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Cheap flights from London Heathrow Airport to Chicago Midway Airport from £415

LHR — MDW
29 Nov — 6 Dec1
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

Mon 16/1111:20 -
1 stop12h 44m
Tue 8/1213:02 -
1 stop12h 48m
Deal found 28/10£565
Sat 14/1111:20 -
1 stop12h 44m
Tue 8/1213:41 -
1 stop12h 04m
Deal found 28/10£588
Wed 25/1110:00 -
2 stops28h 14m
Wed 2/1212:28 -
1 stop11h 57m
Deal found 26/10£598
Thu 26/1110:00 -
2 stops28h 12m
Wed 9/1212:28 -
1 stop11h 57m
Deal found 28/10£610
Thu 3/1220:25 -
2 stops25h 42m
Wed 9/1212:28 -
1 stop11h 57m
Deal found 27/10£615
Thu 3/1206:30 -
2 stops15h 37m
Tue 8/1212:28 -
1 stop11h 57m
Deal found 27/10£616
Fri 4/1208:55 -
1 stop13h 12m
Sun 6/1217:02 -
1 stop12h 38m
Deal found 25/10£636
Fri 13/1106:30 -
2 stops17h 17m
Wed 18/1106:08 -
2 stops19h 02m
Deal found 29/10£644
Mon 30/1115:45 -
2 stops32h 16m
Sun 6/1217:12 -
1 stop32h 38m
Deal found 29/10£649
Sat 14/1108:55 -
1 stop14h 52m
Tue 17/1106:08 -
1 stop18h 17m
Deal found 27/10£650
Thu 19/1110:50 -
1 stop12h 57m
Wed 2/1212:28 -
1 stop11h 57m
Deal found 28/10£651

Find flight deals from Heathrow to Midway

Round-trip from

£565

One-way from

£415

Popular in

August

Cheapest in

February

Average price

£638
Delta
  • Delta
  • 16/11-8/12
  • 2 total stops
  • 25h 32m total
  • London to Chicago
Search Deals
7/12-31/12
  • 7/12-31/12
  • 3 total stops
  • 47h 03m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (£58 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Search Deals
Average for round-trip flights in October 2026
Search Deals

Cheapflights Fare Finder

 
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 London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Tue 16/2

08:40-18:37

2 stops15h 57m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£443

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Tue 9/3

06:30-18:37

2 stops18h 07m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£444

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Fri 26/2

09:50-16:50

1 stop13h 00m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£504

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Tue 15/12

06:30-18:01

2 stops17h 31m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£507
Fastest return journey

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Thu 24/12

11:20-17:44

1 stop12h 24m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£562

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Tue 8/12

08:40-18:01

2 stops15h 21m

Chicago Midway

Thu 14/1

10:47-07:50

1 stop15h 03m

£678

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Mon 7/12

06:20-16:50

2 stops16h 30m

Chicago Midway

Tue 22/12

09:29-07:05

1 stop15h 36m

£681

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Wed 3/2

06:30-16:53

2 stops16h 23m

Chicago Midway

Mon 8/2

06:00-06:25

1 stop18h 25m

£684

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Wed 27/1

06:30-16:54

2 stops16h 24m

Chicago Midway

Mon 1/2

17:45-11:40

1 stop11h 55m

£684

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Mon 7/12

08:55-22:54

1 stop19h 59m

Chicago Midway

Tue 22/12

09:29-07:05

1 stop15h 36m

£691

Flights are sorted by cheapest return flights first.

Deals found on 29/10

Showing 1-10 of 24 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

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?

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?

Minneapolis (MSP) is the most affordable one-stop option, with an average return flight price of £431.

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

Flights via Atlanta (ATL) have the shortest average one-way travel time for one-stop routes: 13h 00m.

Which airport typically offers the quickest stopover for flights from London Heathrow Airport to Chicago Midway Airport?

Flights via Atlanta (ATL) offer the fastest connection on this route, with an average stopover time of 1h 50m.

Reviews of airlines servicing Midway

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
699 reviews
Check prices

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.5

Overall

7.5

Food

6.9

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
699 reviews
Virgin Atlantic
7.5
Good
699 reviews
Check prices

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.5

Overall

7.5

Food

6.9

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

  • 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 21m. 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 £431, 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.

  • 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

Top airline flying from Heathrow to Midway

AirlineCheapestAverageFlexibilityOn-time
Virgin AtlanticCheapest£431Average£727FlexibilityNo cancel feeOn-time72%
Search Virgin Atlantic flights

Fly with Cheapflights

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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