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Flights to Chicago

£249 Cheap flights to Chicago

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight to Chicago departing on 16/4. 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

Cheap return flights

Enter your travel dates to find the best prices.
British Airways Logo
13:25 - 19:15
LHR
-
ORD
11h 50m
1 stop
British Airways Logo
21:00 - 13:30
ORD
-
LHR
10h 30m
1 stop
£396British Airways
Sun, 19 Apr - Sun, 17 May
British Airways Logo
12:10 - 19:15
LHR
-
ORD
13h 05m
1 stop
British Airways Logo
20:35 - 10:25
ORD
-
LHR
7h 50mdirect
£397British Airways
Thu, 5 Feb - Thu, 12 Feb
British Airways Logo
12:10 - 19:15
LHR
-
ORD
13h 05m
1 stop
British Airways Logo
20:35 - 10:25
ORD
-
LHR
7h 50mdirect
£398British Airways
Thu, 5 Feb - Thu, 12 Feb
Scandinavian Airlines Logo
06:40 - 16:45
LHR
-
ORD
16h 05m
2 stops
Scandinavian Airlines Logo
19:10 - 16:25
ORD
-
LHR
15h 15m
2 stops
£399Scandinavian Airlines
Sat, 7 Feb - Sun, 22 Feb
Icelandair Logo
11:55 - 18:20
LGW
-
ORD
11h 25m
1 stop
Icelandair Logo
19:30 - 10:55
ORD
-
LGW
10h 25m
1 stop
£399Icelandair
Mon, 9 Mar - Wed, 18 Mar
Icelandair Logo
11:55 - 17:20
LGW
-
ORD
11h 25m
1 stop
Icelandair Logo
19:30 - 10:55
ORD
-
LGW
10h 25m
1 stop
£401Icelandair
Mon, 2 Feb - Tue, 10 Mar
Lufthansa Logo
07:40 - 14:10
LHR
-
ORD
12h 30m
1 stop
Lufthansa Logo
15:45 - 05:55
ORD
-
LHR
8h 10mdirect
£403Lufthansa
Thu, 12 Feb - Wed, 4 Mar
Finnair Logo
12:20 - 13:46
LGW
-
ORD
31h 26m
1 stop
Finnair Logo
11:14 - 08:40
ORD
-
LGW
15h 26m
2 stops
£406Finnair
Thu, 23 Apr - Tue, 28 Apr
Virgin Atlantic Logo
11:05 - 18:40
LHR
-
MDW
13h 35m
1 stop
Virgin Atlantic Logo
13:49 - 07:05
MDW
-
LHR
11h 16m
1 stop
£424Virgin Atlantic
Mon, 16 Feb - Mon, 23 Feb
Virgin Atlantic Logo
11:05 - 18:36
LHR
-
MDW
13h 31m
1 stop
Virgin Atlantic Logo
13:49 - 07:05
MDW
-
LHR
11h 16m
1 stop
£427Virgin Atlantic
Wed, 11 Feb - Tue, 3 Mar

momondo Fare Finder

 
Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 279,928 searches and data was last updated on 21 January 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Depart

Return

Price

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sun 19/4

13:25-19:15

1 stop11h 50m

Chicago O'Hare Intl

Sun 17/5

21:00-13:30

1 stop10h 30m

£396

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Thu 5/2

12:10-19:15

1 stop13h 05m

Chicago O'Hare Intl

Thu 12/2

20:35-10:25

Nonstop7h 50m

£397

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Thu 5/2

12:10-19:15

1 stop13h 05m

Chicago O'Hare Intl

Thu 12/2

20:35-10:25

Nonstop7h 50m

£398

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sat 7/2

06:40-16:45

2 stops16h 05m

Chicago O'Hare Intl

Sun 22/2

19:10-16:25

2 stops15h 15m

£399

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Mon 9/3

11:55-18:20

1 stop11h 25m

Chicago O'Hare Intl

Wed 18/3

19:30-10:55

1 stop10h 25m

£399

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Mon 2/2

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Tue 10/3

19:30-10:55

1 stop10h 25m

£401

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Thu 12/2

07:40-14:10

1 stop12h 30m

Chicago O'Hare Intl

Wed 4/3

15:45-05:55

Nonstop8h 10m

£403

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Thu 23/4

12:20-13:46

1 stop31h 26m

Chicago O'Hare Intl

Tue 28/4

11:14-08:40

2 stops15h 26m

£406

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 16/2

11:05-18:40

1 stop13h 35m

Chicago Midway

Mon 23/2

13:49-07:05

1 stop11h 16m

£424

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 11/2

11:05-18:36

1 stop13h 31m

Chicago Midway

Tue 3/3

13:49-07:05

1 stop11h 16m

£427

Flights are sorted by cheapest return flights first.

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

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Chicago flights insights and trends

Explore insights for your Chicago flight to craft the best travel plan

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 £430, 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 November instead. Flights to Chicago in November, while not as cheap as those in February, still average around £431.

What is the absolute cheapest flight to Chicago?

