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Cheap flights from the United Kingdom to Chicago from £280

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 27/1. 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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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.
Icelandair Logo
12:35 - 17:20GLA-ORD
10h 45m1 stop
Icelandair Logo
18:30 - 09:55ORD-GLA
9h 25m1 stop
£375Icelandair
Find Deal
Wed, 14 Jan - Fri, 30 Jan
Icelandair Logo
12:35 - 17:20GLA-ORD
10h 45m1 stop
Icelandair Logo
18:30 - 09:55ORD-GLA
9h 25m1 stop
£401Icelandair
Find Deal
Thu, 26 Feb - Mon, 2 Mar
Scandinavian Airlines Logo
19:50 - 16:45LHR-ORD
50h 55m2 stops
Scandinavian Airlines Logo
19:20 - 09:20ORD-LHR
32h 00m1 stop
£423Scandinavian Airlines
Find Deal
Tue, 9 Dec - Thu, 22 Jan
Scandinavian Airlines Logo
06:40 - 17:45LHR-ORD
16h 05m1 stop
Scandinavian Airlines Logo
20:20 - 18:30ORD-LHR
17h 10m1 stop
£425Scandinavian Airlines
Find Deal
Sat, 14 Mar - Wed, 18 Mar
SWISS Logo
09:20 - 16:20LCY-ORD
13h 00m1 stop
SWISS Logo
19:50 - 12:55ORD-LCY
12h 05m1 stop
£494SWISS
Find Deal
Wed, 4 Mar - Mon, 9 Mar
SWISS Logo
09:15 - 16:20LCY-ORD
13h 05m1 stop
SWISS Logo
18:50 - 17:05ORD-LCY
16h 15m1 stop
£495SWISS
Find Deal
Tue, 3 Feb - Tue, 10 Feb
Virgin Atlantic Logo
10:45 - 17:45LHR-MDW
13h 00m1 stop
Virgin Atlantic Logo
13:05 - 07:50MDW-LHR
13h 45m1 stop
£517Virgin Atlantic
Find Deal
Mon, 2 Mar - Tue, 10 Mar
Virgin Atlantic Logo
10:45 - 22:44LHR-MDW
17h 59m1 stop
Virgin Atlantic Logo
17:59 - 08:45MDW-LHR
9h 46m1 stop
£518Virgin Atlantic
Find Deal
Mon, 2 Mar - Tue, 10 Mar
Aer Lingus Logo
08:20 - 17:55GLA-ORD
15h 35m1 stop
Aer Lingus Logo
15:50 - 08:50ORD-GLA
11h 00m1 stop
£530Aer Lingus
Find Deal
Wed, 3 Dec - Sun, 7 Dec
Aer Lingus Logo
08:20 - 14:00EDI-ORD
11h 40m1 stop
Aer Lingus Logo
21:00 - 19:50ORD-EDI
16h 50m1 stop
£532Aer Lingus
Find Deal
Tue, 9 Dec - Sun, 11 Jan

Icelandair flights from United Kingdom to Chicago

Our best Icelandair deals on United Kingdom to Chicago flight tickets
Icelandair
14 Jan
GLA12:35Glasgow Intl
10h 45m
1 stop
ORD17:20Chicago O'Hare Intl
30 Jan
ORD18:30Chicago O'Hare Intl
9h 25m
1 stop
GLA09:55Glasgow Intl
£375
Find similar
Icelandair
26 Feb
GLA12:35Glasgow Intl
10h 45m
1 stop
ORD17:20Chicago O'Hare Intl
2 Mar
ORD18:30Chicago O'Hare Intl
9h 25m
1 stop
GLA09:55Glasgow Intl
£401
Find similar
Icelandair
3 Dec
LHR12:15London Heathrow
11h 05m
1 stop
ORD17:20Chicago O'Hare Intl
10 Dec
ORD18:30Chicago O'Hare Intl
10h 20m
1 stop
LHR10:50London Heathrow
£423
Find similar

TAP AIR PORTUGAL flights from United Kingdom to Chicago

Our best TAP AIR PORTUGAL deals on United Kingdom to Chicago flight tickets
TAP AIR PORTUGAL
26 Nov
LHR06:00London Heathrow
15h 00m
1 stop
ORD15:00Chicago O'Hare Intl
30 Nov
ORD20:25Chicago O'Hare Intl
19h 10m
1 stop
LHR21:35London Heathrow
£451
Find similar
TAP AIR PORTUGAL
25 Nov
LHR18:30London Heathrow
26h 30m
1 stop
ORD15:00Chicago O'Hare Intl
3 Dec
ORD19:10Chicago O'Hare Intl
16h 20m
1 stop
LHR17:30London Heathrow
£456
Find similar
TAP AIR PORTUGAL
13 Dec
LHR18:30London Heathrow
26h 15m
1 stop
ORD14:45Chicago O'Hare Intl
9 Jan
ORD20:15Chicago O'Hare Intl
16h 40m
1 stop
LHR18:55London Heathrow
£457
Find similar

momondo Fare Finder

 
Customise your flight search to find flights from United Kingdom to Chicago 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 20 November 2025.
Use the filters below to find and compare flights from the United Kingdom to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

