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£369+ 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 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
15 Sep — 22 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 16 August 2026.

Thu 24/918:45 -
1 stop27h 15m
Sun 27/918:00 -
1 stop12h 45m
Deal found 12/8£465
Thu 19/1116:00 -
1 stop29h 30m
Sun 29/1120:10 -
1 stop13h 35m
Deal found 14/8£467
Tue 8/1212:00 -
1 stop13h 52m
Wed 13/114:20 -
1 stop14h 05m
Deal found 11/8£467
Tue 17/1110:10 -
1 stop19h 40m
Thu 10/1206:15 -
1 stop18h 35m
Deal found 12/8£468
Mon 28/908:40 -
1 stop33h 55m
Wed 30/907:30 -
1 stop17h 45m
Deal found 11/8£468
Wed 30/911:45 -
1 stop13h 30m
Wed 7/1015:45 -
1 stop20h 40m
Deal found 16/8£468
Tue 3/1110:10 -
1 stop19h 40m
Thu 12/1109:26 -
1 stop15h 24m
Deal found 15/8£469
Sun 13/906:50 -
1 stop11h 10m
Sun 13/921:35 -
1 stop17h 05m
Deal found 13/8£469
Sun 27/908:30 -
1 stop16h 45m
Sun 4/1015:45 -
1 stop10h 05m
Deal found 13/8£469
Wed 21/1017:05 -
2 stops25h 35m
Wed 4/1119:00 -
2 stops21h 20m
Deal found 12/8£470
Wed 9/922:45 -
1 stop21h 15m
Tue 15/921:00 -
1 stop19h 20m
Deal found 15/8£470
Wed 7/1016:25 -
1 stop26h 15m
Sun 18/1018:00 -
1 stop15h 10m
Deal found 13/8£471

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 16 August 2026.

Return from

£465

One-way from

£369

Popular in

July

Cheapest in

February

Average price

£691

Good round-trip deal

£622 or less

Good one-way deal

£532 or less
TAP AIR PORTUGAL
  • TAP AIR PORTUGAL
  • 24/9-27/9
  • 2 total stops
  • 40h 00m total
  • London to Chicago
Search Deals
10/11
  • 10/11
  • 2 total stops
  • 14h 30m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (£114 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£13 potential savings vs. average return price).
Search Deals
Average for return flights in August 2026
Search Deals
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.
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 16 August 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

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Thu 24/9

06:50-16:53

2 stops16h 03m

Chicago O'Hare Intl

Thu 24/9

19:47-06:55

1 stop29h 08m

£474

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Thu 17/9

13:00-19:15

1 stop12h 15m

Chicago O'Hare Intl

Mon 21/9

15:45-09:15

1 stop11h 30m

£477

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Sun 27/9

09:00-19:15

1 stop16h 15m

Chicago O'Hare Intl

Sun 4/10

15:45-13:25

1 stop15h 40m

£477

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Tue 22/9

16:25-16:00

1 stop29h 35m

Chicago O'Hare Intl

Wed 21/10

18:00-09:45

1 stop33h 45m

£480

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Mon 21/9

14:25-16:10

3 stops31h 45m

Chicago O'Hare Intl

Fri 25/9

19:15-00:30

2 stops23h 15m

£493

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Fri 25/12

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Thu 7/1

18:30-10:55

1 stop10h 25m

£513

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Mon 28/9

12:55-14:00

2 stops31h 05m

Chicago O'Hare Intl

Mon 5/10

15:45-14:20

2 stops16h 35m

£525

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Mon 31/8

15:40-21:25

1 stop11h 45m

Chicago O'Hare Intl

Sat 3/10

19:25-14:35

1 stop13h 10m

£536

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Wed 11/11

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Sun 15/11

18:30-10:55

1 stop10h 25m

£547

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Thu 3/9

21:25-21:25

1 stop30h 00m

Chicago O'Hare Intl

Wed 7/10

22:25-20:20

1 stop15h 55m

£554

Flights are sorted by cheapest return flights first.

Deals found on 11/8

Showing 1-10 of 60 resultsSorted by cheapest first
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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 53 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 Tuesday, which is when the least amount of flights are scheduled (43 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 £402
Aer Lingus
Aer Lingus
From £338
Icelandair
Icelandair
From £202
Lufthansa
Lufthansa
From £402

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

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 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

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 16 August 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
10,107 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.7

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
10,107 reviews
United Airlines
7.4
Good
10,107 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.7

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
1,706 reviews
United Airlines
7.4
Good
10,107 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.7

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
731 reviews
United Airlines
7.4
Good
10,107 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.7

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
8,195 reviews
United Airlines
7.4
Good
10,107 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.7

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
8,168 reviews
United Airlines
7.4
Good
10,107 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.7

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 £76, while return flights cost around £97.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around £132, however they can be found for as little as £131.

  • 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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