When is the best time to book a flight to Chicago?

The best time to book flights to Chicago is 35 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Can I find cheaper flights to Chicago if I am willing to have stopovers?

Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.

What is the best airline to fly to Chicago?

Based on reviews from Cheapflights users, Ryanair is rated the highest out of the airlines that fly to Chicago.

What is the cheapest airport to fly to in Chicago?

Chicago O'Hare Intl is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago O'Hare Intl typically cost £35, while return flights cost around £90.

How much is a return flight to Chicago?

A return flight to Chicago will typically cost around £437, however they can be found for as little as £90.

Where does the fastest flight to Chicago depart from?

For those looking to save time traveling to Chicago, London offers the quickest one-way flight (8 hours 35 minutes).

Does Chicago O'Hare Intl have car hire?

Yes. Those touching down at Chicago O'Hare Intl can take advantage of the car hire services offered upon their arrival.

Are there hotels close to Chicago O'Hare Intl?

Yes. Chicago O'Hare Intl has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl (0.0 mi away from Chicago O'Hare Intl).

What are the most popular airlines that fly to Chicago?

The most popular airlines flying from London to Chicago are British Airways, Lufthansa and Icelandair.

How long is the flight to Chicago?

On average, a flight from London to Chicago takes 12 hours 25 minutes. Flights to Chicago from other popular cities in United Kingdom will vary in length. Below are a few examples of popular routes and their flight times.

Weekly flight availability to Chicago

The most flights from London to Chicago are scheduled on a Monday (52 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (43 on average).

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from London to Chicago are Icelandair, Virgin Atlantic and Aer Lingus.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 inches per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Cheap Flights to Chicago from £362

Flights to Chicago in 2026

Return from	£491
One-way from	£362
Popular in	July
Cheapest in	September
Average price	£567
Good round-trip deal	£621 or less
Good one-way deal	£495 or less

Icelandair
12/4-19/4
2 total stops
25h 00m total
London to Chicago

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25/4
2 total stops
33h 00m total
London to Chicago

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Highest demand for flights based on searches. 12% potential increase in price (£76 potential increase over avg. return price).

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Cheapest flight prices on average. 2% potential price decrease (£12 potential savings vs. average return price).

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Average for return flights in March 2026

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Price to beat on a round-trip flight from London to Chicago.

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Price to beat on a one-way flight from London to Chicago.

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Find flight deals to Chicago

Enter your travel dates to find the best prices.

Cheapest

Best

Direct

Last-minute

One-way

Cheapest flights to Chicago
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 31 March 2026.

Sun 12/415:40

LGW

ORD

1 stop11h 45m

Icelandair

Sun 19/419:25

ORD

LGW

1 stop13h 15m

Icelandair

Deal found 26/3£491

Wed 15/408:50

LGW

ORD

2 stops15h 25m

Multiple Airlines

Sun 19/419:25

ORD

LGW

2 stops18h 35m

Multiple Airlines

Deal found 26/3£492

Thu 23/421:25

LHR

ORD

1 stop30h 00m

Icelandair

Tue 28/419:25

ORD

LHR

1 stop10h 30m

Icelandair

Deal found 27/3£493

Tue 14/421:25

LHR

ORD

1 stop26h 50m

Icelandair

Sun 19/419:25

ORD

LHR

1 stop10h 30m

Icelandair

Deal found 26/3£494

Tue 12/513:00

LGW

ORD

1 stop11h 15m

Icelandair

Tue 19/522:25

ORD

LGW

1 stop10h 15m

Icelandair

Deal found 28/3£495

Fri 1/513:05

LHR

ORD

1 stop14h 20m

Icelandair

Mon 4/519:25

ORD

LHR

1 stop10h 30m

Icelandair

Deal found 29/3£495

Wed 15/416:30

LGW

ORD

3 stops31h 45m

Multiple Airlines

Mon 20/419:25

ORD

LGW

2 stops14h 55m

Multiple Airlines

Deal found 28/3£495

Thu 28/518:40

LHR

ORD

1 stop27h 30m

Scandinavian Airlines

Sat 13/219:20

ORD

LHR

1 stop32h 00m

Scandinavian Airlines

Deal found 26/3£495

Thu 7/513:05

LHR

ORD

1 stop11h 10m

Icelandair

Wed 13/519:25

ORD

LHR

1 stop18h 55m

Icelandair

Deal found 29/3£496

Mon 20/415:40

LGW

ORD

1 stop32h 35m

Icelandair

Fri 24/422:25

ORD

LGW

1 stop10h 15m

Icelandair

Deal found 29/3£497

Fri 1/506:20

STN

ORD

2 stops21h 05m

Multiple Airlines

Mon 4/519:25

ORD

STN

2 stops15h 25m

Multiple Airlines

Deal found 29/3£497

Thu 14/515:40

LGW

ORD

1 stop32h 35m

Icelandair

Tue 19/522:25

ORD

LGW

1 stop10h 15m

Icelandair

Deal found 27/3£498

Best flights to Chicago
Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 31 March 2026.

