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Cheap flights from London Heathrow Airport to Chicago Midway Airport from £417

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 21/10. Fares are subject to change and may not be available on all flights or dates of travel.
LHR — MDW
20 Aug — 27 Aug1
1 adult

Cheap flight deals from Heathrow to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Heathrow (LHR) 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 15 August 2025.

Round-trip from

£437

One-way from

£417

Popular in

July

Cheapest in

March

Average price

£723
Virgin Atlantic
  • Virgin Atlantic
  • 3/10-12/10
  • 2 total stops
  • 24h 50m total
  • London to Chicago
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21/10
  • 21/10
  • 2 total stops
  • 29h 28m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 31% potential increase in price (£226 potential increase over avg. return price).
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Cheapest flight prices on average. 12% potential price decrease (£55 potential savings vs. average return price).
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Average for round-trip flights in August 2025
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Find flight deals from Heathrow to Midway

Cheapest flights from Heathrow to Midway
Explore the most affordable flight options available from Heathrow to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 15 August 2025.

Fri 3/1011:45LHR - MDW
1 stop12h 50mVirgin Atlantic
Sun 12/1019:10MDW - LHR
1 stop12h 00mVirgin Atlantic
Deal found 13/8£437
Wed 27/811:45LHR - MDW
1 stop12h 52mVirgin Atlantic
Tue 30/912:43MDW - LHR
1 stop12h 02mVirgin Atlantic
Deal found 13/8£440
Sat 13/911:20LHR - MDW
1 stop15h 50mVirgin Atlantic
Sun 21/919:15MDW - LHR
1 stop11h 55mVirgin Atlantic
Deal found 14/8£442
Thu 9/1009:20LHR - MDW
1 stop12h 49mVirgin Atlantic
Mon 13/1019:10MDW - LHR
1 stop12h 00mVirgin Atlantic
Deal found 13/8£443
Sat 6/911:45LHR - MDW
1 stop12h 52mVirgin Atlantic
Sun 21/919:15MDW - LHR
1 stop11h 55mVirgin Atlantic
Deal found 13/8£444
Tue 30/913:05LHR - MDW
1 stop14h 31mVirgin Atlantic
Mon 13/1019:10MDW - LHR
1 stop12h 00mVirgin Atlantic
Deal found 13/8£445
Thu 11/909:20LHR - MDW
1 stop14h 15mVirgin Atlantic
Thu 18/909:35MDW - LHR
2 stops14h 45mVirgin Atlantic
Deal found 14/8£447
Fri 3/1008:40LHR - MDW
2 stops15h 55mVirgin Atlantic
Sun 5/1012:43MDW - LHR
1 stop18h 47mVirgin Atlantic
Deal found 12/8£449
Sat 6/906:30LHR - MDW
2 stops20h 42mVirgin Atlantic
Sat 13/911:00MDW - LHR
2 stops15h 55mVirgin Atlantic
Deal found 13/8£450
Sun 14/906:30LHR - MDW
2 stops17h 05mDelta
Sun 21/919:15MDW - LHR
1 stop11h 55mDelta
Deal found 15/8£452
Sat 6/906:30LHR - MDW
2 stops18h 07mVirgin Atlantic
Sat 27/909:35MDW - LHR
1 stop17h 20mVirgin Atlantic
Deal found 14/8£453
Thu 13/1106:20LHR - MDW
2 stops17h 47mVirgin Atlantic
Thu 27/1109:30MDW - LHR
2 stops16h 20mVirgin Atlantic
Deal found 13/8£454

Cheapflights Fare Finder

 
Customise your flight search to find flights from Heathrow 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 15 August 2025.
Use the filters below to find and compare flights from London Heathrow Airport to Chicago Midway Airport that are best for you.

