£367+ 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 22/4. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
8 May — 15 May1
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 8 April 2026.

Thu 25/613:00
LGW
-
ORD
1 stop11h 15m
Icelandair
Wed 8/719:25
ORD
-
LGW
1 stop10h 20m
Icelandair
Deal found 5/4£502
Tue 5/513:05
LHR
-
ORD
1 stop11h 10m
Icelandair
Tue 12/519:25
ORD
-
LHR
1 stop10h 30m
Icelandair
Deal found 5/4£502
Thu 16/406:30
STN
-
ORD
2 stops17h 45m
Multiple Airlines
Wed 29/419:25
ORD
-
STN
2 stops21h 55m
Multiple Airlines
Deal found 3/4£502
Sun 26/421:25
LHR
-
ORD
1 stop26h 50m
Icelandair
Sun 3/522:25
ORD
-
LHR
1 stop31h 30m
Icelandair
Deal found 4/4£503
Wed 6/515:40
LGW
-
ORD
1 stop32h 35m
Icelandair
Wed 13/522:25
ORD
-
LGW
1 stop10h 15m
Icelandair
Deal found 6/4£504
Tue 14/421:25
LHR
-
ORD
1 stop26h 50m
Icelandair
Sun 10/522:25
ORD
-
LHR
1 stop15h 55m
Icelandair
Deal found 4/4£504
Mon 4/515:40
LGW
-
ORD
1 stop32h 35m
Icelandair
Mon 18/519:25
ORD
-
LGW
1 stop13h 15m
Icelandair
Deal found 4/4£505
Thu 9/407:20
STN
-
ORD
2 stops16h 55m
Multiple Airlines
Tue 14/419:25
ORD
-
STN
2 stops22h 45m
Multiple Airlines
Deal found 4/4£505
Thu 16/409:45
LGW
-
ORD
2 stops14h 30m
Multiple Airlines
Wed 29/419:25
ORD
-
LGW
2 stops16h 25m
Multiple Airlines
Deal found 3/4£505
Mon 4/521:25
LHR
-
ORD
1 stop26h 50m
Icelandair
Mon 18/519:25
ORD
-
LHR
1 stop10h 30m
Icelandair
Deal found 5/4£505
Thu 16/407:25
LGW
-
ORD
2 stops16h 50m
Multiple Airlines
Sun 19/422:25
ORD
-
LGW
2 stops18h 15m
Multiple Airlines
Deal found 7/4£506
Sat 18/413:05
LHR
-
ORD
1 stop11h 10m
Icelandair
Wed 22/419:25
ORD
-
LHR
1 stop18h 55m
Icelandair
Deal found 7/4£506

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 8 April 2026.

Return from

£502

One-way from

£367

Popular in

July

Cheapest in

September

Average price

£536

Good round-trip deal

£626 or less

Good one-way deal

£505 or less
Icelandair
  • Icelandair
  • 25/6-8/7
  • 2 total stops
  • 21h 35m total
  • London to Chicago
22/4
  • 22/4
  • 2 total stops
  • 49h 20m total
  • London to Chicago
Highest demand for flights based on searches. 11% potential increase in price (£71 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£12 potential savings vs. average return price).
Average for return flights in April 2026
Price to beat on a round-trip flight from London to Chicago.
Price to beat on a one-way flight from London to Chicago.

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 8 April 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

Mon 20/4

05:40-09:40

2 stops34h 00m

Chicago O'Hare Intl

Fri 24/4

11:25-13:50

2 stops20h 25m

£555

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Thu 30/4

08:40-21:36

1 stop18h 56m

Chicago O'Hare Intl

Thu 7/5

08:34-09:30

1 stop18h 56m

£557

LondonChicago

LTN - ORD

LTNORD

London Luton

Sat 18/4

06:30-09:40

2 stops33h 10m

Chicago O'Hare Intl

Sat 25/4

11:25-14:45

2 stops21h 20m

£559

LondonChicago

LTN - ORD

LTNORD

London Luton

Sun 31/5

15:15-14:30

2 stops29h 15m

Chicago O'Hare Intl

Mon 28/9

15:45-13:45

2 stops16h 00m

£598

LondonChicago

LTN - ORD

LTNORD

London Luton

Wed 6/5

08:00-23:56

3 stops45h 56m

Chicago O'Hare Intl

Wed 13/5

09:55-15:45

2 stops23h 50m

£606

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Thu 17/9

18:40-12:35

1 stop23h 55m

Chicago O'Hare Intl

Tue 29/9

19:05-16:25

1 stop15h 20m

£620

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sun 20/9

20:05-15:55

1 stop25h 50m

Chicago O'Hare Intl

Sun 27/9

14:20-07:55

1 stop11h 35m

£623

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Wed 9/9

11:45-21:36

2 stops15h 51m

Chicago O'Hare Intl

Wed 23/9

13:30-06:45

1 stop11h 15m

£624

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Thu 10/9

06:50-12:00

1 stop11h 10m

Chicago O'Hare Intl

Thu 24/9

14:25-06:55

1 stop10h 30m

£624

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 9/9

06:30-18:31

2 stops18h 01m

Chicago Midway

Wed 23/9

13:00-10:40

2 stops15h 40m

£625

Flights are sorted by cheapest return flights first.

Deals found on 3/4

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

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 3 April 2026.

The best time to book flights to Chicago is 35 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 14 hours 39 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 (46 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (37 on average).

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).

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 8 April 2026.
Read through reviews of airlines serving the United States, such as Austrian Airlines,United Airlines, andIcelandair. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

7.6

Overall

7.6

Comfort

7.3

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.

Boarding

7.6

Overall

7.6

Comfort

7.3

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.

Boarding

7.6

Overall

7.6

Comfort

7.3

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.

Boarding

7.6

Overall

7.6

Comfort

7.3

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.

Boarding

7.6

Overall

7.6

Comfort

7.3

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.

Boarding

7.6

Overall

7.6

Comfort

7.3

Entertainment

6.8

Food

6.8

Crew

8.1

Reviews

1 / 20
10.0
Excellent

KENNETH,Mar 2026

VIE - EWR

Everything was great, took off on time, arrived on time, boarding was smooth, food and movies were great.

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 £63.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around £696, however they can be found for as little as £63.

  • 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

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