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Cheap flights from London Heathrow Airport to Chicago Midway Airport from £381

LHR — MDW
18 Oct — 25 Oct1
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

Sat 7/1110:50 -
1 stop18h 57m
Sat 14/1107:25 -
1 stop17h 00m
Deal found 16/9£561
Sat 31/1009:00 -
1 stop13h 47m
Sat 7/1107:25 -
1 stop17h 00m
Deal found 16/9£562
Mon 2/1120:25 -
2 stops27h 35m
Mon 16/1109:30 -
1 stop16h 15m
Deal found 14/9£563
Wed 4/1110:50 -
1 stop18h 57m
Tue 10/1106:16 -
1 stop18h 09m
Deal found 16/9£565
Wed 7/1011:15 -
1 stop12h 36m
Wed 14/1006:21 -
1 stop18h 54m
Deal found 17/9£568
Fri 9/1016:20 -
2 stops31h 40m
Sun 18/1009:29 -
1 stop15h 41m
Deal found 18/9£571
Tue 29/915:15 -
1 stop13h 29m
Sun 4/1009:29 -
1 stop15h 41m
Deal found 13/9£574
Mon 16/1109:50 -
1 stop12h 49m
Tue 1/1212:39 -
1 stop12h 26m
Deal found 18/9£575
Thu 22/1006:30 -
2 stops17h 15m
Wed 28/1006:16 -
2 stops19h 54m
Deal found 16/9£576
Tue 17/1116:35 -
2 stops31h 29m
Tue 8/1213:41 -
1 stop12h 04m
Deal found 13/9£577
Thu 12/1109:50 -
1 stop12h 49m
Sun 15/1113:31 -
2 stops14h 24m
Deal found 18/9£578

Find flight deals from Heathrow to Midway

Round-trip from

£561

One-way from

£381

Popular in

August

Cheapest in

February

Average price

£609
7/11-14/11
  • 7/11-14/11
  • 2 total stops
  • 35h 57m total
  • London to Chicago
Search Deals
9/11-31/12
  • 9/11-31/12
  • 3 total stops
  • 41h 32m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (£65 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£11 potential savings vs. average return price).
Search Deals
Average for round-trip flights in September 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
Fastest return journey

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Mon 9/11

06:30-16:18

2 stops15h 48m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£419

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Wed 4/11

06:30-18:00

2 stops17h 30m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£420

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Fri 13/11

06:30-18:04

2 stops17h 34m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£460

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Thu 26/11

10:00-22:54

2 stops18h 54m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£463

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Fri 11/12

06:30-18:01

2 stops17h 31m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£463

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Thu 10/12

10:50-22:55

1 stop18h 05m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£474

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Fri 27/11

10:50-22:54

1 stop18h 04m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£476

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Thu 19/11

08:40-18:04

2 stops15h 24m

Chicago Midway

Mon 23/11

09:30-07:20

2 stops15h 50m

£584

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Sat 21/11

06:30-16:39

2 stops16h 09m

Chicago Midway

Wed 2/12

11:28-07:50

1 stop14h 22m

£584

LondonChicago

LHR London Heathrow - MDW Chicago Midway

LHRMDW

London Heathrow

Mon 2/11

06:20-18:00

2 stops17h 40m

Chicago Midway

Mon 16/11

13:05-09:00

1 stop13h 55m

£589

Flights are sorted by cheapest return flights first.

Deals found on 16/9

Showing 1-10 of 18 resultsSorted by cheapest first
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

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 £430.

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
7.4
Good
694 reviews
Check prices

Comfort

7.3

Food

6.9

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.5

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
7.4
Good
694 reviews
Virgin Atlantic
7.4
Good
694 reviews
Check prices

Comfort

7.3

Food

6.9

Crew

8.1

Overall

7.4

Boarding

7.7

Entertainment

7.5

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 24m. Fly via Virgin Atlantic or Delta 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 £430, 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£430Average£726FlexibilityNo 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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