The best price found on momondo to Chicago was £29/pp from New York, which is 89% cheaper than the average flight price to Chicago. To find the cheapest price to Chicago from your area, use momondo’s Airport-to-Airport Pricing Tool.

See prices from:

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 £615. 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 £659.

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

Flying to Chicago from United Kingdom at midday is the least expensive time of day to depart. momondo users have found prices as low as £631 when looking at flights departing at midday. Flights in the afternoon are often more expensive, with an average ticket price of £664.

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 £539 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 £516 on momondo.

Cheapest flights to Chicago

Find the cheapest flights to Chicago from your nearest city or airport
Find flights from London Heathrow Airport to Milwaukee
CHEAPEST MONTH TO FLY TO CHICAGO FROM LONDON HEATHROW AIRPORTFebruary18% cheaperFlying from London Heathrow Airport to Chicago costs on average just £436 in February
MOST EXPENSIVE MONTH TO FLY TO CHICAGO FROM LONDON HEATHROW AIRPORTJuly21% more expensiveIt costs about £645 for flights to Chicago from London Heathrow Airport in July
MOST POPULAR MONTH TO FLY TO CHICAGO FROM LONDON HEATHROW AIRPORTJuly240% more users visitedMore momondo users searched in flights to Chicago from London Heathrow Airport in July than any other month

Cheap Chicago flight deals and tips

Summary info about Chicago flight prices, duration and airlines

Best One-Way Price

£249

Best Round-Trip Price

£396

Fastest flight time

16h 05m

Popular in

July
The best one-way flight price to Chicago from United Kingdom in the last 72 hours is £249 (Manchester to Chicago O'Hare Intl).
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The best round-trip flight price to Chicago from United Kingdom in the last 72 hours is £396 (London Heathrow to Chicago O'Hare Intl).
Search Deals
The fastest flight to Chicago from United Kingdom takes 16h 05m (London Heathrow to Chicago Midway).
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July has the highest demand for flights to Chicago, with a 16% price increase on average.
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Frequently asked questions about flying to Chicago

When is it best to fly to Chicago to go sightseeing?

When planning your flight to Chicago, consider that the months of May and June are typically considered the best times to visit if you are looking to go sightseeing. That is when the weather is most cooperative. Sights like Grant Park, Magnificent Mile, and Millennium Park are very popular tourist attractions.

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

The ideal time to book your flight to Chicago is 7 days in advance, when prices tend to average £509. However, in the past 72 hours, people saw flights from United Kingdom for as low as £446.

Is there an alternative airport near Chicago?

Finding an alternative and possibly cheaper destination airport near Chicago is possible. If you are planning a flight to Chicago, consider booking flights to Chicago Midway Airport (9 mi from Chicago city centre) or Chicago Greater Rockford Airport (79 mi from Chicago city centre).

Is there a cheaper alternative to flying into Chicago?

Prices vary based on where travellers are departing from, but on average, the cheapest airport to fly to in Chicago is Chicago Midway Airport where the average price is £266. Users typically find the best prices when using momondo’s Airport-to-Airport Pricing Tool.

Are there flights to Downtown?

Yes, flights to Downtown are served by Chicago’s Chicago O'Hare Intl airport which is 15.7 mi away.

What’s the closest airport to Grant Park?

The closest airport to Grant Park is Chicago O'Hare Intl, 16.2 mi away.

When did momondo last update prices for flights to Chicago?

Prices for flights to Chicago were last updated today.

How many operators does momondo search for flights to Chicago?

As of January 2026, there are 27 operators available to choose from for flights to Chicago.

How old do you have to be to fly to Chicago?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel to Chicago.

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

The necessary travel and health documents for your Chicago 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.

Why use momondo?

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

It is quick and easy to find flights to Chicago 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 to Chicago with flexible booking policies on momondo?

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

How can momondo help me find flights 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 to Chicago.

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

Yes momondo offers price alerts on flights to Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago trip

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Find better results for your trip to Chicago

Popular Flights to Chicago

Popular routes according to searches in the past day on momondo
London to Chicago Flightsfrom £335
Edinburgh Turnhouse to Chicago Flightsfrom £492
Manchester to Chicago Flightsfrom £532
Birmingham to Chicago Flightsfrom £534
Glasgow to Chicago Flightsfrom £405
Exeter to Chicago Flightsfrom £719
Bristol to Chicago Flightsfrom £580
Newcastle upon Tyne to Chicago Flightsfrom £627
Southampton Eastleigh to Chicago Flightsfrom £669
Belfast to Chicago Flightsfrom £610
Leeds/Bradford to Chicago Flightsfrom £659
Norwich Arpt to Chicago Flightsfrom £832
Cornwall Newquay to Chicago Flightsfrom £690
Liverpool J. Lennon to Chicago Flightsfrom £569
Cardiff Wales to Chicago Flightsfrom £677
Inverness to Chicago Flightsfrom £648
Grimsby Humberside to Chicago Flightsfrom £818
Doncaster Sheffield to Chicago Flightsfrom £1,435
Darlington Teesside Intl to Chicago Flightsfrom £705