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Cheap flights from London Gatwick Airport to Chicago from £399

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/11. Fares are subject to change and may not be available on all flights or dates of travel.
LGW — CHI
23 Nov — 30 Nov1
1 adult
1 adult, Economy, 0 bags

Find flight deals from Gatwick to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Gatwick to Chicago
Explore the most affordable flight options available from Gatwick to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 24 October 2025.

Thu 6/1116:00LGW - ORD
1 stop29h 25mTAP AIR PORTUGAL
Wed 12/1119:10ORD - LGW
1 stop13h 55mTAP AIR PORTUGAL
Deal found 23/10£399
Thu 13/1116:00LGW - ORD
1 stop29h 25mTAP AIR PORTUGAL
Fri 28/1120:15ORD - LGW
1 stop13h 30mTAP AIR PORTUGAL
Deal found 23/10£400
Sat 22/1116:35LGW - ORD
1 stop28h 10mTAP AIR PORTUGAL
Wed 3/1219:10ORD - LGW
1 stop13h 55mTAP AIR PORTUGAL
Deal found 22/10£400
Fri 21/1114:00LGW - MDW
1 stop15h 29mMultiple Airlines
Mon 8/1206:15MDW - LGW
2 stops21h 45mMultiple Airlines
Deal found 23/10£401
Thu 6/1116:00LGW - ORD
1 stop29h 25mTAP AIR PORTUGAL
Sun 9/1120:25ORD - LGW
1 stop13h 20mTAP AIR PORTUGAL
Deal found 23/10£401
Fri 5/1214:00LGW - ORD
2 stops27h 14mMultiple Airlines
Fri 12/1212:09ORD - LGW
1 stop15h 51mMultiple Airlines
Deal found 22/10£403
Fri 7/1114:00LGW - ORD
1 stop15h 06mMultiple Airlines
Wed 12/1106:40ORD - LGW
1 stop17h 20mMultiple Airlines
Deal found 22/10£405
Thu 6/1116:00LGW - ORD
1 stop29h 25mTAP AIR PORTUGAL
Sun 16/1120:25ORD - LGW
1 stop31h 25mTAP AIR PORTUGAL
Deal found 23/10£406
Mon 24/1114:00LGW - ORD
1 stop15h 06mMultiple Airlines
Mon 8/1205:05ORD - LGW
2 stops22h 55mMultiple Airlines
Deal found 22/10£407
Fri 14/1114:00LGW - ORD
1 stop15h 06mMultiple Airlines
Mon 24/1110:59ORD - LGW
1 stop13h 01mMultiple Airlines
Deal found 23/10£408
Mon 17/1114:00LGW - ORD
1 stop15h 06mMultiple Airlines
Sat 6/1214:26ORD - LGW
1 stop13h 39mMultiple Airlines
Deal found 22/10£409
Thu 13/1114:00LGW - ORD
1 stop15h 06mMultiple Airlines
Tue 18/1106:48ORD - LGW
2 stops17h 12mMultiple Airlines
Deal found 23/10£411

Cheap flight deals from Gatwick to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Gatwick (LGW) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 24 October 2025.

Round-trip from

£399

Popular in

March

Cheapest in

January

Average price

£503
TAP AIR PORTUGAL
  • TAP AIR PORTUGAL
  • 6/11-12/11
  • 2 total stops
  • 43h 20m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (£57 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease (£29 potential savings vs. average return price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Gatwick to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 24 October 2025.
Use the filters below to find and compare flights from London Gatwick Airport to Chicago that are best for you.

Fly from

Gatwick

Fly to

Chicago

Route

Depart

Return

Price

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 10/11

14:00-23:55

2 stops39h 55m

Chicago Midway

Tue 13/1

07:44-06:00

1 stop16h 16m

£430

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 12/1

12:50-13:02

2 stops30h 12m

Chicago Midway

Sun 18/1

07:44-06:00

1 stop16h 16m

£443

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 14/11

14:00-22:10

1 stop14h 10m

Chicago Midway

Tue 25/11

06:20-09:50

2 stops21h 30m

£443

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Wed 19/11

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Tue 2/12

18:30-10:55

1 stop10h 25m

£447

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 21/11

14:00-23:29

1 stop15h 29m

Chicago Midway

Fri 12/12

06:15-10:00

2 stops21h 45m

£462

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Sat 8/11

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Mon 10/11

18:30-10:55

1 stop10h 25m

£471

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Mon 12/1

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Fri 23/1

18:30-10:55

1 stop10h 25m

£471

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Sat 8/11

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Thu 13/11

18:30-10:55

1 stop10h 25m

£471

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Thu 20/11

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Wed 3/12

18:30-10:55

1 stop10h 25m

£472

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Sat 28/2

16:35-14:45

1 stop28h 10m

Chicago O'Hare Intl

Fri 13/3

21:15-15:45

1 stop13h 30m

£475

Flights are sorted by cheapest return flights first.

