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£389+ 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 25/11. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
26 Aug — 2 Sep1
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 27 July 2026.

Thu 17/1219:55
LHR
-
ORD
1 stop25h 35m
TAP AIR PORTUGAL
Fri 1/120:10
ORD
-
LHR
1 stop15h 20m
TAP AIR PORTUGAL
Deal found 22/7£499
Wed 18/1108:15
STN
-
ORD
2 stops15h 05m
Multiple Airlines
Mon 23/1118:30
ORD
-
STN
2 stops17h 20m
Multiple Airlines
Deal found 26/7£500
Sun 4/1021:25
LHR
-
ORD
1 stop26h 50m
Icelandair
Mon 12/1019:25
ORD
-
LHR
1 stop10h 30m
Icelandair
Deal found 25/7£501
Sun 20/907:25
STN
-
ORD
2 stops20h 00m
Multiple Airlines
Tue 6/1019:25
ORD
-
STN
2 stops21h 15m
Multiple Airlines
Deal found 26/7£501
Wed 9/916:45
LGW
-
ORD
2 stops26h 25m
Multiple Airlines
Thu 24/915:00
ORD
-
LGW
2 stops26h 10m
Multiple Airlines
Deal found 25/7£502
Sun 20/913:05
LHR
-
ORD
1 stop14h 20m
Icelandair
Tue 13/1019:25
ORD
-
LHR
1 stop18h 55m
Icelandair
Deal found 22/7£502
Thu 10/913:15
STN
-
ORD
3 stops32h 55m
Multiple Airlines
Thu 17/919:15
ORD
-
STN
2 stops22h 05m
Multiple Airlines
Deal found 27/7£502
Thu 5/1111:00
LGW
-
ORD
1 stop18h 50m
Multiple Airlines
Mon 9/1116:44
ORD
-
LGW
1 stop31h 16m
Multiple Airlines
Deal found 27/7£503
Mon 7/921:25
LHR
-
ORD
1 stop26h 50m
Icelandair
Fri 11/922:25
ORD
-
LHR
1 stop31h 30m
Icelandair
Deal found 26/7£503
Thu 26/1113:00
LHR
-
MDW
1 stop11h 37m
Delta
Thu 3/1217:25
MDW
-
LHR
1 stop12h 15m
Delta
Deal found 23/7£503
Fri 27/1111:00
LHR
-
ORD
Nonstop8h 45m
British Airways
Fri 4/1217:10
ORD
-
LHR
Nonstop7h 45m
British Airways
Deal found 23/7£503
Sun 22/1111:55
LGW
-
ORD
1 stop11h 25m
Icelandair
Sun 29/1118:30
ORD
-
LGW
1 stop10h 25m
Icelandair
Deal found 26/7£504

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 27 July 2026.

Return from

£499

One-way from

£389

Popular in

July

Cheapest in

February

Average price

£718

Good round-trip deal

£640 or less

Good one-way deal

£539 or less
TAP AIR PORTUGAL
  • TAP AIR PORTUGAL
  • 17/12-1/1
  • 2 total stops
  • 40h 55m total
  • London to Chicago
Search Deals
SWISS
  • SWISS
  • 25/11
  • 1 total stop
  • 13h 05m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (£110 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£14 potential savings vs. average return price).
Search Deals
Average for return flights in July 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 27 July 2026.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest return flight

LondonChicago

LTN - ORD

LTNORD

London Luton

Thu 10/9

13:00-16:10

3 stops33h 10m

Chicago O'Hare Intl

Thu 17/9

19:15-23:25

2 stops22h 10m

£509

LondonChicago

LTN - ORD

LTNORD

London Luton

Wed 23/9

06:15-19:48

3 stops19h 33m

Chicago O'Hare Intl

Wed 30/9

22:25-22:15

2 stops17h 50m

£518

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 7/9

11:35-14:35

2 stops33h 00m

Chicago Midway

Mon 14/9

15:20-07:55

2 stops34h 35m

£524

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 7/9

11:35-14:35

2 stops33h 00m

Chicago Midway

Mon 21/9

15:20-07:55

2 stops34h 35m

£528

LondonChicago

LTN - ORD

LTNORD

London Luton

Thu 10/9

13:00-16:10

3 stops33h 10m

Chicago O'Hare Intl

Tue 15/9

19:15-22:10

2 stops20h 55m

£534

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Wed 2/9

15:40-21:25

1 stop11h 45m

Chicago O'Hare Intl

Sun 6/9

22:25-14:40

1 stop10h 15m

£537

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sat 5/9

06:40-16:10

1 stop15h 30m

Chicago O'Hare Intl

Sat 19/9

19:15-16:25

2 stops15h 10m

£561

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Fri 11/9

13:05-18:15

1 stop11h 10m

Chicago O'Hare Intl

Fri 2/10

19:25-20:20

1 stop18h 55m

£565

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Mon 14/9

21:05-16:10

2 stops25h 05m

Chicago O'Hare Intl

Sat 19/9

19:15-16:25

2 stops15h 10m

£572

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sun 6/9

08:40-19:25

1 stop16h 45m

Chicago O'Hare Intl

Tue 10/11

14:15-06:55

1 stop10h 40m

£584

Flights are sorted by cheapest return flights first.

Deals found on 22/7

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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

How long is the flight to Chicago?

On average, a flight from London to Chicago takes 12 hours 28 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 Monday, which is when the least amount of flights are scheduled (52 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 £413
Aer Lingus
Aer Lingus
From £344
Icelandair
Icelandair
From £205
Lufthansa
Lufthansa
From £413

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from London to Chicago are Virgin Atlantic, Icelandair 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).

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

The best time to book flights to Chicago is 62 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.

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 27 July 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
10,045 reviews
Check prices

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

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
10,045 reviews
United Airlines
7.4
Good
10,045 reviews
Check prices

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

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
7.3
Good
1,682 reviews
United Airlines
7.4
Good
10,045 reviews
Check prices

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

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
7.0
Good
716 reviews
United Airlines
7.4
Good
10,045 reviews
Check prices

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

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
8,159 reviews
United Airlines
7.4
Good
10,045 reviews
Check prices

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

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
8,130 reviews
United Airlines
7.4
Good
10,045 reviews
Check prices

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.6

Overall

7.4

Crew

8.1

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, 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 £54, while return flights cost around £133.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around £134, however they can be found for as little as £133.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, Edinburgh Turnhouse offers the quickest one-way flight (8 hours 30 minutes).

  • Which airport is closest to Wrigley Field?

    f being close to Wrigley Field is important to you, you’ll want to land at Chicago O'Hare Intl Airport.

  • 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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