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Cheap flights from London to Chicago Midway Airport from £429

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 29/5. Fares are subject to change and may not be available on all flights or dates of travel.
LON — MDW
16 Jun — 23 Jun1
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 17 May 2026.

Wed 24/611:35
LGW
-
MDW
2 stops28h 05m
Multiple Airlines
Tue 7/710:25
MDW
-
LGW
2 stops15h 30m
Multiple Airlines
Deal found 12/5£615
Wed 7/1009:20
LHR
-
MDW
1 stop13h 05m
Multiple Airlines
Tue 13/1013:05
MDW
-
LHR
1 stop11h 20m
Multiple Airlines
Deal found 15/5£622
Wed 9/906:30
LHR
-
MDW
2 stops17h 35m
Delta
Wed 23/913:05
MDW
-
LHR
1 stop16h 15m
Delta
Deal found 16/5£626
Tue 1/906:30
LHR
-
MDW
2 stops15h 57m
Delta
Tue 8/916:30
MDW
-
LHR
1 stop14h 45m
Delta
Deal found 16/5£627
Fri 29/511:35
LGW
-
MDW
2 stops28h 10m
Air Transat
Fri 5/610:15
MDW
-
LGW
2 stops15h 40m
Air Transat
Deal found 13/5£630
Tue 2/609:40
LGW
-
MDW
2 stops29h 55m
Multiple Airlines
Tue 16/610:15
MDW
-
LGW
2 stops17h 35m
Multiple Airlines
Deal found 16/5£631
Tue 22/906:30
LHR
-
MDW
2 stops15h 57m
Delta
Tue 29/913:00
MDW
-
LHR
1 stop12h 10m
Delta
Deal found 15/5£633
Thu 10/1208:40
LHR
-
MDW
2 stops15h 57m
Virgin Atlantic
Mon 14/1209:55
MDW
-
LHR
1 stop15h 10m
Virgin Atlantic
Deal found 15/5£634
Tue 1/906:30
LHR
-
MDW
2 stops15h 57m
Delta
Mon 14/913:05
MDW
-
LHR
1 stop11h 20m
Delta
Deal found 13/5£635
Wed 3/611:35
LGW
-
MDW
2 stops28h 00m
Multiple Airlines
Thu 18/610:25
MDW
-
LGW
2 stops17h 25m
Multiple Airlines
Deal found 14/5£636
Wed 2/909:55
LHR
-
MDW
2 stops17h 51m
Virgin Atlantic
Tue 8/909:30
MDW
-
LHR
2 stops15h 15m
Virgin Atlantic
Deal found 13/5£636
Wed 16/909:55
LHR
-
MDW
2 stops17h 51m
Delta
Wed 23/909:30
MDW
-
LHR
2 stops17h 20m
Delta
Deal found 12/5£638

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 17 May 2026.

Round-trip from

£615

One-way from

£429

Popular in

July

Cheapest in

August

Average price

£582
24/6-7/7
  • 24/6-7/7
  • 4 total stops
  • 43h 35m total
  • London to Chicago
Search Deals
29/5
  • 29/5
  • 3 total stops
  • 30h 12m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (£62 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease (£23 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 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 17 May 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

Cheapest return flight

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 9/11

09:40-21:45

2 stops18h 05m

Chicago Midway

Wed 18/11

13:00-08:05

2 stops13h 05m

£640

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 28/5

14:00-14:52

2 stops30h 52m

Chicago Midway

Sun 31/5

15:20-10:45

1 stop13h 25m

£665

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 29/5

09:40-09:45

2 stops30h 05m

Chicago Midway

Sat 13/6

10:15-09:50

2 stops17h 35m

£673

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 9/11

06:20-18:37

2 stops18h 17m

Chicago Midway

Sun 15/11

09:55-06:50

2 stops14h 55m

£674

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 8/6

14:00-22:11

2 stops38h 11m

Chicago Midway

Fri 12/6

15:20-10:45

1 stop13h 25m

£674

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 28/5

10:45-09:45

2 stops29h 00m

Chicago Midway

Sat 6/6

10:15-07:55

1 stop15h 40m

£680

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Sat 13/6

09:40-09:14

2 stops29h 34m

Chicago Midway

Sat 20/6

10:25-11:20

2 stops18h 55m

£684

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 14/10

06:30-16:25

2 stops15h 55m

Chicago Midway

Wed 21/10

13:05-07:15

1 stop12h 10m

£689

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sun 6/9

06:30-18:31

2 stops18h 01m

Chicago Midway

Sun 11/10

12:30-13:05

1 stop18h 35m

£696

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 28/10

09:40-21:45

2 stops17h 05m

Chicago Midway

Sat 31/10

09:30-06:50

2 stops16h 20m

£720

Flights are sorted by cheapest return flights first.

Deals found on 13/5

Showing 1-10 of 49 resultsSorted by cheapest first
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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, November is the cheapest month in which you can book a flight from London to Chicago Midway Airport (average of £378). Flying from London to Chicago Midway Airport in July is currently the most expensive (average of £849). 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.

How much does it cost for a return 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 73% 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 £444.

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 17 May 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
7.4
Good
688 reviews
Check prices

Food

6.9

Comfort

7.3

Entertainment

7.5

Boarding

7.7

Crew

8.1

Overall

7.4

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
7.4
Good
688 reviews
Virgin Atlantic
7.4
Good
688 reviews
Check prices

Food

6.9

Comfort

7.3

Entertainment

7.5

Boarding

7.7

Crew

8.1

Overall

7.4

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 £689, Virgin Atlantic can have you in Chicago Midway Airport from London in 15h 55m. 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 £397. Virgin Atlantic is priced at 33% 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, November is the cheapest month in which you can book a flight from London to Chicago Midway Airport (average of £378). Flying from London to Chicago Midway Airport in July is currently the most expensive (average of £849). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 May 2026.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£397Average£638FlexibilityNo 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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