Deals found on 22/10

Showing 1-10 of 47 results
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Best time to book a flight from Gatwick to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Gatwick 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 from London Gatwick Airport to Chicago

What is the cheapest month to book a flight from London Gatwick Airport to Chicago?

Currently, March is the cheapest month in which you can book a flight from London Gatwick Airport to Chicago (average of £303). Flying from London Gatwick Airport to Chicago in July is currently the most expensive (average of £516). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from LGW to CHI?

Find hourly flight availability from Gatwick to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 24 October 2025.

It’s typically best to fly out from London Gatwick Airport to Chicago at midday. Doing so could potentially save you 17% on the flight price compared to flying in the afternoon, which is usually more expensive.

How much does it cost for a return flight from London Gatwick Airport to Chicago?

What’s the top stopover airport for flights from London Gatwick Airport to Chicago?

Share of one-stop return flights from London Gatwick Airport to Chicago chosen by Cheapflights users in the past 12 months, using the same stopover each way.

Reykjavik (KEF) – chosen by Cheapflights users on 88% of one-stop itineraries from London Gatwick Airport to Chicago on Cheapflights.

What’s the cheapest stopover airport for flights from London Gatwick Airport to Chicago?

Average return fare for one-stop flights from London Gatwick Airport to Chicago, chosen by Cheapflights users in the past 12 months, with the same stopover each way.

Lisbon (LIS) is the most affordable one-stop option, with an average return flight price of £348.

What’s the fastest stopover option from London Gatwick Airport to Chicago?

Shortest average travel time for one-stop one-way flights from London Gatwick Airport to Chicago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by stopover airport.

Flights via Reykjavik (KEF) have the shortest average one-way travel time for one-stop routes: 12h 01m.

Which airport typically offers the quickest stopover for flights from London Gatwick Airport to Chicago?

Average stopover duration for one-stop one-way flights from London Gatwick Airport to Chicago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Madrid (MAD) offer the fastest connection on this route, with an average stopover time of 1h 39m.

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 24 October 2025.
Get a feel of what it's like to fly with Icelandair and British Airways from London Gatwick Airport to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Icelandair
7.1
Good
561 reviews
Check prices

Entertainment

7.0

Boarding

7.2

Crew

8.1

Food

6.2

Comfort

6.9

Overall

7.1

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2025

GVA - KEF

Terrible customer service when dealing with phone representatives. Baggage was lost.
Icelandair
7.1
Good
561 reviews
Icelandair
7.1
Good
561 reviews
Check prices

Entertainment

7.0

Boarding

7.2

Crew

8.1

Food

6.2

Comfort

6.9

Overall

7.1

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2025

GVA - KEF

Terrible customer service when dealing with phone representatives. Baggage was lost.
British Airways
6.7
Okay
7,469 reviews
Icelandair
7.1
Good
561 reviews
Check prices

Entertainment

7.0

Boarding

7.2

Crew

8.1

Food

6.2

Comfort

6.9

Overall

7.1

Reviews

1 / 20
6.0
Good

Anonymous,Aug 2025

GVA - KEF

Terrible customer service when dealing with phone representatives. Baggage was lost.

Related info for your journey

Find useful and relevant information for your journey from Gatwick to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from London Gatwick Airport to Chicago?

    A quick flight from London Gatwick Airport to Chicago can take about 11h 25m. Icelandair provides one of the quickest options available for as low as £447. Airlines will cover a distance of 3960 mi.

  • What is the cheapest airline to fly from London Gatwick Airport to Chicago round-trip?

    Flying on Icelandair is currently your cheapest option to Chicago, with prices starting at £314. You may be able to fly from London Gatwick Airport to Chicago for 44% less than the average price by searching for this airline.

  • Can I find deals for flights from Gatwick to Chicago that include hotel bookings?

    Yes. In addition to deals on Gatwick to Chicago flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Gatwick to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Gatwick to Chicago.

  • Can I find deals for business class flights from Gatwick to Chicago?

    Yes. Cheapflights offers flight deals from Gatwick to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from London Gatwick Airport to Chicago?

    Currently, March is the cheapest month in which you can book a flight from London Gatwick Airport to Chicago (average of £303). Flying from London Gatwick Airport to Chicago in July is currently the most expensive (average of £516). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Gatwick to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Gatwick to Chicago

Discover the top airline that operate flights from Gatwick to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 858,174 searches. Data last updated 24 October 2025.
AirlineCheapestAverageFlexibilityOn-time
IcelandairCheapest£314Average£517FlexibilityNo cancel feeOn-time76%
Search Icelandair flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Gatwick to Chicago?

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Why should you use Cheapflights to find cheap flight tickets from Gatwick to Chicago?

Millions of users choose and trust Cheapflights to book the best flight deals from Gatwick to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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Users can book flights with no change fees policies with our dedicated filters. Book flights from Gatwick to Chicago flexibly with Cheapflights today.

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