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Cheap flights from London to Chicago Midway Airport from £406

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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
LON — MDW
14 Dec — 21 Dec1
1 adult
1 adult, Economy, 0 bags

Find flight deals from London to Midway

Enter your travel dates to find the best prices.

Cheapest flights from London to Midway
Explore the most affordable flight options available from London to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 14 November 2025.

Tue 9/1210:00LHR - MDW
2 stops19h 47mVirgin Atlantic
Tue 16/1217:39MDW - LHR
1 stop12h 01mVirgin Atlantic
Deal found 11/11£498
Wed 10/1215:50LHR - MDW
1 stop13h 57mVirgin Atlantic
Wed 17/1217:29MDW - LHR
1 stop12h 11mVirgin Atlantic
Deal found 12/11£503
Fri 21/1114:00LGW - MDW
1 stop15h 29mMultiple Airlines
Tue 25/1106:20MDW - LGW
2 stops21h 30mMultiple Airlines
Deal found 10/11£504
Mon 8/1214:00LGW - MDW
2 stops24h 46mMultiple Airlines
Sun 14/1218:37MDW - LGW
1 stop33h 23mMultiple Airlines
Deal found 11/11£540
Wed 10/1211:05LHR - MDW
1 stop13h 13mVirgin Atlantic
Mon 15/1213:50MDW - LHR
1 stop11h 15mVirgin Atlantic
Deal found 12/11£540
Fri 14/1114:00LGW - MDW
1 stop26h 26mMultiple Airlines
Tue 25/1106:20MDW - LGW
1 stop17h 40mMultiple Airlines
Deal found 12/11£549
Sat 6/1214:00LGW - MDW
1 stop33h 27mMultiple Airlines
Tue 9/1207:44MDW - LGW
1 stop16h 16mMultiple Airlines
Deal found 13/11£550
Mon 24/1113:00LGW - MDW
1 stop28h 42mMultiple Airlines
Sun 30/1117:30MDW - LGW
1 stop34h 30mMultiple Airlines
Deal found 13/11£551
Tue 25/1115:50LHR - MDW
1 stop13h 50mVirgin Atlantic
Wed 3/1213:14MDW - LHR
1 stop13h 31mVirgin Atlantic
Deal found 11/11£551
Tue 9/1208:40LHR - MDW
2 stops15h 20mDelta
Tue 16/1212:50MDW - LHR
1 stop13h 00mDelta
Deal found 11/11£552
Wed 3/1206:30LHR - MDW
2 stops16h 04mVirgin Atlantic
Wed 10/1212:50MDW - LHR
1 stop14h 10mVirgin Atlantic
Deal found 13/11£559
Tue 16/1206:30LHR - MDW
2 stops17h 48mDelta
Thu 7/506:00MDW - LHR
1 stop18h 30mDelta
Deal found 12/11£568

Cheap flight deals from London to Midway

Discover tips and strategies to find the most affordable flight options for your journey from London (LON) to Midway (MDW). 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 14 November 2025.

Round-trip from

£503

One-way from

£406

Popular in

June

Cheapest in

September

Average price

£572
Virgin Atlantic
  • Virgin Atlantic
  • 10/12-17/12
  • 2 total stops
  • 26h 08m total
  • London to Chicago
Search Deals
5/2
  • 5/2
  • 3 total stops
  • 37h 25m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (£100 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (£22 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from London 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 14 November 2025.
Use the filters below to find and compare flights from London to Chicago Midway Airport that are best for you.

Fly from

London

Fly to

Midway

Route

Depart

Return

Price

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 2/3

11:05-18:37

1 stop13h 32m

Chicago Midway

Tue 10/3

17:59-08:45

1 stop9h 46m

£536

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 24/11

13:00-11:42

1 stop28h 42m

Chicago Midway

Sun 30/11

17:30-10:00

1 stop34h 30m

£551

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 21/4

11:45-18:31

1 stop12h 46m

Chicago Midway

Tue 28/4

18:45-13:10

1 stop12h 25m

£551

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sat 7/3

06:30-16:16

2 stops15h 46m

Chicago Midway

Thu 12/3

10:35-06:25

1 stop14h 50m

£555

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 3/12

11:45-23:47

2 stops18h 02m

Chicago Midway

Wed 10/12

09:59-06:50

2 stops14h 51m

£560

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Thu 8/1

12:30-22:09

1 stop15h 39m

Chicago Midway

Wed 21/1

18:17-11:40

1 stop11h 23m

£567

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 2/3

11:05-18:37

1 stop13h 32m

Chicago Midway

Sun 8/3

17:59-08:45

1 stop9h 46m

£567

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Thu 8/1

11:05-18:32

1 stop13h 27m

Chicago Midway

Wed 21/1

09:34-06:50

2 stops15h 16m

£567

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 16/12

06:30-18:18

2 stops17h 48m

Chicago Midway

Wed 6/5

18:45-13:10

1 stop12h 25m

£568

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sun 11/1

11:05-18:32

1 stop13h 27m

Chicago Midway

Tue 20/1

13:49-07:05

1 stop11h 16m

£569

Flights are sorted by cheapest return flights first.

