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Cheap flights from London to Chicago Midway Airport from £350

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 27/4. Fares are subject to change and may not be available on all flights or dates of travel.
LON — MDW
23 Feb — 2 Mar1
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 24 January 2026.

Mon 9/314:00
LGW
-
MDW
1 stop33h 13m
Multiple Airlines
Mon 16/306:15
MDW
-
LGW
1 stop22h 45m
Multiple Airlines
Deal found 22/1£407
Fri 20/208:40
LHR
-
MDW
2 stops16h 00m
Virgin Atlantic
Fri 27/213:49
MDW
-
LHR
1 stop11h 16m
Virgin Atlantic
Deal found 23/1£413
Thu 12/211:05
LHR
-
MDW
1 stop13h 35m
Virgin Atlantic
Sun 15/211:01
MDW
-
LHR
1 stop13h 24m
Virgin Atlantic
Deal found 23/1£424
Wed 11/208:55
LHR
-
MDW
1 stop14h 34m
Virgin Atlantic
Tue 17/218:40
MDW
-
LHR
1 stop11h 00m
Virgin Atlantic
Deal found 22/1£424
Fri 13/211:05
LHR
-
MDW
1 stop13h 35m
Virgin Atlantic
Mon 16/218:40
MDW
-
LHR
1 stop11h 00m
Virgin Atlantic
Deal found 23/1£433
Wed 18/210:45
LHR
-
MDW
1 stop13h 00m
Virgin Atlantic
Tue 3/312:45
MDW
-
LHR
1 stop11h 40m
Virgin Atlantic
Deal found 22/1£433
Thu 29/108:40
LHR
-
MDW
2 stops15h 15m
Delta
Mon 2/210:46
MDW
-
LHR
1 stop15h 04m
Delta
Deal found 22/1£434
Mon 9/308:40
LHR
-
MDW
2 stops15h 00m
Delta
Mon 16/313:10
MDW
-
LHR
2 stops13h 55m
Delta
Deal found 23/1£435
Mon 16/311:05
LHR
-
MDW
1 stop12h 35m
Virgin Atlantic
Mon 30/317:40
MDW
-
LHR
1 stop11h 40m
Virgin Atlantic
Deal found 22/1£436
Wed 18/210:45
LHR
-
MDW
1 stop13h 00m
Virgin Atlantic
Tue 24/212:45
MDW
-
LHR
1 stop11h 40m
Virgin Atlantic
Deal found 24/1£437
Tue 10/306:30
LHR
-
MDW
2 stops17h 10m
Delta
Tue 17/312:47
MDW
-
LHR
1 stop12h 38m
Delta
Deal found 23/1£438
Fri 20/214:00
LGW
-
MDW
1 stop30h 55m
Multiple Airlines
Fri 27/219:53
MDW
-
LGW
2 stops52h 07m
Multiple Airlines
Deal found 23/1£464

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 24 January 2026.

Round-trip from

£407

One-way from

£350

Popular in

July

Cheapest in

September

Average price

£766
9/3-16/3
  • 9/3-16/3
  • 2 total stops
  • 55h 58m total
  • London to Chicago
Search Deals
Virgin Atlantic
  • Virgin Atlantic
  • 27/4
  • 1 total stop
  • 13h 09m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 21% potential increase in price (£118 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 January 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 24 January 2026.
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

Mon 9/3

14:00-18:13

1 stop33h 13m

Chicago Midway

Mon 16/3

06:15-10:00

1 stop22h 45m

£407

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 11/2

06:30-17:29

2 stops16h 59m

Chicago Midway

Tue 3/3

12:45-09:00

1 stop14h 15m

£434

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 3/2

06:30-17:29

2 stops16h 59m

Chicago Midway

Sun 15/2

11:01-09:00

1 stop15h 59m

£434

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 6/2

06:30-18:36

2 stops18h 06m

Chicago Midway

Tue 10/2

10:48-06:50

2 stops14h 02m

£434

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 4/3

06:30-17:45

2 stops17h 15m

Chicago Midway

Tue 10/3

12:47-07:50

1 stop14h 03m

£434

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 16/3

06:30-17:54

2 stops16h 24m

Chicago Midway

Mon 23/3

12:47-06:25

1 stop12h 38m

£435

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 9/3

08:40-18:40

2 stops15h 00m

Chicago Midway

Mon 16/3

13:10-08:05

2 stops13h 55m

£435

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 4/3

06:30-17:37

2 stops17h 07m

Chicago Midway

Tue 31/3

12:47-06:25

1 stop11h 38m

£435

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 10/2

08:40-17:55

2 stops15h 15m

Chicago Midway

Mon 2/3

12:45-06:25

1 stop11h 40m

£435

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 3/2

08:40-17:55

2 stops15h 15m

Chicago Midway

Tue 10/2

13:26-09:00

2 stops13h 34m

£438

Flights are sorted by cheapest return flights first.

Deals found on 22/1

Showing 1-10 of 51 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 £415). Flying from London to Chicago Midway Airport in December is currently the most expensive (average of £768). 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 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 24 January 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
678 reviews
Check prices

Comfort

7.3

Overall

7.5

Entertainment

7.6

Food

6.9

Boarding

7.7

Crew

8.2

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
678 reviews
Virgin Atlantic
7.5
Good
678 reviews
Check prices

Comfort

7.3

Overall

7.5

Entertainment

7.6

Food

6.9

Boarding

7.7

Crew

8.2

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 £435, Virgin Atlantic can have you in Chicago Midway Airport from London in 16h 24m. 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 £441. Virgin Atlantic is priced at 25% 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 £415). Flying from London to Chicago Midway Airport in December is currently the most expensive (average of £768). 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
Edinburgh to O'Hare Intl flights
Manchester to O'Hare Intl flights
Edinburgh to Midway flights
Birmingham to O'Hare Intl flights
Manchester to Midway flights
Gatwick to Midway flights
Leeds to O'Hare Intl flights
Birmingham to Midway flights
Southampton to O'Hare Intl flights
Leeds to Midway flights
Newcastle upon Tyne to O'Hare Intl flights
Norwich to O'Hare Intl flights
Bristol to O'Hare Intl flights
Newcastle upon Tyne to Midway flights
Liverpool to O'Hare Intl flights
Southend to O'Hare Intl flights
Bristol to Midway flights
Exeter to O'Hare Intl flights
Newquay to O'Hare Intl flights
London City to Midway flights
Southampton to Midway flights
Darlington to O'Hare Intl flights
Darlington 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 24 January 2026.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£441Average£556FlexibilityNo 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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