Fly from

Heathrow

Fly to

Midway

Route

Depart

Return

Price

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 3/10

11:45-18:35

1 stop12h 50m

Chicago Midway

Sun 12/10

19:10-13:10

1 stop12h 00m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 19/11

13:00-18:36

1 stop11h 36m

Chicago Midway

Thu 27/11

06:00-06:25

1 stop18h 25m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 11/2

11:05-18:08

1 stop13h 03m

Chicago Midway

Fri 20/2

13:05-09:00

1 stop13h 55m

£440

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 27/8

11:45-18:37

1 stop12h 52m

Chicago Midway

Tue 30/9

12:43-06:45

1 stop12h 02m

£440

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Thu 13/11

13:00-18:36

1 stop11h 36m

Chicago Midway

Thu 27/11

09:20-07:05

1 stop15h 45m

£440

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Thu 4/12

12:30-21:44

1 stop15h 14m

Chicago Midway

Tue 9/12

14:00-07:05

1 stop11h 05m

£440

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sat 20/9

13:05-21:10

1 stop14h 05m

Chicago Midway

Sat 27/9

19:15-13:10

1 stop11h 55m

£440

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 21/11

11:05-18:07

1 stop13h 02m

Chicago Midway

Thu 4/12

13:05-09:00

1 stop13h 55m

£440

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sat 13/9

11:20-21:10

1 stop15h 50m

Chicago Midway

Sun 21/9

19:15-13:10

1 stop11h 55m

£442

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sat 6/9

11:45-18:37

1 stop12h 52m

Chicago Midway

Sun 21/9

19:15-13:10

1 stop11h 55m

£444

Flights are sorted by cheapest return flights first.

Deals found on 14/8

Showing 1-10 of 19 results
1
2

Best time to book a flight from Heathrow to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Heathrow 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 Heathrow Airport to Chicago Midway Airport

What is the cheapest time of day to fly from LHR to MDW?

Find hourly flight availability from Heathrow to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 15 August 2025.

One of the essential ways to save on airfare from London Heathrow Airport to Chicago Midway Airport is to remain as flexible as possible. Flights that are at midday tend to be the most expensive. A flight in the afternoon could potentially save you up to 27% on airfare.

What’s the top stopover airport for flights from London Heathrow Airport to Chicago Midway Airport?

Share of one-stop return flights from London Heathrow Airport 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 50% of one-stop itineraries from London Heathrow Airport to Chicago Midway Airport on Cheapflights.

What’s the cheapest stopover airport for flights from London Heathrow Airport to Chicago Midway Airport?

Average return fare for one-stop flights from London Heathrow Airport 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 £423.

What’s the fastest stopover option from London Heathrow Airport to Chicago Midway Airport?

Shortest average travel time for one-stop one-way flights from London Heathrow Airport 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 Heathrow Airport to Chicago Midway Airport?

Average stopover duration for one-stop one-way flights from London Heathrow Airport 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 44m.

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 15 August 2025.
See what other customers who have flown with Virgin Atlantic from London Heathrow Airport to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Virgin Atlantic
7.4
Good
657 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.5

Boarding

7.7

Food

6.9

Reviews

1 / 20
10.0
Excellent

Jorge,Jun 2025

SFO - LHR

Exceptional, the flight attendant were amazing. My economy delight seat was very comfortable, and I was fortunate enough to have an empty row
Virgin Atlantic
7.4
Good
657 reviews
Virgin Atlantic
7.4
Good
657 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Entertainment

7.5

Boarding

7.7

Food

6.9

Reviews

1 / 20
10.0
Excellent

Jorge,Jun 2025

SFO - LHR

Exceptional, the flight attendant were amazing. My economy delight seat was very comfortable, and I was fortunate enough to have an empty row

Related info for your journey

Find useful and relevant information for your journey from Heathrow to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What is the cheapest airline to fly from London Heathrow Airport to Chicago Midway Airport round-trip?

    Currently priced at £420, Virgin Atlantic will fly you from London Heathrow Airport to Chicago Midway Airport and back. In addition to Virgin Atlantic, many other airlines offer competitively priced options for your trip. Virgin Atlantic is priced at 36% lower than the current average price of a flight leaving 3 months from now.

  • Can I find deals for flights from Heathrow to Midway that include hotel bookings?

    Yes. In addition to deals on Heathrow to Midway flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Heathrow to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Heathrow to Midway.

  • Can I find deals for business class flights from Heathrow to Midway?

    Yes. Cheapflights offers flight deals from Heathrow 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 Heathrow to Midway

Discover the top airline that operate flights from Heathrow 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 15 August 2025.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£420Average£595FlexibilityNo 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 Heathrow to Midway?

Cheapflights helps you search for flights from Heathrow to Midway via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Heathrow to Midway?

Cheapflights helps you find that perfect flight to Midway from Heathrow by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Heathrow to Midway with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Heathrow to Midway flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Heathrow to Midway become cheaper?

Not ready to book yet? You can track prices for flights from Heathrow to Midway on Cheapflights with our Price Alert feature and get notified when better prices are available.

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