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Cheap flights from London Heathrow Airport to Chicago Midway Airport from £403

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 22/2. Fares are subject to change and may not be available on all flights or dates of travel.
LHR — MDW
11 Dec — 18 Dec1
1 adult
1 adult, Economy, 0 bags

Find 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 11 November 2025.

Tue 9/1211:45LHR - MDW
2 stops18h 02mVirgin Atlantic
Tue 16/1217:39MDW - LHR
1 stop12h 01mVirgin Atlantic
Deal found 9/11£498
Mon 8/1212:30LHR - MDW
1 stop17h 17mVirgin Atlantic
Wed 17/1209:59MDW - LHR
1 stop15h 06mVirgin Atlantic
Deal found 10/11£511
Mon 8/1208:40LHR - MDW
2 stops15h 38mDelta
Mon 15/1213:50MDW - LHR
1 stop11h 15mDelta
Deal found 10/11£520
Mon 8/1215:50LHR - MDW
1 stop13h 57mVirgin Atlantic
Mon 15/1213:50MDW - LHR
1 stop11h 15mVirgin Atlantic
Deal found 10/11£533
Tue 25/1111:05LHR - MDW
1 stop13h 13mVirgin Atlantic
Tue 2/1213:50MDW - LHR
1 stop11h 15mVirgin Atlantic
Deal found 9/11£549
Tue 25/1111:05LHR - MDW
1 stop13h 13mVirgin Atlantic
Wed 3/1212:50MDW - LHR
1 stop14h 10mVirgin Atlantic
Deal found 10/11£551
Thu 11/1206:30LHR - MDW
2 stops15h 48mVirgin Atlantic
Sun 14/1209:34MDW - LHR
1 stop17h 11mVirgin Atlantic
Deal found 10/11£558
Mon 24/1106:30LHR - MDW
2 stops17h 38mDelta
Mon 11/513:05MDW - LHR
1 stop11h 25mDelta
Deal found 8/11£559
Mon 24/1108:40LHR - MDW
2 stops15h 38mDelta
Thu 4/1213:50MDW - LHR
1 stop11h 15mDelta
Deal found 10/11£560
Thu 11/1211:05LHR - MDW
1 stop13h 13mVirgin Atlantic
Wed 4/212:48MDW - LHR
1 stop11h 37mVirgin Atlantic
Deal found 9/11£561
Tue 16/1208:40LHR - MDW
2 stops15h 20mDelta
Mon 18/506:00MDW - LHR
1 stop18h 30mDelta
Deal found 9/11£570
Mon 24/1115:50LHR - MDW
1 stop13h 50mVirgin Atlantic
Mon 8/1210:49MDW - LHR
1 stop13h 36mVirgin Atlantic
Deal found 10/11£573

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 11 November 2025.

Round-trip from

£498

One-way from

£403

Popular in

July

Cheapest in

March

Average price

£590
Virgin Atlantic
  • Virgin Atlantic
  • 9/12-16/12
  • 3 total stops
  • 30h 03m total
  • London to Chicago
Search Deals
Delta
  • Delta
  • 22/2
  • 2 total stops
  • 15h 44m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 28% potential increase in price (£210 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease (£57 potential savings vs. average return price).
Search Deals
Average for round-trip flights in November 2025
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 11 November 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

Mon 2/3

08:40-18:37

2 stops15h 57m

Chicago Midway

Sun 8/3

13:05-06:25

1 stop12h 20m

£554

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sun 11/1

06:30-17:37

2 stops17h 07m

Chicago Midway

Wed 21/1

10:46-06:25

1 stop13h 39m

£556

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 13/1

08:40-18:32

2 stops15h 52m

Chicago Midway

Fri 23/1

18:17-11:40

1 stop11h 23m

£556

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 12/1

06:30-17:34

2 stops17h 04m

Chicago Midway

Sun 18/1

17:31-11:40

1 stop12h 09m

£556

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 14/1

08:55-22:09

2 stops19h 14m

Chicago Midway

Sat 24/1

10:46-06:55

2 stops14h 09m

£560

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 24/11

06:30-16:39

2 stops16h 09m

Chicago Midway

Mon 8/12

09:59-06:50

2 stops14h 51m

£560

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 25/11

08:40-18:18

2 stops15h 38m

Chicago Midway

Wed 3/12

12:50-09:20

2 stops14h 30m

£560

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 3/12

08:40-18:18

2 stops15h 38m

Chicago Midway

Wed 10/12

12:50-06:25

1 stop11h 35m

£560

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 25/11

08:40-18:18

2 stops15h 38m

Chicago Midway

Tue 2/12

13:50-07:05

1 stop11h 15m

£560

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 20/4

06:30-18:31

2 stops18h 01m

Chicago Midway

Sun 26/4

17:25-13:30

1 stop14h 05m

£567

Flights are sorted by cheapest return flights first.

Deals found on 9/11

Showing 1-10 of 18 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 month to book a flight from London Heathrow Airport to Chicago Midway Airport?

Currently, September is the cheapest month in which you can book a flight from London Heathrow Airport to Chicago Midway Airport (average of £427). Flying from London Heathrow Airport to Chicago Midway Airport in October is currently the most expensive (average of £861). 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.

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 11 November 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
7.5
Good
673 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.5

Food

6.9

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
673 reviews
Virgin Atlantic
7.5
Good
673 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.5

Food

6.9

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 to get the fastest option. Airlines will cover a distance of 3942 mi.

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

    Currently priced at £436, 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 38% 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.

  • What is the cheapest month to book a flight from London Heathrow Airport to Chicago Midway Airport?

    Currently, September is the cheapest month in which you can book a flight from London Heathrow Airport to Chicago Midway Airport (average of £427). Flying from London Heathrow Airport to Chicago Midway Airport in October is currently the most expensive (average of £861). 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

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 11 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£436Average£598FlexibilityNo 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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