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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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
LON — MDW
17 Dec — 24 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 17 November 2025.

Fri 21/1114:00LGW - MDW
1 stop33h 07mMultiple Airlines
Sun 23/1106:20MDW - LGW
1 stop17h 40mMultiple Airlines
Deal found 16/11£495
Wed 31/1210:45LHR - MDW
1 stop17h 37mVirgin Atlantic
Fri 30/112:48MDW - LHR
1 stop11h 37mVirgin Atlantic
Deal found 15/11£532
Tue 2/1215:50LHR - MDW
1 stop13h 57mVirgin Atlantic
Tue 9/1212:50MDW - LHR
1 stop13h 00mVirgin Atlantic
Deal found 16/11£551
Tue 30/1211:05LHR - MDW
1 stop12h 14mVirgin Atlantic
Tue 6/113:28MDW - LHR
1 stop13h 17mVirgin Atlantic
Deal found 15/11£558
Wed 3/1206:30LHR - MDW
2 stops16h 04mVirgin Atlantic
Mon 8/1209:34MDW - LHR
2 stops15h 16mVirgin Atlantic
Deal found 16/11£560
Tue 16/1211:05LHR - MDW
1 stop13h 13mVirgin Atlantic
Thu 19/314:00MDW - LHR
1 stop12h 05mVirgin Atlantic
Deal found 15/11£561
Wed 31/1210:45LHR - MDW
1 stop17h 37mDelta
Fri 30/113:26MDW - LHR
2 stops12h 39mDelta
Deal found 15/11£562
Tue 16/1206:30LHR - MDW
2 stops16h 14mDelta
Thu 19/313:00MDW - LHR
1 stop14h 45mDelta
Deal found 15/11£570
Sat 6/1211:05LHR - MDW
1 stop13h 13mVirgin Atlantic
Thu 11/1212:50MDW - LHR
1 stop13h 00mVirgin Atlantic
Deal found 15/11£571
Thu 20/1114:00LGW - MDW
2 stops35h 31mMultiple Airlines
Thu 27/1117:30MDW - LGW
1 stop34h 30mMultiple Airlines
Deal found 15/11£587
Fri 12/1214:00LGW - MDW
1 stop14h 39mMultiple Airlines
Mon 15/1215:10MDW - LGW
1 stop12h 50mMultiple Airlines
Deal found 15/11£616
Sat 6/1208:40LCY - MDW
2 stops15h 38mVirgin Atlantic
Mon 8/1210:49MDW - LCY
2 stops25h 36mVirgin Atlantic
Deal found 14/11£623

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 17 November 2025.

Round-trip from

£423

One-way from

£406

Popular in

June

Cheapest in

September

Average price

£571
11/1-16/1
  • 11/1-16/1
  • 2 total stops
  • 33h 06m total
  • London to Chicago
Search Deals
9/2
  • 9/2
  • 3 total stops
  • 30h 08m 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 (£21 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 17 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

LGW - MDW

LGWMDW

London Gatwick

Sun 11/1

14:10-22:59

1 stop14h 49m

Chicago Midway

Fri 16/1

09:43-10:00

1 stop18h 17m

£423

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Sat 10/1

14:00-11:31

2 stops27h 31m

Chicago Midway

Fri 23/1

13:00-10:00

1 stop15h 00m

£444

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 3/2

08:40-17:55

2 stops15h 15m

Chicago Midway

Tue 24/2

13:49-07:05

1 stop11h 16m

£526

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 12/1

06:30-17:34

2 stops17h 04m

Chicago Midway

Mon 26/1

13:26-08:05

2 stops12h 39m

£526

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 3/2

11:05-18:36

1 stop13h 31m

Chicago Midway

Tue 24/2

13:49-07:05

1 stop11h 16m

£538

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 12/1

08:55-16:29

1 stop13h 34m

Chicago Midway

Mon 26/1

10:46-06:25

1 stop13h 39m

£538

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Thu 15/1

08:40-18:32

2 stops15h 52m

Chicago Midway

Tue 27/1

13:29-09:20

2 stops13h 51m

£555

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 13/2

06:30-17:37

2 stops17h 07m

Chicago Midway

Tue 24/2

18:40-11:40

1 stop11h 00m

£555

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 3/3

06:30-17:37

2 stops17h 07m

Chicago Midway

Sat 7/3

09:50-07:05

1 stop15h 15m

£555

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sat 21/2

06:30-16:16

2 stops15h 46m

Chicago Midway

Wed 4/3

13:28-08:45

1 stop13h 17m

£555

Flights are sorted by cheapest return flights first.

Deals found on 15/11

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 £426). Flying from London to Chicago Midway Airport in October is currently the most expensive (average of £860). 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 £435.

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 17 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

Crew

8.1

Comfort

7.3

Boarding

7.7

Food

6.9

Entertainment

7.5

Overall

7.5

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

Crew

8.1

Comfort

7.3

Boarding

7.7

Food

6.9

Entertainment

7.5

Overall

7.5

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 £538, Delta can have you in Chicago Midway Airport from London in 13h 31m. 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 £435. Virgin Atlantic is priced at 31% lower than the current average price of a flight leaving 3 months from now.

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

    For one-way options, check prices for Delta. According to our data, you can fly for as low as £413. Users have also found prices from £413 and £435 on KLM and WestJet, respectively.

  • 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 £426). Flying from London to Chicago Midway Airport in October is currently the most expensive (average of £860). 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
Heathrow to Midway flights
Gatwick to O'Hare Intl 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
Edinburgh to Midway flights
Southend to O'Hare Intl flights
Bristol to O'Hare Intl flights
Birmingham to O'Hare Intl flights
London City to Midway flights
Bristol to Midway flights
Birmingham to Midway flights
Newcastle upon Tyne to O'Hare Intl flights
Southampton to O'Hare Intl flights
Newcastle upon Tyne to Midway flights
Newquay to O'Hare Intl flights
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Liverpool to O'Hare Intl flights
Exeter to O'Hare Intl flights
Darlington to Midway flights
Darlington to O'Hare Intl flights
Norwich to O'Hare Intl flights
Southampton to Midway flights
Leeds to Midway flights
Grimsby to O'Hare Intl flights
Doncaster 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 17 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£435Average£597FlexibilityNo 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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