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Cheap flights from London to Chicago from £222

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 29/8. 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

Logo
14:00 - 09:18LGW-MDW
25h 18m1 stop
Logo
10:13 - 10:10MDW-LGW
17h 57m1 stop
£387
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Sat, 20 Sep - Sun, 28 Sep
Logo
14:00 - 09:54LGW-MDW
25h 54m1 stop
Logo
12:39 - 10:10MDW-LGW
15h 31m1 stop
£388
Find Deal
Fri, 29 Aug - Sun, 12 Oct
Virgin Atlantic Logo
06:15 - 21:26LHR-MDW
21h 11m2 stops
Virgin Atlantic Logo
12:43 - 07:15MDW-LHR
12h 32m1 stop
£437Virgin Atlantic
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Tue, 9 Sep - Tue, 16 Sep
Virgin Atlantic Logo
09:20 - 21:36LHR-MDW
18h 16m1 stop
Virgin Atlantic Logo
18:15 - 08:55MDW-LHR
32h 40m1 stop
£438Virgin Atlantic
Find Deal
Wed, 24 Sep - Wed, 1 Oct
Delta Logo
08:40 - 18:25LHR-MDW
15h 45m2 stops
Delta Logo
19:10 - 13:10MDW-LHR
12h 00m1 stop
£460Delta
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Mon, 6 Oct - Sun, 12 Oct
Air France Logo
13:05 - 21:26LHR-MDW
14h 21m1 stop
Air France Logo
12:43 - 07:15MDW-LHR
12h 32m1 stop
£461Air France
Find Deal
Fri, 5 Sep - Fri, 12 Sep
Delta Logo
09:20 - 21:44LHR-MDW
18h 24m1 stop
Delta Logo
16:25 - 13:30MDW-LHR
15h 05m1 stop
£465Delta
Find Deal
Sun, 24 Aug - Tue, 9 Sep
KLM Logo
08:55 - 16:23LHR-MDW
13h 28m1 stop
KLM Logo
14:00 - 07:05MDW-LHR
11h 05m1 stop
£472KLM
Find Deal
Tue, 2 Dec - Thu, 15 Jan
KLM Logo
08:40 - 18:37LHR-MDW
15h 57m2 stops
KLM Logo
16:25 - 13:30MDW-LHR
15h 05m1 stop
£474KLM
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Thu, 4 Sep - Tue, 9 Sep
Air France Logo
06:15 - 17:37LHR-MDW
17h 22m2 stops
Air France Logo
18:30 - 13:30MDW-LHR
13h 00m1 stop
£479Air France
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Tue, 9 Sep - Tue, 16 Sep

Virgin Atlantic flights from London to Chicago Midway Airport

Our best Virgin Atlantic deals on London to Chicago Midway Airport flight tickets
Virgin Atlantic
9 Sept
LHR06:15London Heathrow
21h 11m
2 stops
MDW21:26Chicago Midway
16 Sept
MDW12:43Chicago Midway
12h 32m
1 stop
LHR07:15London Heathrow
£437
Find similar
Virgin Atlantic
18 Aug
LHR13:05London Heathrow
14h 39m
1 stop
MDW21:44Chicago Midway
16 Dec
MDW13:05Chicago Midway
11h 20m
1 stop
LHR06:25London Heathrow
£438
Find similar
Virgin Atlantic
23 Nov
LHR11:05London Heathrow
13h 02m
1 stop
MDW18:07Chicago Midway
30 Nov
MDW09:20Chicago Midway
15h 45m
1 stop
LHR07:05London Heathrow
£440
Find similar

Delta flights from London to Chicago Midway Airport

Our best Delta deals on London to Chicago Midway Airport flight tickets
Delta
18 Aug
LHR06:30London Heathrow
18h 07m
2 stops
MDW18:37Chicago Midway
14 Dec
MDW09:20Chicago Midway
15h 45m
1 stop
LHR07:05London Heathrow
£454
Find similar
Delta
18 Aug
LHR06:30London Heathrow
18h 07m
2 stops
MDW18:37Chicago Midway
15 Dec
MDW13:00Chicago Midway
14h 35m
2 stops
LHR09:35London Heathrow
£459
Find similar
Delta
6 Oct
LHR08:40London Heathrow
15h 45m
2 stops
MDW18:25Chicago Midway
12 Oct
MDW19:10Chicago Midway
12h 00m
1 stop
LHR13:10London Heathrow
£460
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 12 August 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

Sat 20/9

14:00-09:18

1 stop25h 18m

Chicago Midway

Sun 28/9

10:13-10:10

1 stop17h 57m

£387

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 29/8

14:00-09:54

1 stop25h 54m

Chicago Midway

Sun 12/10

12:39-10:10

1 stop15h 31m

£388

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 9/9

06:15-21:26

2 stops21h 11m

Chicago Midway

Tue 16/9

12:43-07:15

1 stop12h 32m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 24/9

09:20-21:36

1 stop18h 16m

Chicago Midway

Wed 1/10

18:15-08:55

1 stop32h 40m

£438

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 6/10

08:40-18:25

2 stops15h 45m

Chicago Midway

Sun 12/10

19:10-13:10

1 stop12h 00m

£460

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 5/9

13:05-21:26

1 stop14h 21m

Chicago Midway

Fri 12/9

12:43-07:15

1 stop12h 32m

£461

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sun 24/8

09:20-21:44

1 stop18h 24m

Chicago Midway

Tue 9/9

16:25-13:30

1 stop15h 05m

£465

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 2/12

08:55-16:23

1 stop13h 28m

Chicago Midway

Thu 15/1

14:00-07:05

1 stop11h 05m

£472

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Thu 4/9

08:40-18:37

2 stops15h 57m

Chicago Midway

Tue 9/9

16:25-13:30

1 stop15h 05m

£474

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 9/9

06:15-17:37

2 stops17h 22m

Chicago Midway

Tue 16/9

18:30-13:30

1 stop13h 00m

£479

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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 month to fly to Chicago Midway Airport?

If you aren’t able to travel to Chicago Midway Airport during the month of September, then flying in April is also cheap. Prices for this month can be found on momondo for an average of £518.

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 £507. 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 £730.

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 £475. In contrast, the most expensive time of day to depart to Chicago Midway Airport is at midday when prices are around £685.

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

Best price found

£222

Fastest flight time

11h 36m

Direct flights

None
The best one-way flight to Chicago Midway Airport from London in the past 72 hours is £222. The best return flight deal from London to Chicago Midway Airport found on momondo in the last 72 hours is £387.
The fastest flight from London to Chicago Midway Airport takes 11h 36m
There are no direct flights from London to Chicago Midway Airport. Popular non-direct routes for this connection are London Gatwick Airport - Chicago Midway Airport and London Heathrow Airport - 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 36m.

  • 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 £424Free CancellationRating
7.4
657 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.

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