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£349+ Cheap flights to Chicago

— CHI
21 Oct — 28 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

Sat 31/1007:45 -
1 stop12h 25m
Thu 5/1115:55 -
1 stop10h 40m
Deal found 18/9£539
Wed 28/1006:00 -
1 stop14h 00m
Sun 8/1117:45 -
Nonstop8h 10m
Deal found 18/9£539
Thu 12/1117:20 -
2 stops28h 10m
Sat 14/1118:30 -
2 stops21h 45m
Deal found 18/9£540
Fri 30/1011:55 -
2 stops25h 51m
Wed 11/1119:28 -
3 stops33h 27m
Deal found 19/9£540
Thu 5/1106:50 -
1 stop13h 20m
Sun 8/1120:05 -
1 stop10h 35m
Deal found 20/9£540
Sat 31/1006:00 -
1 stop14h 00m
Wed 4/1117:45 -
Nonstop8h 10m
Deal found 17/9£540
Sat 7/1121:45 -
2 stops23h 45m
Sat 14/1118:30 -
3 stops17h 55m
Deal found 20/9£540
Sun 4/1009:40 -
2 stops34h 55m
Thu 8/1015:20 -
2 stops34h 35m
Deal found 18/9£540
Thu 3/1208:50 -
2 stops14h 30m
Tue 8/1218:30 -
2 stops16h 25m
Deal found 19/9£540
Wed 7/1006:50 -
1 stop11h 10m
Wed 21/1018:05 -
Nonstop8h 25m
Deal found 18/9£540
Tue 13/1017:50 -
2 stops30h 25m
Tue 20/1019:25 -
2 stops14h 55m
Deal found 18/9£541
Tue 6/1013:25 -
1 stop11h 50m
Tue 13/1021:00 -
1 stop10h 55m
Deal found 21/9£541

Find flight deals to Chicago

Return from

£536

One-way from

£349

Popular in

August

Cheapest in

February

Average price

£623

Good round-trip deal

£614 or less

Good one-way deal

£531 or less
Air Canada
  • Air Canada
  • 17/11-1/12
  • 4 total stops
  • 37h 46m total
  • London to Chicago
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19/11-31/12
  • 19/11-31/12
  • 3 total stops
  • 26h 15m total
  • London to Chicago
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Highest demand for flights based on searches. 12% potential increase in price (£87 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£14 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

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Thu 17/12

06:15-17:20

2 stops17h 05m

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 30/11

06:00-16:15

1 stop16h 15m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£355

LondonChicago

STN London Stansted - ORD Chicago O'Hare Intl

STNORD

London Stansted

Wed 30/9

08:20-12:40

2 stops34h 20m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£357

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Mon 16/11

17:10-16:15

1 stop29h 05m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£358

LondonChicago

SEN London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Mon 16/11

07:20-18:20

2 stops41h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£362

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Tue 27/10

18:40-17:15

1 stop27h 35m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£372

LondonChicago

STN London Stansted - ORD Chicago O'Hare Intl

STNORD

London Stansted

Thu 22/10

09:20-18:15

3 stops38h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£381

LondonChicago

SEN London Southend - ORD Chicago O'Hare Intl

SENORD

London Southend

Thu 5/11

19:10-17:20

3 stops28h 10m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£383

LondonChicago

STN London Stansted - ORD Chicago O'Hare Intl

STNORD

London Stansted

Mon 5/10

07:25-00:23

3 stops46h 58m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£383

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Mon 2/11

13:30-20:05

1 stop12h 35m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£393

Flights are sorted by cheapest return flights first.

Deals found on 16/9

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 13 hours 15 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 Tuesday, which is when the least amount of flights are scheduled (40 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 £418
Aer Lingus
Aer Lingus
From £350
Icelandair
Icelandair
From £204
Lufthansa
Lufthansa
From £446

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 62 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
10,226 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.7

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
10,226 reviews
United Airlines
7.4
Good
10,226 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.7

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
1,777 reviews
United Airlines
7.4
Good
10,226 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.7

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
747 reviews
United Airlines
7.4
Good
10,226 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.7

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
8,237 reviews
United Airlines
7.4
Good
10,226 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.7

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
8,225 reviews
United Airlines
7.4
Good
10,226 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.7

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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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!

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