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Cheap flights from the United Kingdom to Chicago from £300

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from the United Kingdom to Chicago departing on 11/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from the United Kingdom to Chicago

Recent return flight deals from the United Kingdom to Chicago

Enter your travel dates to find the best prices.
Virgin Atlantic Logo
11:05 - 18:32
LHR
-
MDW
13h 27m1 stop
Virgin Atlantic Logo
09:50 - 07:05
MDW
-
LHR
15h 15m1 stop
£427Virgin Atlantic
Thu, 8 Jan - Thu, 22 Jan
Virgin Atlantic Logo
08:55 - 16:29
LHR
-
MDW
13h 34m1 stop
Virgin Atlantic Logo
13:49 - 07:05
MDW
-
LHR
11h 16m1 stop
£436Virgin Atlantic
Fri, 16 Jan - Mon, 19 Jan
Delta Logo
08:40 - 18:36
LHR
-
MDW
15h 56m2 stops
Delta Logo
12:45 - 06:25
MDW
-
LHR
11h 40m1 stop
£437Delta
Mon, 9 Feb - Mon, 16 Feb
Delta Logo
06:20 - 16:14
LHR
-
MDW
15h 54m2 stops
Delta Logo
13:28 - 09:05
MDW
-
LHR
13h 37m1 stop
£441Delta
Sat, 14 Feb - Sat, 21 Feb
Multiple Airlines Logo
11:40 - 22:22
EDI
-
MDW
16h 42m2 stops
Multiple Airlines Logo
13:26 - 10:10
MDW
-
EDI
14h 44m2 stops
£507Multiple Airlines
Wed, 21 Jan - Thu, 5 Feb
Air France Logo
11:40 - 22:22
EDI
-
MDW
16h 42m2 stops
Air France Logo
12:46 - 10:40
MDW
-
EDI
15h 54m2 stops
£510Air France
Thu, 22 Jan - Wed, 4 Feb
KLM Logo
06:05 - 16:16
GLA
-
MDW
16h 11m2 stops
KLM Logo
11:45 - 09:55
MDW
-
GLA
16h 10m2 stops
£513KLM
Sun, 8 Feb - Sun, 15 Feb
KLM Logo
05:45 - 16:16
EDI
-
MDW
16h 31m2 stops
KLM Logo
13:26 - 10:10
MDW
-
EDI
14h 44m2 stops
£514KLM
Sat, 24 Jan - Fri, 6 Feb
Multiple Airlines Logo
09:20 - 17:37
BHX
-
MDW
14h 17m2 stops
Multiple Airlines Logo
13:49 - 09:30
MDW
-
BHX
13h 41m2 stops
£521Multiple Airlines
Thu, 12 Feb - Wed, 18 Feb
Air France Logo
10:25 - 22:29
LGW
-
MDW
18h 04m2 stops
Air France Logo
18:34 - 15:50
MDW
-
LGW
15h 16m2 stops
£668Air France
Mon, 13 Apr - Thu, 23 Apr

KLM flights from United Kingdom to Chicago Midway Airport

Our best KLM deals on United Kingdom to Chicago Midway Airport flight tickets
KLM
16 Jan
LHR08:55London Heathrow
13h 34m
1 stop
MDW16:29Chicago Midway
18 Jan
MDW17:59Chicago Midway
11h 41m
1 stop
LHR11:40London Heathrow
£456
Find similar
KLM
16 Jan
LHR08:55London Heathrow
13h 34m
1 stop
MDW16:29Chicago Midway
18 Jan
MDW17:59Chicago Midway
11h 41m
1 stop
LHR11:40London Heathrow
£456
Find similar
KLM
14 Apr
LHR11:45London Heathrow
12h 09m
1 stop
MDW17:54Chicago Midway
20 Apr
MDW17:31Chicago Midway
11h 39m
1 stop
LHR11:10London Heathrow
£462
Find similar

