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Cheap flights from London to Chicago Midway Airport from £338

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 22/4. Fares are subject to change and may not be available on all flights or dates of travel.
LON — MDW
29 Mar — 5 Apr1
1 adult
1 adult, Economy, 0 bags

Cheap 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 27 February 2026.

Wed 6/514:00
LGW
-
MDW
1 stop24h 04m
Multiple Airlines
Fri 8/507:30
MDW
-
LGW
1 stop16h 50m
Multiple Airlines
Deal found 25/2£456
Sat 9/514:00
LGW
-
MDW
1 stop24h 04m
Multiple Airlines
Wed 13/507:30
MDW
-
LGW
2 stops22h 15m
Multiple Airlines
Deal found 24/2£492
Wed 16/913:25
LHR
-
MDW
1 stop14h 21m
Virgin Atlantic
Wed 23/910:35
MDW
-
LHR
1 stop14h 40m
Virgin Atlantic
Deal found 24/2£521
Wed 16/906:30
LHR
-
MDW
2 stops18h 01m
Delta
Wed 23/913:05
MDW
-
LHR
1 stop12h 10m
Delta
Deal found 25/2£535
Mon 13/406:30
LHR
-
MDW
2 stops18h 06m
Delta
Mon 20/413:24
MDW
-
LHR
2 stops13h 26m
Delta
Deal found 27/2£535
Fri 17/410:45
LHR
-
MDW
1 stop13h 13m
Virgin Atlantic
Mon 20/413:24
MDW
-
LHR
1 stop11h 46m
Virgin Atlantic
Deal found 25/2£537
Mon 20/406:15
LHR
-
MDW
2 stops18h 21m
Delta
Mon 27/412:52
MDW
-
LHR
1 stop11h 33m
Delta
Deal found 23/2£539
Wed 15/408:55
LHR
-
MDW
2 stops19h 33m
Delta
Tue 21/417:21
MDW
-
LHR
1 stop13h 54m
Delta
Deal found 23/2£540
Wed 15/408:55
LHR
-
MDW
2 stops19h 33m
Delta
Thu 23/413:24
MDW
-
LHR
1 stop11h 46m
Delta
Deal found 24/2£540
Tue 24/311:05
LHR
-
MDW
1 stop12h 35m
Virgin Atlantic
Mon 30/319:20
MDW
-
LHR
1 stop11h 45m
Virgin Atlantic
Deal found 24/2£546
Mon 13/410:45
LHR
-
MDW
1 stop13h 13m
KLM
Mon 27/412:52
MDW
-
LHR
1 stop11h 33m
KLM
Deal found 23/2£547
Tue 14/412:25
LHR
-
MDW
1 stop12h 11m
Delta
Sun 26/418:38
MDW
-
LHR
1 stop30h 32m
Delta
Deal found 23/2£548

Find 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 27 February 2026.

Round-trip from

£456

One-way from

£338

Popular in

March

Cheapest in

September

Average price

£518
6/5-8/5
  • 6/5-8/5
  • 2 total stops
  • 40h 54m total
  • London to Chicago
Search Deals
22/4
  • 22/4
  • 2 total stops
  • 27h 20m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 6% potential increase in price (£31 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (£19 potential savings vs. average return price).
Search Deals
Average for round-trip flights in February 2026
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 27 February 2026.
Use the filters below to find and compare flights from London to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 13/4

11:30-22:28

2 stops16h 58m

Chicago Midway

Mon 27/4

12:52-07:15

1 stop12h 23m

£539

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 13/4

10:45-17:58

1 stop13h 13m

Chicago Midway

Thu 23/4

13:24-07:10

1 stop11h 46m

£548

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 13/4

10:45-17:58

1 stop13h 13m

Chicago Midway

Mon 20/4

13:24-07:10

1 stop11h 46m

£549

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Sat 2/5

14:00-07:41

1 stop23h 41m

Chicago Midway

Fri 8/5

07:30-06:20

1 stop16h 50m

£557

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 24/3

06:30-17:22

2 stops15h 52m

Chicago Midway

Tue 31/3

12:47-07:15

1 stop12h 28m

£574

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 24/3

06:30-17:22

2 stops15h 52m

Chicago Midway

Tue 31/3

12:47-06:25

1 stop11h 38m

£574

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 13/4

10:25-22:28

2 stops18h 03m

Chicago Midway

Mon 20/4

12:52-09:40

2 stops14h 48m

£583

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 13/5

14:00-08:04

1 stop24h 04m

Chicago Midway

Thu 21/5

15:20-10:45

1 stop13h 25m

£594

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 17/4

15:15-22:28

1 stop13h 13m

Chicago Midway

Fri 24/4

13:24-08:50

2 stops13h 26m

£607

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Tue 19/5

13:05-13:00

1 stop29h 55m

Chicago Midway

Sun 24/5

15:20-10:45

1 stop13h 25m

£619

Flights are sorted by cheapest return flights first.

Deals found on 23/2

Showing 1-10 of 58 resultsSorted by cheapest first
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6

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’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 47% 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.

Minneapolis (MSP) is the most affordable one-stop option, with an average return flight price of £477.

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 Minneapolis (MSP) have the shortest average one-way travel time for one-stop routes: 12h 08m.

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 27 February 2026.
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
679 reviews
Check prices

Crew

8.2

Food

6.9

Boarding

7.7

Overall

7.5

Entertainment

7.6

Comfort

7.3

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
679 reviews
Virgin Atlantic
7.5
Good
679 reviews
Check prices

Crew

8.2

Food

6.9

Boarding

7.7

Overall

7.5

Entertainment

7.6

Comfort

7.3

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 £548, Virgin Atlantic can have you in Chicago Midway Airport from London in 13h 13m. 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 £425. Virgin Atlantic is priced at 27% 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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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 27 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£425Average£555FlexibilityNo 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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