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Cheap flights from London Heathrow Airport to Chicago Midway Airport from £380

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 16/1. Fares are subject to change and may not be available on all flights or dates of travel.
LHR — MDW
30 Jan — 6 Feb1
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 31 December 2025.

Wed 31/1215:50LHR - MDW
1 stop28h 54mVirgin Atlantic
Wed 7/117:31MDW - LHR
1 stop12h 09mVirgin Atlantic
Deal found 30/12£907
Mon 29/1216:50LHR - MDW
2 stops29h 30mVirgin Atlantic
Thu 15/111:21MDW - LHR
1 stop13h 04mVirgin Atlantic
Deal found 29/12£920
Wed 31/1210:45LHR - MDW
1 stop17h 37mKLM
Wed 7/111:21MDW - LHR
1 stop14h 29mKLM
Deal found 28/12£949
Mon 29/1216:50LHR - MDW
2 stops29h 30mMultiple Airlines
Thu 15/118:14MDW - LHR
2 stops13h 31mMultiple Airlines
Deal found 29/12£952
Tue 30/1209:25LHR - MDW
2 stops18h 57mVirgin Atlantic
Sat 10/109:32MDW - LHR
1 stop17h 33mVirgin Atlantic
Deal found 29/12£978
Wed 31/1215:50LHR - MDW
1 stop23h 15mMultiple Airlines
Fri 9/111:21MDW - LHR
1 stop14h 29mMultiple Airlines
Deal found 29/12£979
Wed 31/1210:45LHR - MDW
1 stop17h 37mMultiple Airlines
Sat 10/113:28MDW - LHR
1 stop13h 37mMultiple Airlines
Deal found 29/12£992
Wed 31/1211:05LHR - MDW
1 stop12h 14mAir France
Sat 10/117:31MDW - LHR
1 stop12h 09mAir France
Deal found 29/12£1,044
Wed 31/1209:25LHR - MDW
2 stops18h 57mVirgin Atlantic
Fri 9/113:28MDW - LHR
2 stops12h 37mVirgin Atlantic
Deal found 29/12£1,080
Tue 30/1206:30LHR - MDW
2 stops15h 50mDelta
Tue 6/113:49MDW - LHR
1 stop11h 16mDelta
Deal found 28/12£1,106

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 31 December 2025.

Round-trip from

£414

One-way from

£380

Popular in

July

Cheapest in

February

Average price

£772
Virgin Atlantic
  • Virgin Atlantic
  • 27/1-3/2
  • 3 total stops
  • 32h 11m total
  • London to Chicago
Search Deals
16/1
  • 16/1
  • 3 total stops
  • 37h 23m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 30% potential increase in price (£207 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 13% potential price decrease (£57 potential savings vs. average return price).
Search Deals
Average for round-trip flights in December 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 31 December 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

Sun 25/1

08:40-18:36

2 stops15h 56m

Chicago Midway

Thu 5/2

13:26-08:05

2 stops12h 39m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 10/2

06:30-17:29

2 stops16h 59m

Chicago Midway

Wed 18/2

12:45-08:45

2 stops14h 00m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 11/2

06:30-17:29

2 stops16h 59m

Chicago Midway

Tue 17/2

13:28-08:05

2 stops12h 37m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 10/3

08:40-18:40

2 stops15h 00m

Chicago Midway

Tue 31/3

10:45-06:45

1 stop14h 00m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 24/2

08:40-18:40

2 stops16h 00m

Chicago Midway

Mon 16/3

17:40-11:40

1 stop13h 00m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 10/3

06:30-22:31

2 stops21h 01m

Chicago Midway

Tue 31/3

09:35-06:45

2 stops15h 10m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 16/3

08:40-18:40

2 stops15h 00m

Chicago Midway

Mon 23/3

12:47-06:25

1 stop12h 38m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Thu 15/1

06:30-16:29

2 stops15h 59m

Chicago Midway

Mon 19/1

13:26-09:00

2 stops13h 34m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 6/3

08:40-18:40

2 stops16h 00m

Chicago Midway

Sun 13/9

10:35-06:45

1 stop14h 10m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 23/1

08:40-18:36

2 stops15h 56m

Chicago Midway

Sun 25/1

13:26-09:00

2 stops13h 34m

£437

Flights are sorted by cheapest return flights first.

Deals found on 30/12

Showing 1-10 of 20 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 £417). Flying from London Heathrow Airport to Chicago Midway Airport in December is currently the most expensive (average of £772). 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 31 December 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
678 reviews
Check prices

Crew

8.2

Overall

7.5

Food

6.9

Boarding

7.7

Comfort

7.3

Entertainment

7.6

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
678 reviews
Virgin Atlantic
7.5
Good
678 reviews
Check prices

Crew

8.2

Overall

7.5

Food

6.9

Boarding

7.7

Comfort

7.3

Entertainment

7.6

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 56m. 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 £443, 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 32% 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 £417). Flying from London Heathrow Airport to Chicago Midway Airport in December is currently the most expensive (average of £772). 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

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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 31 December 2025.
AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£443Average£557FlexibilityNo 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?

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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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