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£342+ Cheap flights to Chicago

— CHI
24 Sep — 1 Oct1
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

Mon 12/1006:30 -
1 stop13h 30m
Mon 19/1021:00 -
1 stop18h 20m
Deal found 21/8£466
Wed 16/912:10 -
1 stop30h 25m
Fri 18/910:50 -
1 stop14h 05m
Deal found 21/8£467
Tue 8/906:30 -
1 stop18h 45m
Thu 17/921:00 -
1 stop20h 20m
Deal found 20/8£467
Mon 12/1009:45 -
1 stop15h 30m
Mon 19/1021:00 -
1 stop17h 55m
Deal found 21/8£468
Tue 8/912:10 -
1 stop33h 45m
Thu 10/914:30 -
1 stop10h 25m
Deal found 22/8£468
Wed 14/1008:50 -
1 stop16h 25m
Sun 18/1015:45 -
1 stop10h 10m
Deal found 22/8£469
Sun 20/909:00 -
1 stop16h 15m
Sun 27/915:45 -
1 stop13h 40m
Deal found 23/8£469
Wed 18/1107:15 -
1 stop17h 10m
Tue 24/1120:10 -
1 stop19h 40m
Deal found 22/8£469
Thu 17/916:35 -
1 stop29h 25m
Sat 26/918:05 -
1 stop12h 40m
Deal found 21/8£470
Thu 17/906:30 -
1 stop13h 30m
Mon 21/915:45 -
1 stop10h 05m
Deal found 23/8£470
Wed 2/922:00 -
1 stop22h 00m
Tue 22/921:00 -
1 stop12h 10m
Deal found 21/8£471
Wed 16/908:00 -
1 stop14h 00m
Sun 18/1018:00 -
1 stop12h 45m
Deal found 23/8£471

Find flight deals to Chicago

Return from

£466

One-way from

£342

Popular in

August

Cheapest in

February

Average price

£718

Good round-trip deal

£599 or less

Good one-way deal

£512 or less
12/10-19/10
  • 12/10-19/10
  • 2 total stops
  • 31h 50m total
  • London to Chicago
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2/9
  • 2/9
  • 1 total stop
  • 15h 08m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 9% potential increase in price (£63 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£13 potential savings vs. average return price).
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Average for return flights in August 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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Cheapflights Fare Finder

 
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 London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Thu 3/9

09:25-18:15

2 stops14h 50m

Chicago O'Hare Intl

Mon 7/9

19:25-22:50

2 stops21h 25m

£474

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Mon 21/9

19:45-16:10

2 stops26h 25m

Chicago O'Hare Intl

Mon 5/10

19:15-19:05

2 stops17h 50m

£513

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Thu 22/10

13:00-19:15

1 stop12h 15m

Chicago O'Hare Intl

Sat 24/10

16:45-09:05

1 stop10h 20m

£522

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Wed 7/10

08:00-12:40

2 stops34h 40m

Chicago O'Hare Intl

Wed 14/10

18:00-00:30

2 stops24h 30m

£524

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Tue 15/12

10:20-16:45

1 stop12h 25m

Chicago O'Hare Intl

Wed 30/12

19:15-21:35

2 stops20h 20m

£539

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Fri 16/10

08:30-18:15

2 stops15h 45m

Chicago O'Hare Intl

Mon 26/10

19:30-17:05

2 stops16h 35m

£540
Fastest return journey

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Tue 22/9

06:50-12:00

1 stop11h 10m

Chicago O'Hare Intl

Wed 21/10

21:30-11:55

Nonstop8h 25m

£555

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Wed 9/9

18:40-16:10

1 stop27h 30m

Chicago O'Hare Intl

Tue 22/9

19:15-18:50

2 stops17h 35m

£569

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Fri 22/1

21:35-15:30

2 stops47h 55m

Chicago O'Hare Intl

Fri 29/1

20:10-08:20

2 stops30h 10m

£581

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Fri 11/12

07:05-16:45

2 stops15h 40m

Chicago O'Hare Intl

Wed 30/12

19:15-18:50

2 stops17h 35m

£593

Flights are sorted by cheapest return flights first.

Deals found on 24/8

Showing 1-10 of 60 resultsSorted by cheapest first
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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

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 13 hours 19 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 Friday (49 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (47 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 £399
Aer Lingus
Aer Lingus
From £336
Icelandair
Icelandair
From £200
Lufthansa
Lufthansa
From £399

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from London to Chicago are Virgin Atlantic, Icelandair and Scandinavian Airlines.

Rainfall in Chicago 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

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 79 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

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
10,120 reviews
Check prices

Entertainment

7.1

Food

6.7

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!
United Airlines
7.4
Good
10,120 reviews
United Airlines
7.4
Good
10,120 reviews
Check prices

Entertainment

7.1

Food

6.7

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!
Aer Lingus
7.3
Good
1,723 reviews
United Airlines
7.4
Good
10,120 reviews
Check prices

Entertainment

7.1

Food

6.7

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!
Icelandair
6.9
Okay
736 reviews
United Airlines
7.4
Good
10,120 reviews
Check prices

Entertainment

7.1

Food

6.7

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!
Lufthansa
6.8
Okay
8,217 reviews
United Airlines
7.4
Good
10,120 reviews
Check prices

Entertainment

7.1

Food

6.7

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!
British Airways
6.7
Okay
8,188 reviews
United Airlines
7.4
Good
10,120 reviews
Check prices

Entertainment

7.1

Food

6.7

Overall

7.4

Comfort

7.3

Boarding

7.7

Crew

8.1

Reviews

1 / 20
4.0
Okay

Chris,Aug 2026

MIA - ORD

Had to go through TSA again, already purchased bottle drink. TSA would not let through, United changed gates last minute. This experience bad for everyone. Staff rude, not our fault. Staff from Chicago to Wichita excellent!

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 £36, while return flights cost around £130.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around £131, however they can be found for as little as £130.

  • 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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