GlasgowChicago

GLA - ORD

GLAORD

Glasgow Intl

Wed 14/1

12:35-17:20

1 stop10h 45m

Chicago O'Hare Intl

Fri 30/1

18:30-09:55

1 stop9h 25m

£375

GlasgowChicago

GLA - ORD

GLAORD

Glasgow Intl

Thu 26/2

12:35-17:20

1 stop10h 45m

Chicago O'Hare Intl

Mon 2/3

18:30-09:55

1 stop9h 25m

£401

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Tue 9/12

19:50-16:45

2 stops50h 55m

Chicago O'Hare Intl

Thu 22/1

19:20-09:20

1 stop32h 00m

£423

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sat 14/3

06:40-17:45

1 stop16h 05m

Chicago O'Hare Intl

Wed 18/3

20:20-18:30

1 stop17h 10m

£425

LondonChicago

LCY - ORD

LCYORD

London City

Wed 4/3

09:20-16:20

1 stop13h 00m

Chicago O'Hare Intl

Mon 9/3

19:50-12:55

1 stop12h 05m

£494

LondonChicago

LCY - ORD

LCYORD

London City

Tue 3/2

09:15-16:20

1 stop13h 05m

Chicago O'Hare Intl

Tue 10/2

18:50-17:05

1 stop16h 15m

£495

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 2/3

10:45-17:45

1 stop13h 00m

Chicago Midway

Tue 10/3

13:05-07:50

1 stop13h 45m

£517

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 2/3

10:45-22:44

1 stop17h 59m

Chicago Midway

Tue 10/3

17:59-08:45

1 stop9h 46m

£518

GlasgowChicago

GLA - ORD

GLAORD

Glasgow Intl

Wed 3/12

08:20-17:55

1 stop15h 35m

Chicago O'Hare Intl

Sun 7/12

15:50-08:50

1 stop11h 00m

£530

EdinburghChicago

EDI - ORD

EDIORD

Edinburgh Turnhouse

Tue 9/12

08:20-14:00

1 stop11h 40m

Chicago O'Hare Intl

Sun 11/1

21:00-19:50

1 stop16h 50m

£532

Flights are sorted by cheapest return flights first.

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

How to get the cheapest flight ticket from United Kingdom to Chicago

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?

The cheapest month to fly to Chicago from United Kingdom is in February. Flight prices, which tend to average around £441, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Chicago from United Kingdom during September instead. Flights to Chicago in September, while not as cheap as those in February, still average around £444.

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

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as £627. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Saturday, with ticket prices averaging around £687.

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

Flying to Chicago from United Kingdom in the evening is the least expensive time of day to depart. momondo users have found prices as low as £512 when looking at flights departing in the evening. Flights in the afternoon are often more expensive, with an average ticket price of £688.

What is the cheapest United Kingdom to Chicago flight route?

Fly from London Heathrow to Chicago O'Hare Intl for the best United Kingdom - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from United Kingdom when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £558 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from United Kingdom for as low as £527 on momondo.

What cabin class options are available on United Kingdom to Chicago flights?

There are 4 cabin classes available to choose from on United Kingdom to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

You could potentially save up to 11% on your flight if you consider stops on a United Kingdom to Chicago flight.

Cheap United Kingdom to Chicago flight deals and tips

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

Best price found

£459

Fastest flight time

8h 25m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from United Kingdom in the past 72 hours is £459. The best return flight deal from United Kingdom to Chicago found on momondo in the last 72 hours is £582.
The fastest flight from United Kingdom to Chicago takes 8h 25m
Direct flights go from United Kingdom to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

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

    Prices for flights from United Kingdom to Chicago are updated daily.

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

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

    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 United Kingdom to Chicago.

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

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from United Kingdom to Chicago?

Best airlines flying from United Kingdom to Chicago

Compare and see reviews for airlines that fly from United Kingdom to Chicago with momondo
Airline
Rating
Free Cancellation
Price
IcelandairPriceFrom £322Free CancellationRating
7.0
581 reviews
Search Icelandair flights
Virgin AtlanticPriceFrom £353Free CancellationRating
7.5
673 reviews
Search Virgin Atlantic flights
Scandinavian AirlinesPriceFrom £368Free CancellationRating
7.4
1,583 reviews
Search Scandinavian Airlines flights
TAP AIR PORTUGALPriceFrom £377Free CancellationRating
7.1
2,067 reviews
Search TAP AIR PORTUGAL flights
Aer LingusPriceFrom £379Free CancellationRating
7.2
1,377 reviews
Search Aer Lingus flights
British AirwaysPriceFrom £388Free CancellationRating
6.7
7,534 reviews
Search British Airways flights
Brussels AirlinesPriceFrom £395Free CancellationRating
7.2
369 reviews
Search Brussels Airlines flights
LufthansaPriceFrom £406Free CancellationRating
6.8
7,579 reviews
Search Lufthansa flights
Austrian AirlinesPriceFrom £414Free CancellationRating
7.6
874 reviews
Search Austrian Airlines flights
United AirlinesPriceFrom £418Free CancellationRating
7.4
9,022 reviews
Search United Airlines flights

Why use momondo?

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

It is quick and easy to find United Kingdom to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

momondo does allow users to show only those flights to Chicago from United Kingdom which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from United Kingdom.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from United Kingdom and alert you when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport