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Cheap flights from London to Chicago from £398

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from London to Chicago departing on 13/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap return flights

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Multiple Airlines Logo
14:00 - 10:26LGW-MDW
26h 26m1 stop
Multiple Airlines Logo
06:20 - 20:35MDW-LGW
32h 15m2 stops
£428Multiple Airlines
Find Deal
Fri, 14 Nov - Sun, 23 Nov
Multiple Airlines Logo
14:00 - 10:26LGW-MDW
26h 26m1 stop
Multiple Airlines Logo
06:20 - 20:35MDW-LGW
32h 15m2 stops
£439Multiple Airlines
Find Deal
Fri, 14 Nov - Sun, 23 Nov
Multiple Airlines Logo
13:00 - 23:55LGW-MDW
16h 55m1 stop
Multiple Airlines Logo
06:20 - 06:00MDW-LGW
17h 40m1 stop
£447Multiple Airlines
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Tue, 18 Nov - Tue, 25 Nov
Multiple Airlines Logo
14:00 - 22:20LGW-MDW
14h 20m1 stop
Multiple Airlines Logo
06:15 - 10:00MDW-LGW
21h 45m2 stops
£449Multiple Airlines
Find Deal
Fri, 7 Nov - Thu, 4 Dec
Virgin Atlantic Logo
08:40 - 18:08LHR-MDW
15h 28m2 stops
Virgin Atlantic Logo
13:00 - 08:45MDW-LHR
13h 45m1 stop
£501Virgin Atlantic
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Wed, 14 Jan - Wed, 28 Jan
Virgin Atlantic Logo
11:05 - 18:18LHR-MDW
13h 13m1 stop
Virgin Atlantic Logo
13:47 - 07:05MDW-LHR
11h 18m1 stop
£508Virgin Atlantic
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Mon, 17 Nov - Mon, 24 Nov
Delta Logo
06:30 - 16:34LHR-MDW
16h 04m2 stops
Delta Logo
13:50 - 07:05MDW-LHR
11h 15m1 stop
£519Delta
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Wed, 3 Dec - Wed, 10 Dec
Delta Logo
08:40 - 18:08LHR-MDW
15h 28m2 stops
Delta Logo
17:59 - 08:45MDW-LHR
9h 46m1 stop
£525Delta
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Mon, 2 Mar - Tue, 10 Mar
KLM Logo
11:05 - 18:08LHR-MDW
13h 03m1 stop
KLM Logo
14:00 - 07:05MDW-LHR
11h 05m1 stop
£538KLM
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Tue, 13 Jan - Tue, 27 Jan
KLM Logo
08:40 - 18:18LHR-MDW
15h 38m2 stops
KLM Logo
13:14 - 08:45MDW-LHR
13h 31m1 stop
£542KLM
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Wed, 19 Nov - Wed, 10 Dec

Virgin Atlantic flights from London to Chicago Midway Airport

Our best Virgin Atlantic deals on London to Chicago Midway Airport flight tickets
Virgin Atlantic
14 Jan
LHR08:40London Heathrow
15h 28m
2 stops
MDW18:08Chicago Midway
28 Jan
MDW13:00Chicago Midway
13h 45m
1 stop
LHR08:45London Heathrow
£501
Find similar
Virgin Atlantic
17 Nov
LHR11:05London Heathrow
13h 13m
1 stop
MDW18:18Chicago Midway
24 Nov
MDW13:47Chicago Midway
11h 18m
1 stop
LHR07:05London Heathrow
£508
Find similar
Virgin Atlantic
2 Dec
LHR11:05London Heathrow
13h 13m
1 stop
MDW18:18Chicago Midway
9 Dec
MDW13:50Chicago Midway
11h 15m
1 stop
LHR07:05London Heathrow
£510
Find similar