Deals found on 11/11

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

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

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

Currently, September is the cheapest month in which you can book a flight from London to Chicago Midway Airport (average of £427). Flying from London to Chicago Midway Airport in October is currently the most expensive (average of £862). 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’s the top stopover airport for flights from London to Chicago Midway Airport?

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

Minneapolis (MSP) – chosen by Cheapflights users on 44% of one-stop itineraries from London to Chicago Midway Airport on Cheapflights.

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

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

Detroit (DTW) is the most affordable one-stop option, with an average return flight price of £436.

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

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

Flights via Detroit (DTW) have the shortest average one-way travel time for one-stop routes: 11h 54m.

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

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

Flights via Minneapolis (MSP) offer the fastest connection on this route, with an average stopover time of 1h 45m.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated 14 November 2025.
Read reviews from past customers who have flown with Virgin Atlantic from London to Chicago Midway Airport. 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.
Virgin Atlantic
7.5
Good
673 reviews
Check prices

Food

6.9

Crew

8.1

Entertainment

7.5

Overall

7.5

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!
Virgin Atlantic
7.5
Good
673 reviews
Virgin Atlantic
7.5
Good
673 reviews
Check prices

Food

6.9

Crew

8.1

Entertainment

7.5

Overall

7.5

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
6.0
Good

Pratap,Aug 2025

JFK - LHR

The flight is clean, food good and the staff are excellent! Very professional, polite and accommodating. The seat itself is really mediocre. Can’t believe there is not inch of storage space. Believe it or not it there is not place even to put away your phone or pen!! Very very surprising and terribly inconvenient. No coat hanger hook either. Had to give it away. ALL IN ALL VERY INCONVENIENT business class seat compared to their peers. What is even more surprising is that this on their relatively new fleet of Airbus A350-1000. I was having com platelets different expectations of Virgin and this has disappointed me. Everything else is just as good and as you would expect from Virgin!

Related info for your journey

Find useful and relevant information for your journey from London 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 London to Chicago Midway Airport?

    For as low as £551, KLM can have you in Chicago Midway Airport from London in 12h 46m. The distance from London to Chicago Midway Airport is about 3942 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from London to Chicago Midway Airport round-trip?

    Flying on Virgin Atlantic is currently your cheapest option to Chicago Midway Airport, with prices starting at £436. Virgin Atlantic is priced at 31% lower than the current average price of a flight leaving 3 months from now.

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

    Most travelers choose London Heathrow - Chicago Midway, London Gatwick - Chicago Midway or London City - Chicago Midway when deciding on the best route from London to Chicago Midway Airport.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from London 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.

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

    Currently, September is the cheapest month in which you can book a flight from London to Chicago Midway Airport (average of £427). Flying from London to Chicago Midway Airport in October is currently the most expensive (average of £862). 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 London 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
Gatwick to Midway flights
Manchester to O'Hare Intl flights
Edinburgh to O'Hare Intl flights
Manchester to Midway flights
Bristol to O'Hare Intl flights
Bristol to Midway flights
Birmingham to O'Hare Intl flights
Southend to O'Hare Intl flights
Leeds to O'Hare Intl flights
Edinburgh to Midway flights
Birmingham to Midway flights
Newcastle upon Tyne to O'Hare Intl flights
Leeds to Midway flights
London City to Midway flights
Southampton to O'Hare Intl flights
Newcastle upon Tyne to Midway flights
Liverpool to O'Hare Intl flights
Exeter to O'Hare Intl flights
Norwich to O'Hare Intl flights
Southampton to Midway flights
Grimsby to O'Hare Intl flights
Darlington to Midway flights
Darlington to O'Hare Intl flights
Doncaster to O'Hare Intl flights
Newquay to O'Hare Intl flights

Top airline flying from London to Midway

Discover the top airline that operate flights from London 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 14 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£436Average£598FlexibilityNo 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 London to Midway?

When you search for this flight from London to Midway, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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

Cheapflights simply makes it quick and affordable to book flights from London to Midway by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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

Yes, we can. To see specific flights from London to Midway with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

Yes, Cheapflights offers price alerts on London 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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