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£383+ 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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
7 Jun — 14 Jun1
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 May 2026.

Thu 22/1014:50
LGW
-
ORD
1 stop31h 10m
TAP AIR PORTUGAL
Sun 1/1120:10
ORD
-
LGW
2 stops18h 25m
TAP AIR PORTUGAL
Deal found 7/5£504
Wed 16/913:05
LHR
-
ORD
1 stop11h 10m
Icelandair
Fri 9/1022:25
ORD
-
LHR
1 stop15h 55m
Icelandair
Deal found 7/5£505
Fri 2/1008:00
LHR
-
ORD
1 stop14h 00m
TAP AIR PORTUGAL
Sun 4/1018:00
ORD
-
LHR
1 stop12h 45m
TAP AIR PORTUGAL
Deal found 7/5£507
Tue 1/913:00
LGW
-
ORD
1 stop14h 25m
Icelandair
Tue 8/922:25
ORD
-
LGW
1 stop10h 15m
Icelandair
Deal found 6/5£507
Sat 12/908:00
LHR
-
ORD
Nonstop9h 10m
United Airlines
Sat 12/920:40
ORD
-
LHR
1 stop29h 55m
United Airlines
Deal found 8/5£508
Sat 6/611:15
STN
-
ORD
2 stops16h 10m
Multiple Airlines
Wed 17/619:25
ORD
-
STN
2 stops22h 45m
Multiple Airlines
Deal found 5/5£508
Tue 1/913:05
LHR
-
ORD
1 stop14h 20m
Icelandair
Tue 8/922:25
ORD
-
LHR
1 stop15h 55m
Icelandair
Deal found 5/5£509
Fri 9/1015:40
LGW
-
ORD
1 stop11h 45m
Icelandair
Tue 13/1019:25
ORD
-
LGW
1 stop13h 15m
Icelandair
Deal found 8/5£510
Wed 20/507:00
STN
-
ORD
2 stops20h 25m
Multiple Airlines
Tue 26/522:25
ORD
-
STN
2 stops19h 45m
Multiple Airlines
Deal found 7/5£510
Tue 22/913:05
LHR
-
ORD
1 stop11h 10m
Icelandair
Tue 29/919:25
ORD
-
LHR
1 stop18h 55m
Icelandair
Deal found 6/5£511
Wed 16/915:40
LGW
-
ORD
1 stop11h 45m
Icelandair
Wed 30/919:25
ORD
-
LGW
1 stop13h 15m
Icelandair
Deal found 6/5£513
Tue 22/915:40
LGW
-
ORD
1 stop32h 35m
Icelandair
Tue 29/919:25
ORD
-
LGW
1 stop13h 15m
Icelandair
Deal found 5/5£513

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 May 2026.

Return from

£504

One-way from

£382

Popular in

July

Cheapest in

February

Average price

£540

Good round-trip deal

£669 or less

Good one-way deal

£535 or less
TAP AIR PORTUGAL
  • TAP AIR PORTUGAL
  • 22/10-1/11
  • 3 total stops
  • 49h 35m total
  • London to Chicago
Search Deals
23/9
  • 23/9
  • 2 total stops
  • 24h 35m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (£68 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£12 potential savings vs. average return price).
Search Deals
Average for return flights in May 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 8 May 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

STN - ORD

STNORD

London Stansted

Tue 9/6

18:45-13:10

2 stops24h 25m

Chicago O'Hare Intl

Tue 30/6

15:00-17:55

2 stops20h 55m

£566

LondonChicago

SEN - ORD

SENORD

London Southend

Sun 31/5

07:25-12:55

2 stops35h 30m

Chicago O'Hare Intl

Sun 7/6

08:45-10:30

2 stops19h 45m

£573

LondonChicago

LTN - ORD

LTNORD

London Luton

Fri 12/6

06:20-14:00

1 stop13h 40m

Chicago O'Hare Intl

Mon 15/6

15:45-09:15

1 stop11h 30m

£588

LondonChicago

SEN - ORD

SENORD

London Southend

Thu 4/6

10:10-19:55

2 stops15h 45m

Chicago O'Hare Intl

Sun 7/6

08:45-10:30

2 stops19h 45m

£595

LondonChicago

LTN - ORD

LTNORD

London Luton

Wed 17/6

06:15-14:00

1 stop13h 45m

Chicago O'Hare Intl

Wed 24/6

15:45-09:00

1 stop11h 15m

£596
Fastest return journey

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Tue 22/9

11:10-13:50

Nonstop8h 40m

Chicago O'Hare Intl

Tue 29/9

22:35-12:15

Nonstop7h 40m

£617

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Wed 9/9

06:30-18:05

2 stops17h 35m

Chicago Midway

Wed 23/9

13:05-11:20

1 stop16h 15m

£625

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Tue 1/9

13:25-21:46

1 stop14h 21m

Chicago Midway

Tue 8/9

18:45-13:05

1 stop12h 20m

£636

LondonChicago

STN - ORD

STNORD

London Stansted

Mon 14/9

10:50-09:40

1 stop28h 50m

Chicago O'Hare Intl

Mon 28/9

20:10-09:55

1 stop31h 45m

£646

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Wed 14/10

15:40-21:25

1 stop11h 45m

Chicago O'Hare Intl

Fri 23/10

19:25-14:40

1 stop13h 15m

£647

Flights are sorted by cheapest return flights first.

Deals found on 6/5

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

The best time to book flights to Chicago is 34 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 12 hours 37 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 £389
Aer Lingus
Aer Lingus
From £337
Icelandair
Icelandair
From £283
Lufthansa
Lufthansa
From £382

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 May 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.
Austrian Airlines
7.6
Good
915 reviews
Check prices

Entertainment

6.8

Food

6.8

Crew

8.1

Boarding

7.6

Comfort

7.3

Overall

7.6

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.
Austrian Airlines
7.6
Good
915 reviews
Austrian Airlines
7.6
Good
915 reviews
Check prices

Entertainment

6.8

Food

6.8

Crew

8.1

Boarding

7.6

Comfort

7.3

Overall

7.6

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.
United Airlines
7.4
Good
9,694 reviews
Austrian Airlines
7.6
Good
915 reviews
Check prices

Entertainment

6.8

Food

6.8

Crew

8.1

Boarding

7.6

Comfort

7.3

Overall

7.6

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.
Icelandair
7.0
Good
653 reviews
Austrian Airlines
7.6
Good
915 reviews
Check prices

Entertainment

6.8

Food

6.8

Crew

8.1

Boarding

7.6

Comfort

7.3

Overall

7.6

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.
Lufthansa
6.8
Okay
7,980 reviews
Austrian Airlines
7.6
Good
915 reviews
Check prices

Entertainment

6.8

Food

6.8

Crew

8.1

Boarding

7.6

Comfort

7.3

Overall

7.6

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.
British Airways
6.7
Okay
7,952 reviews
Austrian Airlines
7.6
Good
915 reviews
Check prices

Entertainment

6.8

Food

6.8

Crew

8.1

Boarding

7.6

Comfort

7.3

Overall

7.6

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 £45, while return flights cost around £143.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around £270, however they can be found for as little as £163.

  • 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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