 55m

£424

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 2/10

14:00-08:53

1 stop24h 53m

Chicago Midway

Thu 16/10

11:49-10:00

1 stop16h 11m

£426

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 3/3

08:40-18:08

2 stops15h 28m

Chicago Midway

Tue 10/3

17:59-08:45

1 stop9h 46m

£426

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 18/2

06:20-18:34

2 stops18h 14m

Chicago Midway

Sun 22/2

13:00-09:00

2 stops14h 00m

£430

Flights are sorted by cheapest return flights first.

Deals found on 17/9

Showing 1-10 of 60 results
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Best time to book a flight from England to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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 Midway Airport

What is the cheapest time of day to fly from ENG to MDW?

Find hourly flight availability from England to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 18 September 2025.

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

Related info for your journey

Find useful and relevant information for your journey from England to Midway. 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 Midway Airport?

    Delta, Virgin Atlantic, and KLM can get you from England to Chicago Midway Airport in just under 15h 05m. Your travel time can differ by up to 2h 42m. There are 3924 mi between England and Chicago Midway Airport. Both multi-stop and direct flights can be found to your destination and back.

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

    The cheapet airlines for a one-way flight from England to Chicago Midway Airport are Air France (£398), Delta (£399), and Virgin Atlantic (£467).

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

    The most popular flight routes from England to Chicago Midway Airport are London Heathrow - Chicago Midway, London Gatwick - Chicago Midway and Manchester - Chicago Midway.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from England to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for England to Midway

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
Heathrow to Midway flights
London City to O'Hare Intl flights
Stansted to O'Hare Intl flights
Luton to O'Hare Intl flights
Manchester to O'Hare Intl flights
Gatwick to Midway flights
Manchester to Midway flights
Edinburgh to O'Hare Intl flights
Birmingham to Midway flights
Edinburgh to Midway flights
Newcastle upon Tyne to O'Hare Intl flights
London City to Midway flights
Birmingham to O'Hare Intl flights
Leeds to O'Hare Intl flights
Glasgow Intl to O'Hare Intl flights
Grimsby to O'Hare Intl flights
Belfast Intl to O'Hare Intl flights
Newcastle upon Tyne to Midway flights
Glasgow Intl to Midway flights
Southampton to O'Hare Intl flights
Belfast City to O'Hare Intl flights
Liverpool to O'Hare Intl flights
Inverness to O'Hare Intl flights
Exeter to O'Hare Intl flights
Bristol to O'Hare Intl flights
Cardiff to O'Hare Intl flights
Cardiff to Midway flights
Bristol to Midway flights
Southampton to Midway flights
Newquay to O'Hare Intl flights
Norwich to O'Hare Intl flights
Leeds to Midway flights
Southend to O'Hare Intl flights
Darlington to Midway flights
Darlington to O'Hare Intl flights
Doncaster to O'Hare Intl flights

Top airline flying from England to Midway

Discover the top airline that operate flights from England to Midway. 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 18 September 2025.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£417Average£590FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic 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 Midway?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from England to Midway. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from England to Midway?

Millions of users choose and trust Cheapflights to book the best flight deals from England to Midway for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

Users can book flights with no change fees policies with our dedicated filters. Book flights from England to Midway flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from England to Midway become cheaper?

Yes, Cheapflights offers price alerts on England to Midway 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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