Find flights
Deals
Airlines

£429+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
27 Jul — 3 Aug1
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 June 2026.

Wed 7/1016:25
LGW
-
ORD
1 stop26h 15m
TAP AIR PORTUGAL
Wed 14/1018:00
ORD
-
LGW
2 stops20h 30m
TAP AIR PORTUGAL
Deal found 26/6£527
Thu 10/909:25
LGW
-
ORD
1 stop12h 30m
SWISS
Sun 13/914:20
ORD
-
LGW
1 stop12h 05m
SWISS
Deal found 25/6£532
Thu 17/915:15
LHR
-
ORD
Nonstop9h 00m
British Airways
Sun 20/921:00
ORD
-
LHR
Nonstop7h 50m
British Airways
Deal found 25/6£532
Sun 20/907:25
STN
-
ORD
2 stops20h 00m
Multiple Airlines
Thu 22/419:25
ORD
-
STN
2 stops22h 10m
Multiple Airlines
Deal found 26/6£532
Thu 8/1006:00
LGW
-
ORD
2 stops19h 48m
Multiple Airlines
Mon 12/1008:45
ORD
-
LGW
3 stops20h 55m
Multiple Airlines
Deal found 25/6£533
Wed 11/1107:40
LHR
-
ORD
1 stop12h 30m
Lufthansa
Tue 17/1115:45
ORD
-
LHR
Nonstop8h 10m
Lufthansa
Deal found 25/6£533
Sat 22/806:35
STN
-
ORD
3 stops19h 17m
Multiple Airlines
Wed 9/922:25
ORD
-
STN
2 stops15h 55m
Multiple Airlines
Deal found 25/6£533
Mon 20/712:20
LGW
-
ORD
1 stop12h 55m
JetBlue
Sat 25/713:09
ORD
-
LGW
1 stop14h 26m
JetBlue
Deal found 25/6£535
Mon 9/1107:05
LHR
-
ORD
2 stops15h 40m
Scandinavian Airlines
Fri 13/1119:15
ORD
-
LHR
1 stop17h 15m
Scandinavian Airlines
Deal found 26/6£535
Fri 21/820:25
LTN
-
ORD
3 stops29h 27m
Multiple Airlines
Thu 3/914:15
ORD
-
LTN
2 stops26h 55m
Multiple Airlines
Deal found 26/6£535
Mon 17/822:45
STN
-
ORD
3 stops27h 20m
Multiple Airlines
Sat 5/919:25
ORD
-
STN
2 stops21h 40m
Multiple Airlines
Deal found 26/6£535
Fri 4/914:00
LGW
-
ORD
2 stops31h 59m
Multiple Airlines
Sun 6/922:25
ORD
-
LGW
1 stop10h 15m
Multiple Airlines
Deal found 25/6£536

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 June 2026.

Return from

£527

One-way from

£429

Popular in

July

Cheapest in

February

Average price

£676

Good round-trip deal

£679 or less

Good one-way deal

£515 or less
TAP AIR PORTUGAL
  • TAP AIR PORTUGAL
  • 7/10-14/10
  • 3 total stops
  • 46h 45m total
  • London to Chicago
Search Deals
Air Canada
  • Air Canada
  • 1/11
  • 2 total stops
  • 16h 43m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (£107 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 June 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 June 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

Fri 4/9

06:20-20:05

3 stops19h 45m

Chicago O'Hare Intl

Sat 12/9

22:25-17:00

2 stops12h 35m

£551

LondonChicago

LTN - ORD

LTNORD

London Luton

Fri 21/8

20:25-19:52

3 stops29h 27m

Chicago O'Hare Intl

Thu 3/9

14:15-23:10

2 stops26h 55m

£554

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Mon 19/10

21:05-16:10

2 stops25h 05m

Chicago O'Hare Intl

Sat 31/10

20:15-18:50

2 stops17h 35m

£555

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Fri 4/9

12:20-19:26

1 stop13h 06m

Chicago O'Hare Intl

Sat 5/9

13:49-09:35

1 stop13h 46m

£557

LondonChicago

LTN - ORD

LTNORD

London Luton

Tue 14/7

21:30-20:05

3 stops28h 35m

Chicago O'Hare Intl

Sun 19/7

19:25-21:40

2 stops20h 15m

£582

LondonChicago

LTN - ORD

LTNORD

London Luton

Sun 20/9

11:00-16:10

3 stops35h 10m

Chicago O'Hare Intl

Fri 25/9

19:15-00:30

2 stops23h 15m

£595
Fastest return journey

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sat 7/11

11:00-13:50

Nonstop8h 50m

Chicago O'Hare Intl

Wed 18/11

16:06-09:40

1 stop11h 34m

£600

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Fri 4/9

21:05-16:10

2 stops25h 05m

Chicago O'Hare Intl

Sat 12/9

11:30-09:20

2 stops15h 50m

£617

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Thu 17/12

06:35-18:25

1 stop17h 50m

Chicago O'Hare Intl

Tue 5/1

21:30-20:35

1 stop17h 05m

£625

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 5/10

08:40-18:19

2 stops15h 39m

Chicago Midway

Wed 21/10

13:05-07:15

1 stop12h 10m

£628

Flights are sorted by cheapest return flights first.

Deals found on 25/6

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 13 hours 10 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 Saturday, which is when the least amount of flights are scheduled (46 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 £417
Aer Lingus
Aer Lingus
From £347
Icelandair
Icelandair
From £207
Lufthansa
Lufthansa
From £419

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 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 27 June 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
9,897 reviews
Check prices

Food

6.6

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

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
9,897 reviews
United Airlines
7.4
Good
9,897 reviews
Check prices

Food

6.6

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

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
1,628 reviews
United Airlines
7.4
Good
9,897 reviews
Check prices

Food

6.6

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

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
690 reviews
United Airlines
7.4
Good
9,897 reviews
Check prices

Food

6.6

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

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
8,101 reviews
United Airlines
7.4
Good
9,897 reviews
Check prices

Food

6.6

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

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
8,072 reviews
United Airlines
7.4
Good
9,897 reviews
Check prices

Food

6.6

Boarding

7.7

Overall

7.4

Entertainment

7.1

Comfort

7.3

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 £35, while return flights cost around £123.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around £123, however they can be found for as little as £123.

  • 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).

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights to Chicago?

Deals for Chicago flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets to Chicago?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chicago.

Can Cheapflights find flights to Chicago with no change fees?

Need flexible booking options for your flight to Chicago ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights to Chicago become cheaper?

Yes, Cheapflights has a feature called Price Alerts, which notifies users when flight prices change. Track prices for your flight to Chicago today and book when you’re ready!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.