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Cheap flights from London to Chicago Midway Airport from £371

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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
LON — MDW
8 Sep — 15 Sep1
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 9 August 2026.

Fri 4/910:45 -
1 stop13h 48m
Tue 8/919:13 -
1 stop11h 52m
Deal found 6/8£503
Mon 14/911:35 -
2 stops29h 25m
Mon 21/915:20 -
2 stops34h 35m
Deal found 3/8£510
Mon 7/911:35 -
2 stops33h 00m
Mon 21/915:20 -
2 stops34h 35m
Deal found 3/8£516
Fri 4/909:40 -
2 stops34h 55m
Mon 14/915:20 -
2 stops34h 35m
Deal found 4/8£518
Sat 5/911:35 -
2 stops33h 00m
Tue 15/911:45 -
2 stops14h 10m
Deal found 5/8£519
Mon 7/911:35 -
2 stops29h 25m
Mon 14/915:20 -
2 stops34h 35m
Deal found 7/8£520
Tue 1/911:35 -
2 stops33h 00m
Mon 21/915:20 -
2 stops34h 35m
Deal found 3/8£528
Wed 2/910:45 -
1 stop12h 14m
Tue 8/916:30 -
1 stop14h 45m
Deal found 6/8£528
Mon 21/911:35 -
2 stops29h 25m
Fri 25/911:45 -
2 stops16h 05m
Deal found 6/8£530
Tue 22/909:40 -
2 stops34h 55m
Tue 29/911:45 -
2 stops16h 05m
Deal found 7/8£533
Mon 14/911:35 -
2 stops29h 25m
Tue 22/911:45 -
2 stops16h 05m
Deal found 5/8£534
Fri 4/915:15 -
1 stop13h 21m
Mon 7/913:19 -
1 stop11h 51m
Deal found 6/8£540

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 9 August 2026.

Round-trip from

£503

One-way from

£371

Popular in

September

Cheapest in

January

Average price

£794
Delta
  • Delta
  • 4/9-8/9
  • 2 total stops
  • 25h 40m total
  • London to Chicago
Search Deals
10/9
  • 10/9
  • 3 total stops
  • 43h 00m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 26% potential increase in price (£250 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 18% potential price decrease (£108 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 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 9 August 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

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Mon 14/9

11:35-11:00

2 stops29h 25m

Chicago Midway

Mon 21/9

15:20-07:55

2 stops34h 35m

£510

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Mon 7/9

11:35-14:35

2 stops33h 00m

Chicago Midway

Mon 21/9

15:20-07:55

2 stops34h 35m

£516

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Fri 4/9

09:40-14:35

2 stops34h 55m

Chicago Midway

Mon 14/9

15:20-07:55

2 stops34h 35m

£518

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Mon 21/9

11:35-11:00

2 stops29h 25m

Chicago Midway

Sat 3/10

11:45-09:50

2 stops16h 05m

£527

LondonChicago

LCY London City - MDW Chicago Midway

LCYMDW

London City

Wed 23/9

08:25-18:19

2 stops15h 54m

Chicago Midway

Wed 30/9

13:19-07:55

2 stops12h 36m

£631

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Mon 21/9

08:40-18:19

2 stops15h 39m

Chicago Midway

Mon 28/9

10:48-06:25

1 stop13h 37m

£633

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Mon 28/9

06:30-18:19

2 stops17h 49m

Chicago Midway

Mon 5/10

09:29-07:10

1 stop15h 41m

£633

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Mon 21/9

08:40-18:19

2 stops15h 39m

Chicago Midway

Tue 13/10

17:15-13:15

1 stop14h 00m

£634

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Wed 23/9

11:45-22:44

2 stops16h 59m

Chicago Midway

Wed 30/9

09:29-06:45

2 stops15h 16m

£636

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Mon 21/9

15:15-22:44

1 stop13h 29m

Chicago Midway

Mon 28/9

17:10-11:20

1 stop12h 10m

£648

Flights are sorted by cheapest return flights first.

Deals found on 6/8

Showing 1-10 of 59 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

How much does it cost for a return flight from London to Chicago Midway Airport?

Airfare is below average for this route at the moment.
London to Chicago Midway Airport flights typically cost between £774 and £1,006 in September.
The cheapest return price found within the last 5 days was £503 on Delta (4 Sept–8 Sept).

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.

Atlanta (ATL) – chosen by Cheapflights users on 50% 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 £426.

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 38m.

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 46m.

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 9 August 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
694 reviews
Check prices

Entertainment

7.5

Food

6.9

Overall

7.5

Crew

8.1

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.
Virgin Atlantic
7.5
Good
694 reviews
Virgin Atlantic
7.5
Good
694 reviews
Check prices

Entertainment

7.5

Food

6.9

Overall

7.5

Crew

8.1

Comfort

7.3

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Edwin,May 2026

LHR - LAX

First time flying with Virgin. It was everything I hoped it would be.

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 £633, Virgin Atlantic can have you in Chicago Midway Airport from London in 15h 21m. 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 £426. Virgin Atlantic is priced at 54% 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 9 August 2026.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£426Average£684FlexibilityNo 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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