Delta flights from London to Chicago Midway Airport

Our best Delta deals on London to Chicago Midway Airport flight tickets
Delta
3 Dec
LHR06:30London Heathrow
16h 04m
2 stops
MDW16:34Chicago Midway
10 Dec
MDW13:50Chicago Midway
11h 15m
1 stop
LHR07:05London Heathrow
£519
Find similar
Delta
2 Mar
LHR08:40London Heathrow
15h 28m
2 stops
MDW18:08Chicago Midway
10 Mar
MDW17:59Chicago Midway
9h 46m
1 stop
LHR08:45London Heathrow
£525
Find similar
Delta
9 Feb
LHR08:40London Heathrow
15h 28m
2 stops
MDW18:08Chicago Midway
15 Feb
MDW13:00Chicago Midway
11h 55m
2 stops
LHR06:55London Heathrow
£555
Find similar

momondo Fare Finder

 
Customise your flight search to find flights from London to Chicago Midway Airport 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, momondo users made 279,928 searches. Data last updated 21 October 2025.
Use the filters below to find and compare flights from London to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 14/11

14:00-10:26

1 stop26h 26m

Chicago Midway

Sun 23/11

06:20-20:35

2 stops32h 15m

£428

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 14/11

14:00-10:26

1 stop26h 26m

Chicago Midway

Sun 23/11

06:20-20:35

2 stops32h 15m

£439

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Tue 18/11

13:00-23:55

1 stop16h 55m

Chicago Midway

Tue 25/11

06:20-06:00

1 stop17h 40m

£447

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 7/11

14:00-22:20

1 stop14h 20m

Chicago Midway

Thu 4/12

06:15-10:00

2 stops21h 45m

£449

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 14/1

08:40-18:08

2 stops15h 28m

Chicago Midway

Wed 28/1

13:00-08:45

1 stop13h 45m

£501

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 17/11

11:05-18:18

1 stop13h 13m

Chicago Midway

Mon 24/11

13:47-07:05

1 stop11h 18m

£508

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 3/12

06:30-16:34

2 stops16h 04m

Chicago Midway

Wed 10/12

13:50-07:05

1 stop11h 15m

£519

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 2/3

08:40-18:08

2 stops15h 28m

Chicago Midway

Tue 10/3

17:59-08:45

1 stop9h 46m

£525

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 13/1

11:05-18:08

1 stop13h 03m

Chicago Midway

Tue 27/1

14:00-07:05

1 stop11h 05m

£538

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 19/11

08:40-18:18

2 stops15h 38m

Chicago Midway

Wed 10/12

13:14-08:45

1 stop13h 31m

£542

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from London to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from London. The lowest ticket price found for a Thursday departure recently was £508. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from London to Chicago Midway Airport for around £731.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

The cheapest time of day to fly to Chicago Midway Airport is in the afternoon when flights can be purchased for as low as £476. In contrast, the most expensive time of day to depart to Chicago Midway Airport is at midday when prices are around £686.

Can stopping save me money on London to Chicago Midway Airport flights?

You could potentially save up to 40% on your flight if you consider stops on a London to Chicago Midway Airport flight.

When to book flights from London to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from London to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

Cheap London to Chicago Midway Airport (LON to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from London to Chicago Midway Airport

Direct flights

None
There are no direct flights from London to Chicago Midway Airport. There are no popular flight routes from London to Chicago Midway Airport.
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  • How far is London to Chicago Midway by plane?

    The straight-line distance from London to Chicago Midway is 3953.8 mi. In terms of flight time, this usually takes a little over 11h 34m.

  • When did momondo last update prices for flights from London to Chicago Midway Airport?

    Prices for flights from London to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from London to Chicago Midway Airport?

  • How old do you have to be to fly from London to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from London to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from London to Chicago Midway Airport?

Best airlines flying from London to Chicago Midway Airport

Compare and see reviews for airlines that fly from London to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Virgin AtlanticPriceFrom £435Free CancellationRating
7.5
670 reviews
Search Virgin Atlantic flights

Why use momondo?

Why should I use momondo to find a flight deal from London to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from London to Chicago for you.

Can I find flights from London to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from London with this policy.

How can momondo help me find flights from London to Chicago?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from London to Chicago.

I’m not ready to book a flight from London to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from London to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago Midway Airport trip

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