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£346+ Cheap flights to Chicago

— CHI
9 Oct — 16 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

Wed 16/915:40 -
1 stop11h 45m
Sun 15/1118:30 -
1 stop10h 25m
Deal found 6/9£524
Wed 28/1012:15 -
1 stop11h 05m
Sat 14/1118:30 -
1 stop10h 20m
Deal found 5/9£524
Tue 6/1013:10 -
1 stop12h 05m
Tue 13/1015:45 -
1 stop11h 30m
Deal found 6/9£524
Thu 24/909:25 -
1 stop12h 30m
Tue 29/914:40 -
1 stop11h 45m
Deal found 5/9£525
Thu 1/1006:00 -
1 stop12h 35m
Sun 11/1019:05 -
1 stop16h 45m
Deal found 4/9£525
Fri 25/906:20 -
1 stop13h 40m
Wed 30/915:45 -
1 stop17h 40m
Deal found 4/9£525
Thu 22/1008:40 -
1 stop16h 35m
Thu 29/1021:05 -
1 stop11h 25m
Deal found 7/9£526
Sat 31/1006:00 -
1 stop12h 40m
Wed 4/1116:10 -
1 stop19h 40m
Deal found 6/9£526
Thu 5/1121:30 -
1 stop23h 25m
Mon 16/1117:40 -
1 stop21h 10m
Deal found 4/9£526
Wed 14/1006:30 -
1 stop13h 30m
Wed 21/1015:45 -
1 stop12h 05m
Deal found 8/9£526
Thu 5/1116:00 -
1 stop29h 30m
Wed 11/1119:00 -
2 stops43h 35m
Deal found 7/9£527
Thu 17/913:05 -
1 stop11h 10m
Thu 12/1118:30 -
1 stop10h 20m
Deal found 6/9£527

Find flight deals to Chicago

Return from

£524

One-way from

£346

Popular in

August

Cheapest in

February

Average price

£588

Good round-trip deal

£605 or less

Good one-way deal

£517 or less
21/10-27/10
  • 21/10-27/10
  • 2 total stops
  • 28h 25m total
  • London to Chicago
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15/1-31/12
  • 15/1-31/12
  • 3 total stops
  • 28h 50m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (£85 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£15 potential savings vs. average return price).
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Average for return flights in September 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

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Sun 6/12

20:05-16:15

1 stop26h 10m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£349

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Sun 29/11

09:05-14:00

1 stop34h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£352

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Mon 7/12

09:00-16:15

1 stop13h 15m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£354

LondonChicago

SEN London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Tue 15/9

06:30-16:00

2 stops39h 30m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£369

LondonChicago

SEN London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Sun 22/11

15:55-18:20

2 stops32h 25m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£371

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Mon 1/3

20:35-17:20

1 stop26h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£372

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Thu 12/11

11:00-08:46

1 stop27h 46m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£372

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Fri 20/11

12:35-12:24

1 stop29h 49m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£373

LondonChicago

STN London Stansted - ORD Chicago O'Hare Intl

STNORD

London Stansted

Thu 24/9

08:05-16:00

3 stops37h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£382

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Sun 22/11

12:35-13:33

2 stops30h 58m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£383

Flights are sorted by cheapest return flights first.

Deals found on 6/9

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 12 hours 41 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 (49 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (21 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 £403
Aer Lingus
Aer Lingus
From £338
Icelandair
Icelandair
From £201
Lufthansa
Lufthansa
From £411

What are the cheapest airlines that fly to Chicago?

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

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
10,188 reviews
Check prices

Food

6.7

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

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
10,188 reviews
United Airlines
7.4
Good
10,188 reviews
Check prices

Food

6.7

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

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
1,753 reviews
United Airlines
7.4
Good
10,188 reviews
Check prices

Food

6.7

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

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
741 reviews
United Airlines
7.4
Good
10,188 reviews
Check prices

Food

6.7

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

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
10,188 reviews
Check prices

Food

6.7

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

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
8,212 reviews
United Airlines
7.4
Good
10,188 reviews
Check prices

Food

6.7

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

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 £40, while return flights cost around £86.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around £86, however they can be found for as little as £86.

  • 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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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.

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