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Cheap flights from London Heathrow Airport to Chicago Midway Airport from £393

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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
LHR — MDW
11 Aug — 18 Aug1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Heathrow to Midway

Enter your travel dates to find the best prices.

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 12 July 2026.

Tue 22/920:55
LHR
-
MDW
2 stops27h 38m
Virgin Atlantic
Tue 29/913:19
MDW
-
LHR
2 stops15h 01m
Virgin Atlantic
Deal found 9/7£592
Wed 9/908:40
LHR
-
MDW
2 stops15h 39m
Virgin Atlantic
Wed 23/910:48
MDW
-
LHR
1 stop13h 37m
Virgin Atlantic
Deal found 11/7£598
Wed 2/906:30
LHR
-
MDW
2 stops16h 29m
Virgin Atlantic
Wed 16/913:19
MDW
-
LHR
2 stops13h 41m
Virgin Atlantic
Deal found 11/7£608
Wed 7/1015:15
LHR
-
MDW
1 stop13h 10m
Virgin Atlantic
Wed 21/1010:58
MDW
-
LHR
2 stops17h 22m
Virgin Atlantic
Deal found 7/7£610
Tue 1/916:20
LHR
-
MDW
2 stops30h 39m
Virgin Atlantic
Tue 8/916:30
MDW
-
LHR
1 stop12h 50m
Virgin Atlantic
Deal found 8/7£611
Wed 9/912:25
LHR
-
MDW
1 stop11h 54m
Virgin Atlantic
Mon 14/909:24
MDW
-
LHR
2 stops15h 21m
Virgin Atlantic
Deal found 10/7£612
Wed 30/912:25
LHR
-
MDW
1 stop11h 54m
Virgin Atlantic
Mon 5/1013:00
MDW
-
LHR
1 stop11h 25m
Virgin Atlantic
Deal found 8/7£613

Find 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 12 July 2026.

Round-trip from

£592

One-way from

£393

Popular in

July

Cheapest in

February

Average price

£2,310
Virgin Atlantic
  • Virgin Atlantic
  • 22/9-29/9
  • 4 total stops
  • 42h 39m total
  • London to Chicago
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9/9
  • 9/9
  • 3 total stops
  • 36h 07m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 34% potential increase in price (£322 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 26% potential price decrease (£125 potential savings vs. average return price).
Search Deals
Average for round-trip flights in July 2026
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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 12 July 2026.
Use the filters below to find and compare flights from London Heathrow Airport 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

Wed 9/9

08:40-18:19

2 stops15h 39m

Chicago Midway

Wed 23/9

13:19-07:10

1 stop11h 51m

£624

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 7/9

08:40-18:01

2 stops15h 21m

Chicago Midway

Thu 24/9

13:00-06:25

1 stop11h 25m

£626
Fastest return journey

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 8/9

12:25-18:19

1 stop11h 54m

Chicago Midway

Thu 24/9

13:00-06:25

1 stop11h 25m

£639

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 24/8

08:40-22:36

2 stops19h 56m

Chicago Midway

Tue 8/9

11:35-13:15

1 stop19h 40m

£674

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 1/12

08:40-18:37

2 stops15h 57m

Chicago Midway

Tue 29/12

13:05-07:50

1 stop12h 45m

£676

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sat 5/9

08:40-22:36

2 stops19h 56m

Chicago Midway

Fri 9/10

09:29-07:10

1 stop15h 41m

£683

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 25/9

12:25-18:19

1 stop11h 54m

Chicago Midway

Sat 3/10

13:19-07:10

1 stop11h 51m

£698

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sat 10/10

06:30-16:39

2 stops16h 09m

Chicago Midway

Thu 15/10

17:21-13:05

1 stop13h 44m

£706

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 1/9

06:30-16:59

2 stops16h 29m

Chicago Midway

Wed 30/9

09:29-06:25

2 stops14h 56m

£753

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 24/8

15:15-22:36

1 stop13h 21m

Chicago Midway

Fri 18/9

13:00-06:25

1 stop11h 25m

£782

Flights are sorted by cheapest return flights first.

Deals found on 9/7

Showing 1-10 of 23 resultsSorted by cheapest first
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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’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.

Atlanta (ATL) – 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.

Minneapolis (MSP) is the most affordable one-stop option, with an average return flight price of £441.

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 Minneapolis (MSP) have the shortest average one-way travel time for one-stop routes: 12h 45m.

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 2h 09m.

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 12 July 2026.
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
7.5
Good
693 reviews
Check prices

Food

6.9

Entertainment

7.5

Crew

8.1

Overall

7.5

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
693 reviews
Virgin Atlantic
7.5
Good
693 reviews
Check prices

Food

6.9

Entertainment

7.5

Crew

8.1

Overall

7.5

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 Heathrow 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 Heathrow Airport to Chicago Midway Airport?

    There are many flights that can get you from London Heathrow Airport to Chicago Midway Airport in 11h 54m. Fly via Delta, KLM, or Virgin Atlantic to get the fastest option. Airlines will cover a distance of 3942 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

    Currently priced at £428, 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 46% 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 12 July 2026.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£428Average£666FlexibilityNo 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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