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Cheap flights from London Heathrow Airport to Chicago Midway Airport from £368

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 13/6. Fares are subject to change and may not be available on all flights or dates of travel.
LHR — MDW
18 May — 25 May1
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 18 April 2026.

Wed 7/1009:20
LHR
-
MDW
1 stop13h 05m
Virgin Atlantic
Tue 13/1010:35
MDW
-
LHR
1 stop14h 40m
Virgin Atlantic
Deal found 15/4£612
Wed 16/906:30
LHR
-
MDW
2 stops18h 01m
Delta
Wed 23/913:05
MDW
-
LHR
2 stops15h 15m
Delta
Deal found 13/4£622
Wed 9/906:30
LHR
-
MDW
2 stops18h 01m
Virgin Atlantic
Wed 21/1010:35
MDW
-
LHR
1 stop18h 45m
Virgin Atlantic
Deal found 17/4£626
Tue 1/911:30
LHR
-
MDW
2 stops16h 16m
Delta
Tue 8/916:30
MDW
-
LHR
1 stop14h 45m
Delta
Deal found 13/4£627
Wed 13/510:45
LHR
-
MDW
1 stop13h 48m
Virgin Atlantic
Mon 18/519:13
MDW
-
LHR
1 stop11h 52m
Virgin Atlantic
Deal found 14/4£630
Tue 8/906:15
LHR
-
MDW
2 stops21h 31m
Virgin Atlantic
Mon 14/913:00
MDW
-
LHR
2 stops14h 15m
Virgin Atlantic
Deal found 17/4£631
Tue 22/911:15
LHR
-
MDW
1 stop16h 31m
Delta
Tue 29/913:05
MDW
-
LHR
1 stop11h 20m
Delta
Deal found 13/4£635
Thu 8/1010:45
LHR
-
MDW
1 stop13h 52m
Virgin Atlantic
Tue 13/1013:00
MDW
-
LHR
1 stop12h 10m
Virgin Atlantic
Deal found 14/4£637
Wed 28/1012:30
LHR
-
MDW
1 stop14h 15m
Virgin Atlantic
Wed 11/1109:55
MDW
-
LHR
1 stop15h 10m
Virgin Atlantic
Deal found 17/4£638
Tue 1/909:40
LHR
-
MDW
2 stops18h 06m
Virgin Atlantic
Tue 8/909:30
MDW
-
LHR
2 stops15h 15m
Virgin Atlantic
Deal found 17/4£639
Mon 2/1120:00
LHR
-
MDW
2 stops21h 56m
Delta
Tue 10/1113:05
MDW
-
LHR
1 stop11h 20m
Delta
Deal found 15/4£640

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 18 April 2026.

Round-trip from

£612

One-way from

£368

Popular in

July

Cheapest in

February

Average price

£516
Virgin Atlantic
  • Virgin Atlantic
  • 7/10-13/10
  • 2 total stops
  • 27h 45m total
  • London to Chicago
Search Deals
13/6
  • 13/6
  • 2 total stops
  • 52h 45m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 38% potential increase in price (£342 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 26% potential price decrease (£115 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 18 April 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 16/9

06:30-16:27

2 stops15h 57m

Chicago Midway

Wed 14/10

17:25-13:15

1 stop13h 50m

£627

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sat 26/9

11:15-21:46

1 stop16h 31m

Chicago Midway

Thu 1/10

13:00-08:50

2 stops13h 50m

£670

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 13/5

09:55-21:09

2 stops17h 14m

Chicago Midway

Mon 18/5

13:22-10:20

2 stops14h 58m

£686

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 11/9

06:30-18:31

2 stops18h 01m

Chicago Midway

Sun 20/9

09:30-07:10

1 stop15h 40m

£686

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 18/9

13:25-21:46

1 stop14h 21m

Chicago Midway

Fri 25/9

10:35-06:25

1 stop13h 50m

£700
Fastest return journey

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 6/5

09:20-16:26

1 stop13h 06m

Chicago Midway

Mon 11/5

13:22-07:10

1 stop11h 48m

£704

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Thu 7/5

13:25-21:09

1 stop13h 44m

Chicago Midway

Mon 11/5

13:22-07:10

1 stop11h 48m

£734

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Thu 7/5

09:55-21:09

2 stops17h 14m

Chicago Midway

Sun 10/5

13:22-08:50

2 stops13h 28m

£750

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 1/5

08:40-18:36

2 stops15h 56m

Chicago Midway

Sun 10/5

09:22-07:10

1 stop15h 48m

£750

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sat 6/6

09:20-21:09

1 stop17h 49m

Chicago Midway

Sat 13/6

09:17-07:10

1 stop15h 53m

£801

Flights are sorted by cheapest return flights first.

Deals found on 13/4

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
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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

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

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 18 April 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
687 reviews
Check prices

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.9

Entertainment

7.5

Overall

7.5

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
687 reviews
Virgin Atlantic
7.5
Good
687 reviews
Check prices

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.9

Entertainment

7.5

Overall

7.5

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 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 15h 57m. Fly via Delta 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 £424, 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 43% 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 18 April 2026.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£424Average£582FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights

Fly with Cheapflights

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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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