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£361+ Cheap flights to Chicago

— CHI
18 Nov — 25 Nov1
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

Thu 19/1120:55 -
3 stops26h 25m
Thu 26/1118:30 -
2 stops18h 05m
Deal found 19/10£514
Thu 10/1207:05 -
2 stops15h 40m
Sun 31/119:10 -
1 stop32h 10m
Deal found 19/10£518
Wed 4/1107:00 -
2 stops16h 20m
Tue 10/1118:30 -
2 stops16h 20m
Deal found 19/10£520
Wed 21/1016:25 -
1 stop26h 15m
Wed 28/1020:00 -
2 stops33h 00m
Deal found 19/10£521
Mon 16/1110:20 -
1 stop12h 25m
Mon 30/1119:10 -
2 stops15h 15m
Deal found 19/10£522
Thu 17/1208:50 -
1 stop15h 30m
Sun 27/1215:55 -
1 stop10h 30m
Deal found 16/10£523
Sun 20/1206:40 -
1 stop16h 05m
Wed 30/1219:10 -
1 stop14h 50m
Deal found 16/10£523
Mon 23/1122:35 -
2 stops24h 45m
Fri 27/1118:30 -
2 stops23h 00m
Deal found 18/10£523
Wed 4/1107:00 -
2 stops16h 20m
Wed 18/1120:05 -
1 stop17h 45m
Deal found 16/10£524
Wed 18/1110:20 -
1 stop12h 25m
Thu 26/1119:10 -
1 stop20h 30m
Deal found 16/10£524
Wed 23/1221:45 -
2 stops25h 35m
Wed 30/1218:30 -
2 stops20h 35m
Deal found 18/10£524
Wed 4/1109:35 -
2 stops59h 55m
Sun 8/1120:10 -
1 stop13h 35m
Deal found 17/10£524

Find flight deals to Chicago

Return from

£521

One-way from

£361

Popular in

August

Cheapest in

February

Average price

£651

Good round-trip deal

£586 or less

Good one-way deal

£575 or less
Scandinavian Airlines
  • Scandinavian Airlines
  • 13/4-27/4
  • 3 total stops
  • 41h 50m total
  • London to Chicago
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11/11-31/12
  • 11/11-31/12
  • 2 total stops
  • 16h 40m total
  • London to Chicago
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Highest demand for flights based on searches. 11% potential increase in price (£78 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 October 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 10/12

18:00-14:10

1 stop26h 10m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£378

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Sun 29/11

21:45-17:20

3 stops49h 35m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£379

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Fri 13/11

08:20-17:20

2 stops15h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£384

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Wed 25/11

09:50-19:47

1 stop15h 57m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£392

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Sat 9/1

07:50-19:15

1 stop17h 25m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£393

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Mon 21/12

06:10-17:20

2 stops17h 10m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£393

LondonChicago

LTN London Luton - ORD Chicago O'Hare Intl

LTNORD

London Luton

Thu 12/11

08:20-17:20

2 stops15h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£402

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Sat 7/11

19:55-15:30

1 stop25h 35m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£410

LondonChicago

LHR London Heathrow - ORD Chicago O'Hare Intl

LHRORD

London Heathrow

Fri 8/1

20:35-17:20

1 stop26h 45m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£419

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Mon 11/1

18:40-12:10

2 stops23h 30m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£420

Flights are sorted by cheapest return flights first.

Deals found on 16/10

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 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 Friday (50 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (49 on average).

What are the most popular airlines that fly to Chicago?

The most popular airlines flying from London to Chicago are British Airways, Icelandair and Lufthansa.

British Airways
British Airways
From £426
Aer Lingus
Aer Lingus
From £353
Icelandair
Icelandair
From £205
Lufthansa
Lufthansa
From £486

What are the cheapest airlines that fly to Chicago?

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

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 Austrian Airlines,Aer Lingus, andIcelandair. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Austrian Airlines
7.6
Good
980 reviews
Check prices

Food

6.8

Comfort

7.3

Crew

8.1

Entertainment

6.8

Boarding

7.6

Overall

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2026

VIE - EWR

Staff is courteous. Food is served with a nice touch, with the chef coming out to discuss the menu. But the quality and variety of food and snacks is below competing airlines. Onboard in Vienna was a bit chaotic. I am 6 ft 1 in tall and the flat beds are a bit tight. Other than that, the overall experience was fine.
Austrian Airlines
7.6
Good
980 reviews
Austrian Airlines
7.6
Good
980 reviews
Check prices

Food

6.8

Comfort

7.3

Crew

8.1

Entertainment

6.8

Boarding

7.6

Overall

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2026

VIE - EWR

Staff is courteous. Food is served with a nice touch, with the chef coming out to discuss the menu. But the quality and variety of food and snacks is below competing airlines. Onboard in Vienna was a bit chaotic. I am 6 ft 1 in tall and the flat beds are a bit tight. Other than that, the overall experience was fine.
Aer Lingus
7.3
Good
1,845 reviews
Austrian Airlines
7.6
Good
980 reviews
Check prices

Food

6.8

Comfort

7.3

Crew

8.1

Entertainment

6.8

Boarding

7.6

Overall

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2026

VIE - EWR

Staff is courteous. Food is served with a nice touch, with the chef coming out to discuss the menu. But the quality and variety of food and snacks is below competing airlines. Onboard in Vienna was a bit chaotic. I am 6 ft 1 in tall and the flat beds are a bit tight. Other than that, the overall experience was fine.
Icelandair
6.9
Okay
761 reviews
Austrian Airlines
7.6
Good
980 reviews
Check prices

Food

6.8

Comfort

7.3

Crew

8.1

Entertainment

6.8

Boarding

7.6

Overall

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2026

VIE - EWR

Staff is courteous. Food is served with a nice touch, with the chef coming out to discuss the menu. But the quality and variety of food and snacks is below competing airlines. Onboard in Vienna was a bit chaotic. I am 6 ft 1 in tall and the flat beds are a bit tight. Other than that, the overall experience was fine.
Lufthansa
6.8
Okay
8,279 reviews
Austrian Airlines
7.6
Good
980 reviews
Check prices

Food

6.8

Comfort

7.3

Crew

8.1

Entertainment

6.8

Boarding

7.6

Overall

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2026

VIE - EWR

Staff is courteous. Food is served with a nice touch, with the chef coming out to discuss the menu. But the quality and variety of food and snacks is below competing airlines. Onboard in Vienna was a bit chaotic. I am 6 ft 1 in tall and the flat beds are a bit tight. Other than that, the overall experience was fine.
British Airways
6.7
Okay
8,265 reviews
Austrian Airlines
7.6
Good
980 reviews
Check prices

Food

6.8

Comfort

7.3

Crew

8.1

Entertainment

6.8

Boarding

7.6

Overall

7.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Jul 2026

VIE - EWR

Staff is courteous. Food is served with a nice touch, with the chef coming out to discuss the menu. But the quality and variety of food and snacks is below competing airlines. Onboard in Vienna was a bit chaotic. I am 6 ft 1 in tall and the flat beds are a bit tight. Other than that, the overall experience was fine.

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, Austrian Airlines 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 £68, while return flights cost around £87.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around £87, however they can be found for as little as £87.

  • Where does the fastest flight to Chicago depart from?

    For those looking to save time traveling to Chicago, London offers the quickest one-way flight (8 hours 40 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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