Air France flights from United Kingdom to Chicago Midway Airport

Our best Air France deals on United Kingdom to Chicago Midway Airport flight tickets
Air France
24 Jan
LHR12:30London Heathrow
15h 52m
1 stop
MDW22:22Chicago Midway
14 Feb
MDW11:06Chicago Midway
18h 34m
1 stop
LHR11:40London Heathrow
£470
Find similar
Air France
2 Mar
LHR10:45London Heathrow
13h 00m
1 stop
MDW17:45Chicago Midway
8 Mar
MDW14:03Chicago Midway
12h 02m
1 stop
LHR07:05London Heathrow
£507
Find similar
Air France
22 Jan
EDI11:40Edinburgh Turnhouse
16h 42m
2 stops
MDW22:22Chicago Midway
4 Feb
MDW12:46Chicago Midway
15h 54m
2 stops
EDI10:40Edinburgh Turnhouse
£510
Find similar

momondo Fare Finder

 
Customise your flight search to find flights from United Kingdom 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 27 December 2025.
Use the filters below to find and compare flights from the United Kingdom to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Thu 8/1

11:05-18:32

1 stop13h 27m

Chicago Midway

Thu 22/1

09:50-07:05

1 stop15h 15m

£427

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Fri 16/1

08:55-16:29

1 stop13h 34m

Chicago Midway

Mon 19/1

13:49-07:05

1 stop11h 16m

£436

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 9/2

08:40-18:36

2 stops15h 56m

Chicago Midway

Mon 16/2

12:45-06:25

1 stop11h 40m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Sat 14/2

06:20-16:14

2 stops15h 54m

Chicago Midway

Sat 21/2

13:28-09:05

1 stop13h 37m

£441

EdinburghChicago

EDI - MDW

EDIMDW

Edinburgh Turnhouse

Wed 21/1

11:40-22:22

2 stops16h 42m

Chicago Midway

Thu 5/2

13:26-10:10

2 stops14h 44m

£507

EdinburghChicago

EDI - MDW

EDIMDW

Edinburgh Turnhouse

Thu 22/1

11:40-22:22

2 stops16h 42m

Chicago Midway

Wed 4/2

12:46-10:40

2 stops15h 54m

£510

GlasgowChicago

GLA - MDW

GLAMDW

Glasgow Intl

Sun 8/2

06:05-16:16

2 stops16h 11m

Chicago Midway

Sun 15/2

11:45-09:55

2 stops16h 10m

£513

EdinburghChicago

EDI - MDW

EDIMDW

Edinburgh Turnhouse

Sat 24/1

05:45-16:16

2 stops16h 31m

Chicago Midway

Fri 6/2

13:26-10:10

2 stops14h 44m

£514

BirminghamChicago

BHX - MDW

BHXMDW

Birmingham

Thu 12/2

09:20-17:37

2 stops14h 17m

Chicago Midway

Wed 18/2

13:49-09:30

2 stops13h 41m

£521

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 13/4

10:25-22:29

2 stops18h 04m

Chicago Midway

Thu 23/4

18:34-15:50

2 stops15h 16m

£668

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from United Kingdom 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 United Kingdom. The lowest ticket price found for a Thursday departure recently was £505. 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 United Kingdom to Chicago Midway Airport for around £727.

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 £473. In contrast, the most expensive time of day to depart to Chicago Midway Airport is at midday when prices are around £682.

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

You could potentially save up to 19% on your flight if you consider stops on a United Kingdom to Chicago Midway Airport flight.

Cheap United Kingdom to Chicago Midway Airport flight deals and tips

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

Fastest flight time

11h 40m

Direct flights

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

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

    Prices for flights from United Kingdom to Chicago Midway Airport are refreshed on a daily basis.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from United Kingdom to Chicago Midway Airport.

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

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from United Kingdom to Chicago Midway Airport

Compare and see reviews for airlines that fly from United Kingdom to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Virgin AtlanticPriceFrom £442Free CancellationRating
7.5
677 reviews
Search Virgin Atlantic flights

Why use momondo?

Why should I use momondo to find a flight deal from United Kingdom 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 United Kingdom to Chicago for you.

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

Flights from United Kingdom to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from United Kingdom to Chicago?

Once you have performed a search for United Kingdom to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes. momondo can track prices for United Kingdom to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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