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£395+ 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 21/5. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
19 May — 26 May1
1 adult

Flights to Chicago in 2025

Find the latest flights to Chicago in 2025, 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 14 May 2025.

Return from

£435

One-way from

£395

Popular in

August

Cheapest in

February

Average price

£521

Good round-trip deal

£544 or less

Good one-way deal

£551 or less
British Airways
  • British Airways
  • 27/6-4/7
  • Nonstop
  • 16h 35m total
  • London to Chicago
SWISS
  • SWISS
  • 21/5
  • 1 total stop
  • 13h 15m total
  • London to Chicago
Highest demand for flights based on searches. 12% potential increase in price (£59 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£11 potential savings vs. average return price).
Average for return flights in May 2025
Price to beat on a round-trip flight from London to Chicago.
Price to beat on a one-way flight from London to Chicago.

Find flight deals to Chicago

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 14 May 2025.

Fri 27/609:15LHR - ORD
Nonstop8h 40mBritish Airways
Fri 4/719:15ORD - LHR
Nonstop7h 55mBritish Airways
Deal found 13/5£435
Thu 22/506:30LHR - ORD
2 stops13h 58mDelta
Mon 26/519:25ORD - LHR
2 stops12h 25mDelta
Deal found 13/5£437
Fri 30/514:00LGW - ORD
1 stop15h 29mMultiple Airlines
Sat 21/613:43ORD - LGW
1 stop35h 12mMultiple Airlines
Deal found 13/5£437
Fri 30/512:15LHR - ORD
Nonstop8h 25mAmerican Airlines
Sun 1/612:08ORD - LHR
1 stop13h 32mAmerican Airlines
Deal found 13/5£437
Thu 22/511:45LHR - MDW
1 stop13h 00mDelta
Mon 26/519:25MDW - LHR
1 stop11h 45mDelta
Deal found 14/5£437
Wed 10/915:40LGW - ORD
1 stop11h 35mIcelandair
Wed 17/919:25ORD - LGW
1 stop13h 15mIcelandair
Deal found 13/5£438
Wed 17/908:40LCY - ORD
1 stop12h 00mKLM
Fri 3/1016:20ORD - LCY
1 stop9h 50mKLM
Deal found 13/5£439
Fri 27/614:10LHR - ORD
Nonstop9h 10mUnited Airlines
Fri 4/714:20ORD - LHR
1 stop10h 55mUnited Airlines
Deal found 13/5£439
Mon 16/606:45LCY - ORD
1 stop13h 15mBritish Airways
Mon 30/615:45ORD - LCY
1 stop10h 45mBritish Airways
Deal found 13/5£440
Sat 31/509:30LHR - ORD
2 stops16h 42mAir Canada
Sat 14/610:40ORD - LHR
1 stop13h 50mAir Canada
Deal found 13/5£441
Tue 7/1011:45LHR - MDW
1 stop12h 51mVirgin Atlantic
Mon 13/1013:00MDW - LHR
1 stop13h 55mVirgin Atlantic
Deal found 13/5£443
Thu 10/708:45LCY - ORD
2 stops20h 45mMultiple Airlines
Tue 22/718:25ORD - LCY
1 stop16h 00mMultiple Airlines
Deal found 13/5£444

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 14 May 2025.
Use the filters below to find and compare flights to Chicago that are best for you.

Fly from

London

Route

Depart

Return

Price

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Fri 27/6

09:15-11:55

Nonstop8h 40m

Chicago O'Hare Intl

Fri 4/7

19:15-09:10

Nonstop7h 55m

£435

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Fri 30/5

14:00-23:29

1 stop15h 29m

Chicago O'Hare Intl

Sat 21/6

13:43-06:55

1 stop35h 12m

£437

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Fri 30/5

12:15-14:40

Nonstop8h 25m

Chicago O'Hare Intl

Sun 1/6

12:08-07:40

1 stop13h 32m

£437

LondonChicago

LHR - MDW

LHRMDW

London Heathrow

Mon 9/6

13:05-21:45

1 stop14h 40m

Chicago Midway

Sat 21/6

19:21-13:10

1 stop11h 49m

£437

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Wed 10/9

15:40-21:15

1 stop11h 35m

Chicago O'Hare Intl

Wed 17/9

19:25-14:40

1 stop13h 15m

£438

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Mon 16/6

06:30-16:18

2 stops15h 48m

Chicago O'Hare Intl

Tue 24/6

13:31-06:25

1 stop10h 54m

£438

LondonChicago

LCY - ORD

LCYORD

London City

Wed 17/9

08:40-14:40

1 stop12h 00m

Chicago O'Hare Intl

Fri 3/10

16:20-08:10

1 stop9h 50m

£439

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Fri 27/6

14:10-17:20

Nonstop9h 10m

Chicago O'Hare Intl

Fri 4/7

14:20-07:15

1 stop10h 55m

£439

LondonChicago

LCY - ORD

LCYORD

London City

Mon 16/6

06:45-14:00

1 stop13h 15m

Chicago O'Hare Intl

Mon 30/6

15:45-08:30

1 stop10h 45m

£440

LondonChicago

LCY - ORD

LCYORD

London City

Wed 4/6

08:40-14:10

1 stop11h 30m

Chicago O'Hare Intl

Wed 25/6

16:20-08:10

1 stop9h 50m

£440

Flights are sorted by cheapest return flights first.

Deals found on 13/5

Showing 1-10 of 60 results
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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?

Use this chart to determine the optimal time to book a return flight from London to Chicago. Price data was last updated on 9 May 2025.

The best time to book flights to Chicago is 64 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 13 hours 9 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.

When is the cheapest time to fly to Chicago?

Use this chart to determine the cheapest time to fly return from London to Chicago. Price data was last updated on 16 December 2024.

Users looking for the lowest fares to Chicago should consider flying on Thursday afternoons, when prices are typically cheapest. Budget-minded travellers will want to avoid Saturday afternoons, when prices are usually at their highest.

Weekly flight availability to Chicago

The most flights from London to Chicago are scheduled on a Monday (53 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (45 on average).

What are the cheapest airlines that fly to Chicago?

The cheapest airlines flying from London to Chicago are Icelandair, Scandinavian Airlines and TAP AIR PORTUGAL.

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 14 May 2025.
To help decide which airline to fly to Chicago, see what other customers have to say about Delta, Alaska Airlines and KLM. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very Good

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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, Icelandair 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 £30, while return flights cost around £67.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around £657, however they can be found for as little as £89.

  • 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 25 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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