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Cheap flights from London to Chicago from £395

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 5/2. 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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0 bags

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Cheap return flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
14:00 - 23:09
LGW
-
MDW
15h 09m1 stop
Multiple Airlines Logo
10:07 - 10:00
MDW
-
LGW
17h 53m1 stop
£462Multiple Airlines
Mon, 12 Jan - Mon, 19 Jan
Multiple Airlines Logo
14:00 - 23:09
LGW
-
MDW
15h 09m1 stop
Multiple Airlines Logo
10:07 - 10:00
MDW
-
LGW
17h 53m1 stop
£463Multiple Airlines
Mon, 12 Jan - Mon, 19 Jan
Multiple Airlines Logo
14:00 - 23:09
LGW
-
MDW
15h 09m1 stop
Multiple Airlines Logo
10:07 - 10:00
MDW
-
LGW
17h 53m1 stop
£464Multiple Airlines
Mon, 12 Jan - Mon, 19 Jan
Multiple Airlines Logo
14:00 - 08:43
LGW
-
MDW
24h 43m2 stops
Multiple Airlines Logo
13:00 - 10:00
MDW
-
LGW
15h 00m1 stop
£475Multiple Airlines
Fri, 23 Jan - Fri, 30 Jan
Virgin Atlantic Logo
08:55 - 16:29
LHR
-
MDW
13h 34m1 stop
Virgin Atlantic Logo
12:48 - 06:25
MDW
-
LHR
11h 37m1 stop
£512Virgin Atlantic
Mon, 12 Jan - Mon, 19 Jan
Virgin Atlantic Logo
11:05 - 18:32
LHR
-
MDW
13h 27m1 stop
Virgin Atlantic Logo
13:49 - 07:05
MDW
-
LHR
11h 16m1 stop
£513Virgin Atlantic
Mon, 12 Jan - Mon, 19 Jan
Virgin Atlantic Logo
11:05 - 18:37
LHR
-
MDW
13h 32m1 stop
Virgin Atlantic Logo
14:03 - 07:05
MDW
-
LHR
12h 02m1 stop
£515Virgin Atlantic
Fri, 6 Mar - Wed, 11 Mar
Delta Logo
08:40 - 18:37
LHR
-
MDW
15h 57m2 stops
Delta Logo
13:28 - 08:45
MDW
-
LHR
13h 17m1 stop
£522Delta
Mon, 16 Feb - Mon, 23 Feb
Delta Logo
08:40 - 18:05
LHR
-
MDW
15h 25m2 stops
Delta Logo
18:45 - 13:10
MDW
-
LHR
12h 25m1 stop
£533Delta
Mon, 20 Apr - Wed, 29 Apr
Virgin Atlantic Logo
10:10 - 22:07
LHR
-
MDW
17h 57m2 stops
Virgin Atlantic Logo
12:48 - 06:25
MDW
-
LHR
11h 37m1 stop
£534Virgin Atlantic
Mon, 12 Jan - Mon, 19 Jan

Virgin Atlantic flights from London to Chicago Midway Airport

Our best Virgin Atlantic deals on London to Chicago Midway Airport flight tickets
Virgin Atlantic
12 Jan
LHR08:55London Heathrow
13h 34m
1 stop
MDW16:29Chicago Midway
19 Jan
MDW12:48Chicago Midway
11h 37m
1 stop
LHR06:25London Heathrow
£512
Find similar
Virgin Atlantic
12 Jan
LHR11:05London Heathrow
13h 27m
1 stop
MDW18:32Chicago Midway
19 Jan
MDW13:49Chicago Midway
11h 16m
1 stop
LHR07:05London Heathrow
£513
Find similar
Virgin Atlantic
6 Mar
LHR11:05London Heathrow
13h 32m
1 stop
MDW18:37Chicago Midway
11 Mar
MDW14:03Chicago Midway
12h 02m
1 stop
LHR07:05London Heathrow
£515
Find similar

Delta flights from London to Chicago Midway Airport

Our best Delta deals on London to Chicago Midway Airport flight tickets
Delta
16 Feb
LHR08:40London Heathrow
15h 57m
2 stops
MDW18:37Chicago Midway
23 Feb
MDW13:28Chicago Midway
13h 17m
1 stop
LHR08:45London Heathrow
£522
Find similar
Delta
20 Apr
LHR08:40London Heathrow
15h 25m
2 stops
MDW18:05Chicago Midway
29 Apr
MDW18:45Chicago Midway
12h 25m
1 stop
LHR13:10London Heathrow
£533
Find similar
Delta
7 May
LHR08:40London Heathrow
15h 51m
2 stops
MDW18:31Chicago Midway
12 May
MDW18:45Chicago Midway
12h 25m
1 stop
LHR13:10London Heathrow
£563
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 December 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

Mon 12/1

14:00-23:09

1 stop15h 09m

Chicago Midway

Mon 19/1

10:07-10:00

1 stop17h 53m

£462

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 12/1

14:00-23:09

1 stop15h 09m

Chicago Midway

Mon 19/1

10:07-10:00

1 stop17h 53m

£463

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 12/1

14:00-23:09

1 stop15h 09m

Chicago Midway

Mon 19/1

10:07-10:00

1 stop17h 53m

£464

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 23/1

14:00-08:43

2 stops24h 43m

Chicago Midway

Fri 30/1

13:00-10:00

1 stop15h 00m

£475

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 12/1

08:55-16:29

1 stop13h 34m

Chicago Midway

Mon 19/1

12:48-06:25

1 stop11h 37m

£512

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 12/1

11:05-18:32

1 stop13h 27m

Chicago Midway

Mon 19/1

13:49-07:05

1 stop11h 16m

£513

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 6/3

11:05-18:37

1 stop13h 32m

Chicago Midway

Wed 11/3

14:03-07:05

1 stop12h 02m

£515

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 16/2

08:40-18:37

2 stops15h 57m

Chicago Midway

Mon 23/2

13:28-08:45

1 stop13h 17m

£522

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 20/4

08:40-18:05

2 stops15h 25m

Chicago Midway

Wed 29/4

18:45-13:10

1 stop12h 25m

£533

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 12/1

10:10-22:07

2 stops17h 57m

Chicago Midway

Mon 19/1

12:48-06:25

1 stop11h 37m

£534

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

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 £509. 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 £733.

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 £477. In contrast, the most expensive time of day to depart to Chicago Midway Airport is at midday when prices are around £687.

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

Fastest flight time

11h 40m

Direct flights

None
The fastest flight from London to Chicago Midway Airport takes 11h 40m
There are no direct flights from London to Chicago Midway Airport. There are no popular flight routes from London to Chicago Midway Airport.
Search flight deals

  • 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 40m.

  • 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 £428Free CancellationRating
7.5
675 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

We make it super easy to schedule, organise and travel with friends or family. Trips is free – and available to use no matter where you book.
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