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£348+ Cheap flights to Chicago

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
19 Mar — 26 Mar1
1 adult
1 adult, Economy, 0 bags

Flights to Chicago in 2026

Enter your travel dates to find the best prices.

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 17 February 2026.

Fri 27/217:50
LHR
-
ORD
1 stop24h 20m
Brussels Airlines
Sat 28/216:20
ORD
-
LHR
1 stop37h 40m
Brussels Airlines
Deal found 14/2£394
Mon 16/320:35
LHR
-
ORD
1 stop26h 45m
Icelandair
Mon 30/319:25
ORD
-
LHR
1 stop10h 30m
Icelandair
Deal found 15/2£395
Sun 12/415:40
LGW
-
ORD
1 stop32h 35m
Icelandair
Sat 25/419:25
ORD
-
LGW
1 stop13h 15m
Icelandair
Deal found 14/2£396
Sun 1/311:55
LGW
-
ORD
1 stop11h 25m
Icelandair
Tue 10/319:30
ORD
-
LGW
1 stop10h 25m
Icelandair
Deal found 15/2£397
Sun 1/312:15
LHR
-
ORD
1 stop11h 05m
Icelandair
Mon 9/319:30
ORD
-
LHR
1 stop10h 20m
Icelandair
Deal found 14/2£397
Tue 14/415:40
LGW
-
ORD
1 stop32h 35m
Icelandair
Thu 23/419:25
ORD
-
LGW
1 stop13h 15m
Icelandair
Deal found 14/2£398
Fri 27/206:00
LHR
-
ORD
1 stop15h 25m
TAP AIR PORTUGAL
Sun 1/320:25
ORD
-
LHR
1 stop19h 10m
TAP AIR PORTUGAL
Deal found 16/2£398
Tue 24/211:55
LGW
-
ORD
1 stop11h 25m
Icelandair
Tue 3/318:30
ORD
-
LGW
1 stop10h 25m
Icelandair
Deal found 15/2£399
Thu 23/415:40
LGW
-
ORD
1 stop32h 35m
Icelandair
Wed 29/419:25
ORD
-
LGW
1 stop13h 15m
Icelandair
Deal found 17/2£401
Fri 17/408:00
LHR
-
ORD
1 stop14h 00m
TAP AIR PORTUGAL
Sun 26/418:00
ORD
-
LHR
1 stop22h 00m
TAP AIR PORTUGAL
Deal found 15/2£401
Wed 22/408:00
LHR
-
ORD
1 stop14h 00m
TAP AIR PORTUGAL
Sun 26/418:00
ORD
-
LHR
1 stop12h 45m
TAP AIR PORTUGAL
Deal found 17/2£401
Mon 13/415:40
LGW
-
ORD
1 stop32h 35m
Icelandair
Mon 27/419:25
ORD
-
LGW
1 stop13h 15m
Icelandair
Deal found 17/2£402

Find flight deals to Chicago

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 17 February 2026.

Return from

£394

One-way from

£348

Popular in

July

Cheapest in

September

Average price

£433

Good round-trip deal

£506 or less

Good one-way deal

£416 or less
Brussels Airlines
  • Brussels Airlines
  • 27/2-28/2
  • 2 total stops
  • 62h 00m total
  • London to Chicago
Search Deals
SWISS
  • SWISS
  • 27/4
  • 1 total stop
  • 12h 40m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (£78 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£12 potential savings vs. average return price).
Search Deals
Average for return flights in February 2026
Search Deals
Price to beat on a round-trip flight from London to Chicago.
Search Deals
Price to beat on a one-way flight from London to Chicago.
Search Deals

Cheapflights Fare Finder

 
Locate flights to Chicago that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 858,174 searches and data was last updated on 17 February 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

London

Route

Depart

Return

Price

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Mon 13/4

15:40-18:15

1 stop32h 35m

Chicago O'Hare Intl

Thu 23/4

19:25-14:40

1 stop13h 15m

£413

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Fri 17/4

15:40-21:25

1 stop11h 45m

Chicago O'Hare Intl

Tue 12/5

19:25-14:40

1 stop13h 15m

£418

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Sat 18/4

15:40-18:15

1 stop32h 35m

Chicago O'Hare Intl

Sat 9/5

19:25-11:45

1 stop10h 20m

£419

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Wed 22/4

15:40-18:15

1 stop32h 35m

Chicago O'Hare Intl

Fri 8/5

19:25-14:40

1 stop13h 15m

£419

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Thu 7/5

13:00-18:15

1 stop11h 15m

Chicago O'Hare Intl

Sun 17/5

22:25-14:40

1 stop10h 15m

£423

LondonChicago

STN - ORD

STNORD

London Stansted

Mon 13/4

06:30-18:15

2 stops17h 45m

Chicago O'Hare Intl

Mon 27/4

19:25-17:35

2 stops16h 10m

£426

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Thu 12/3

06:40-17:45

1 stop16h 05m

Chicago O'Hare Intl

Sun 22/3

20:20-18:50

2 stops17h 30m

£429

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Wed 22/4

15:40-18:15

1 stop32h 35m

Chicago O'Hare Intl

Mon 11/5

19:25-11:45

1 stop10h 20m

£429

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Mon 2/3

06:40-16:45

2 stops16h 05m

Chicago O'Hare Intl

Sun 8/3

20:20-18:50

2 stops17h 30m

£434

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Mon 16/3

06:40-17:45

1 stop16h 05m

Chicago O'Hare Intl

Mon 23/3

20:20-18:50

2 stops17h 30m

£444

Flights are sorted by cheapest return flights first.

Deals found on 14/2

Showing 1-10 of 60 results
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2
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Best time to book a flight to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight to Chicago

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

Use this chart to determine the optimal time to book a return flight from London to Chicago. Price data was last updated on 13 February 2026.

The best time to book flights to Chicago is 88 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.

How long is the flight to Chicago?

On average, a flight from London to Chicago takes 12 hours 46 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 Tuesday (42 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (33 on average).

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.

British Airways
British Airways
From £375
Aer Lingus
Aer Lingus
From £337
Icelandair
Icelandair
From £283
Lufthansa
Lufthansa
From £284

What are the cheapest airlines that fly to Chicago?

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

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

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.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

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).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated 17 February 2026.
Read through reviews of airlines serving the United States, such as United Airlines, Aer Lingus, andIcelandair. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,308 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,308 reviews
United Airlines
7.4
Good
9,308 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Aer Lingus
7.2
Good
1,455 reviews
United Airlines
7.4
Good
9,308 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Icelandair
7.1
Good
614 reviews
United Airlines
7.4
Good
9,308 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Lufthansa
6.8
Okay
7,787 reviews
United Airlines
7.4
Good
9,308 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
British Airways
6.7
Okay
7,751 reviews
United Airlines
7.4
Good
9,308 reviews
Check prices

Boarding

7.7

Food

6.6

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

FAQs about flying to Chicago

  • 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, Icelandair 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 £27, while return flights cost around £42.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around £105, however they can be found for as little as £42.

  • 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).

See more FAQs

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