Wed 6/506:15

LTN

ORD

2 stops19h 10m

Multiple Airlines

Wed 27/509:55

ORD

LTN

3 stops20h 40m

Multiple Airlines

Deal found 28/3£535

Wed 27/512:20

LGW

ORD

1 stop13h 15m

JetBlue

Wed 8/710:48

ORD

LGW

1 stop16h 47m

JetBlue

Deal found 26/3£605

Mon 27/409:55

LHR

ORD

2 stops15h 57m

Delta

Mon 11/515:50

ORD

LHR

1 stop11h 25m

Delta

Deal found 26/3£613

Tue 1/906:00

LHR

ORD

1 stop13h 20m

Austrian Airlines

Wed 16/916:25

ORD

LHR

Nonstop8h 20m

Austrian Airlines

Deal found 29/3£614

Thu 7/508:45

LHR

ORD

1 stop13h 10m

United Airlines

Thu 14/516:25

ORD

LHR

Nonstop8h 20m

United Airlines

Deal found 30/3£623

Sun 28/615:40

LGW

ORD

1 stop32h 35m

Icelandair

Wed 29/719:25

ORD

LGW

1 stop10h 20m

Icelandair

Deal found 30/3£628

Thu 24/917:35

STN

ORD

1 stop22h 05m

Turkish Airlines

Tue 29/911:25

ORD

STN

1 stop16h 30m

Turkish Airlines

Deal found 28/3£634

Wed 29/410:25

LGW

MDW

2 stops18h 03m

Air France

Wed 6/517:21

MDW

LGW

2 stops16h 39m

Air France

Deal found 31/3£641

Wed 16/909:20

LHR

MDW

1 stop13h 07m

KLM

Tue 22/913:05

MDW

LHR

1 stop11h 20m

KLM

Deal found 30/3£641

Thu 28/506:40

LHR

ORD

2 stops15h 30m

Scandinavian Airlines

Tue 2/607:00

ORD

LHR

2 stops20h 20m

Scandinavian Airlines

Deal found 26/3£644

Mon 27/410:45

LHR

MDW

2 stops17h 43m

Virgin Atlantic

Mon 11/512:53

MDW

LHR

1 stop11h 32m

Virgin Atlantic

Deal found 28/3£644

Sun 12/409:45

LHR

ORD

Nonstop8h 35m

British Airways

Thu 30/417:55

ORD

LHR

Nonstop7h 45m

British Airways

Deal found 28/3£681

Wed 15/409:25

LGW

ORD

1 stop12h 30m

SWISS

Mon 11/521:30

ORD

LGW

2 stops14h 20m

SWISS

Deal found 28/3£694

Tue 18/816:25

LGW

ORD

1 stop29h 35m

TAP AIR PORTUGAL

Thu 20/819:50

ORD

LGW

1 stop31h 55m

TAP AIR PORTUGAL

Deal found 30/3£736

Fri 8/513:45

LCY

ORD

2 stops29h 25m

ITA Airways

Thu 14/515:00

ORD

LCY

2 stops21h 50m

ITA Airways

Deal found 30/3£882

Sat 18/414:00

LGW

MDW

1 stop23h 59m

Multiple Airlines

Sat 25/409:14

MDW

LGW

1 stop18h 46m

Multiple Airlines

Deal found 29/3£538

Thu 28/509:25

LTN

ORD

2 stops14h 50m

Multiple Airlines

Tue 2/619:25

ORD

LTN

2 stops14h 05m

Multiple Airlines

Deal found 26/3£538

Mon 27/408:40

LHR

MDW

2 stops15h 56m

Delta

Mon 11/519:13

MDW

LHR

1 stop11h 52m

Delta

Deal found 28/3£630

Mon 14/910:50

STN

ORD

1 stop28h 50m

Turkish Airlines

Mon 28/920:10

ORD

STN

1 stop31h 45m

Turkish Airlines

Deal found 27/3£635

Wed 9/906:40

LHR

ORD

2 stops21h 26m

Scandinavian Airlines

Wed 23/919:15

ORD

LHR

2 stops15h 10m

Scandinavian Airlines

Deal found 26/3£645

Sat 2/508:45

LHR

ORD

1 stop13h 10m

United Airlines

Sun 3/518:40

ORD

LHR

Nonstop8h 20m

United Airlines

Deal found 28/3£655

Sat 9/521:25

LTN

ORD

2 stops28h 00m

Multiple Airlines

Wed 27/515:50

ORD

LTN

2 stops24h 25m

Multiple Airlines

Deal found 30/3£544

Tue 1/908:25

LCY

ORD

1 stop11h 50m

KLM

Wed 16/916:50

ORD

LCY

1 stop10h 00m

KLM

Deal found 29/3£659

Tue 14/713:00

LGW

ORD

1 stop14h 25m

Icelandair

Thu 23/719:25

ORD

LGW

1 stop13h 15m

Icelandair

Deal found 27/3£664

Fri 24/406:30

LHR

MDW

2 stops17h 28m

Virgin Atlantic

Fri 1/513:24

MDW

LHR

1 stop11h 46m

Virgin Atlantic

Deal found 26/3£672

Sun 12/412:15

LHR

ORD

Nonstop8h 40m

British Airways

Thu 30/417:55

ORD

LHR

Nonstop7h 45m

British Airways

Deal found 26/3£685

Tue 22/919:15

LCY

ORD

1 stop23h 40m

SWISS

Wed 7/1021:35

ORD

LCY

2 stops13h 50m

SWISS

Deal found 30/3£708

Wed 29/410:25

LGW

MDW

2 stops18h 03m

Delta

Wed 6/509:29

MDW

LGW

2 stops17h 56m

Delta

Deal found 29/3£644

Tue 30/606:55

STN

ORD

1 stop32h 45m

Turkish Airlines

Tue 28/711:25

ORD

STN

