£405+ 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 24/11. Fares are subject to change and may not be available on all flights or dates of travel.
— CHI
3 Sep — 10 Sep1
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 29 August 2025.

Return from

£420

One-way from

£405

Popular in

July

Cheapest in

February

Average price

£622

Good round-trip deal

£495 or less

Good one-way deal

£553 or less
Icelandair
  • Icelandair
  • 13/10-20/10
  • 2 total stops
  • 45h 45m total
  • London to Chicago
24/11
  • 24/11
  • 1 total stop
  • 28h 25m total
  • London to Chicago
Highest demand for flights based on searches. 13% potential increase in price (£61 potential increase over avg. return price).
Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).
Average for return flights in August 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 29 August 2025.

Thu 25/908:45LCY - ORD
2 stops20h 30mMultiple Airlines
Sat 4/1017:55ORD - LCY
2 stops17h 20mMultiple Airlines
Deal found 28/8£420
Sat 6/907:25LHR - ORD
1 stop12h 40mUnited Airlines
Mon 15/913:12ORD - LHR
1 stop10h 43mUnited Airlines
Deal found 27/8£420
Wed 17/914:00LGW - ORD
1 stop32h 12mMultiple Airlines
Wed 1/1007:20ORD - LGW
2 stops20h 40mMultiple Airlines
Deal found 28/8£420
Wed 29/1009:25LCY - ORD
1 stop12h 55mSWISS
Wed 5/1118:50ORD - LCY
1 stop12h 00mSWISS
Deal found 28/8£420
Thu 11/907:40LHR - ORD
1 stop14h 05mAmerican Airlines
Mon 15/920:40ORD - LHR
Nonstop7h 50mAmerican Airlines
Deal found 28/8£420
Sun 14/914:00LGW - MDW
2 stops23h 11mMultiple Airlines
Mon 6/1008:15MDW - LGW
2 stops19h 45mMultiple Airlines
Deal found 27/8£421
Sat 30/810:00LGW - ORD
2 stops19h 33mMultiple Airlines
Sun 5/1020:49ORD - LGW
1 stop31h 11mMultiple Airlines
Deal found 26/8£421
Thu 4/907:40LHR - ORD
1 stop14h 05mAmerican Airlines
Mon 15/917:40ORD - LHR
Nonstop7h 40mAmerican Airlines
Deal found 27/8£421
Sat 6/908:50LGW - ORD
1 stop16h 10mMultiple Airlines
Mon 15/921:15ORD - LGW
1 stop15h 20mMultiple Airlines
Deal found 28/8£422
Sun 7/907:30LHR - ORD
1 stop13h 25mUnited Airlines
Sat 27/916:00ORD - LHR
Nonstop8h 20mUnited Airlines
Deal found 27/8£422
Sat 22/1106:30LHR - MDW
2 stops17h 48mVirgin Atlantic
Sat 6/1210:35MDW - LHR
1 stop15h 15mVirgin Atlantic
Deal found 27/8£422
Fri 5/910:00LGW - MDW
2 stops19h 20mMultiple Airlines
Mon 29/908:19MDW - LGW
1 stop19h 41mMultiple Airlines
Deal found 27/8£423

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 29 August 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

LCY - ORD

LCYORD

London City

Thu 25/9

08:45-23:15

2 stops20h 30m

Chicago O'Hare Intl

Sat 4/10

17:55-17:15

2 stops17h 20m

£420

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Mon 8/9

06:00-13:20

1 stop13h 20m

Chicago O'Hare Intl

Wed 24/9

21:50-11:45

Nonstop7h 55m

£420

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sat 13/9

07:25-14:05

1 stop12h 40m

Chicago O'Hare Intl

Thu 18/9

18:00-08:20

Nonstop8h 20m

£420

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Fri 7/11

06:35-14:10

1 stop13h 35m

Chicago O'Hare Intl

Fri 28/11

17:50-07:55

Nonstop8h 05m

£420

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Sat 6/9

07:25-14:05

1 stop12h 40m

Chicago O'Hare Intl

Mon 15/9

13:12-05:55

1 stop10h 43m

£420

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Wed 17/9

14:00-16:12

1 stop32h 12m

Chicago O'Hare Intl

Wed 1/10

07:20-10:00

2 stops20h 40m

£420

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Mon 8/9

10:00-23:20

2 stops19h 20m

Chicago O'Hare Intl

Thu 25/9

10:27-07:00

1 stop14h 33m

£420

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Tue 21/10

15:40-18:15

1 stop32h 35m

Chicago O'Hare Intl

Tue 28/10

19:30-10:55

1 stop10h 25m

£421

LondonChicago

LHR - ORD

LHRORD

London Heathrow

Mon 6/10

06:30-16:11

2 stops15h 41m

Chicago O'Hare Intl

Mon 13/10

20:38-13:10

1 stop10h 32m

£421

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Sun 14/9

14:00-07:11

2 stops23h 11m

Chicago Midway

Mon 6/10

08:15-10:00

2 stops19h 45m

£421

Flights are sorted by cheapest return flights first.

Deals found on 28/8

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 22 August 2025.

The best time to book flights to Chicago is 55 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 3 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 Wednesday (53 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (39 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 29 August 2025.
Read through reviews of airlines serving the United States, such as Finnair, Aer Lingus, andIcelandair. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.1

Comfort

7.5

Overall

7.6

Food

6.7

Entertainment

6.9

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

Crew

8.1

Comfort

7.5

Overall

7.6

Food

6.7

Entertainment

6.9

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

Crew

8.1

Comfort

7.5

Overall

7.6

Food

6.7

Entertainment

6.9

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

Crew

8.1

Comfort

7.5

Overall

7.6

Food

6.7

Entertainment

6.9

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

Crew

8.1

Comfort

7.5

Overall

7.6

Food

6.7

Entertainment

6.9

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

Crew

8.1

Comfort

7.5

Overall

7.6

Food

6.7

Entertainment

6.9

Boarding

7.6

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

FRA - DFW

I was lucky I had a seet without no one next to me My vegetarian meal was excellent. The service very good. Although there was a lot of turbulences during the flight, the landing was very soft and took away all our apprehension.

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 £29, while return flights cost around £38.

  • How much is a return flight to Chicago?

    A return flight to Chicago will typically cost around £349, however they can be found for as little as £51.

  • 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 25 minutes).

  • Which airport is closest to National Museum of Mexican Art?

    f being close to National Museum of Mexican Art is important to you, you’ll want to land at Chicago O'Hare Intl Airport.

  • 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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