1 stop23h 25m

Turkish Airlines

Deal found 30/3£653

Tue 18/821:15

LGW

ORD

2 stops24h 45m

TAP AIR PORTUGAL

Thu 20/819:50

ORD

LGW

1 stop31h 55m

TAP AIR PORTUGAL

Deal found 28/3£748

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Flights to Chicago in 2026

Find the latest flights to Chicago in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 858,174 searches and data was last updated on 31 March 2026.

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Popular in

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Average price

Good round-trip deal

Good one-way deal

Find flight deals to Chicago

Cheapest flights to Chicago
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 31 March 2026.

Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 31 March 2026.

Best flights to Chicago
Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 31 March 2026.

Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 31 March 2026.

Direct flights to Chicago
Explore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 31 March 2026.

Explore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 31 March 2026.

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 31 March 2026 and is based on user searches.

Discover last-minute flight deals to Chicago. Data last updated 31 March 2026 and is based on user searches.

One-way flights to Chicago
Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 31 March 2026.

Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 31 March 2026.

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Cheap flights to Chicago – Compare and Save

Flights to Chicago in 2026

Find the latest flights to Chicago in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 858,174 searches and data was last updated on 31 March 2026.

Return from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals to Chicago

Cheapest flights to ChicagoExplore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 31 March 2026.

Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 31 March 2026.

Best flights to ChicagoDiscover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 31 March 2026.

Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 31 March 2026.

Direct flights to ChicagoExplore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 31 March 2026.

Explore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 31 March 2026.

Last-minute flights to ChicagoDiscover last-minute flight deals to Chicago. Data last updated 31 March 2026 and is based on user searches.

Discover last-minute flight deals to Chicago. Data last updated 31 March 2026 and is based on user searches.

One-way flights to ChicagoSearch for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 31 March 2026.

Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 31 March 2026.

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Cheapest flights to Chicago
Explore the most affordable flight options available to Chicago. Find the lowest fares based on data from user searches, with prices last updated on 31 March 2026.

Best flights to Chicago
Discover carefully curated flight deals to Chicago that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 31 March 2026.

Direct flights to Chicago
Explore direct flight options to Chicago based on user searches, and compare prices and availability for your desired travel dates. Data last updated 31 March 2026.

Last-minute flights to Chicago
Discover last-minute flight deals to Chicago. Data last updated 31 March 2026 and is based on user searches.

One-way flights to Chicago
Search for one-way flight options to Chicago. Find affordable one-way fares based on user searches. Data last updated 31 March 2026.