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Cheap flights from London Gatwick Airport to Chicago from £378

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 15/9. Fares are subject to change and may not be available on all flights or dates of travel.
LGW — CHI
31 Aug — 7 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap 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 1 August 2026.

Wed 9/915:40
LGW
-
ORD
1 stop11h 45m
Icelandair
Sat 12/919:25
ORD
-
LGW
1 stop10h 20m
Icelandair
Deal found 30/7£486
Tue 1/913:00
LGW
-
ORD
1 stop11h 15m
Icelandair
Tue 8/922:25
ORD
-
LGW
1 stop31h 20m
Icelandair
Deal found 30/7£486
Thu 15/1014:00
LGW
-
ORD
1 stop15h 55m
Multiple Airlines
Mon 19/1006:05
ORD
-
LGW
1 stop21h 55m
Multiple Airlines
Deal found 1/8£487
Wed 2/915:40
LGW
-
ORD
1 stop11h 45m
Icelandair
Wed 9/922:25
ORD
-
LGW
1 stop10h 15m
Icelandair
Deal found 30/7£489
Fri 28/815:40
LGW
-
ORD
1 stop11h 45m
Icelandair
Fri 18/919:25
ORD
-
LGW
1 stop13h 15m
Icelandair
Deal found 29/7£493
Wed 26/815:40
LGW
-
ORD
1 stop11h 45m
Icelandair
Wed 9/919:25
ORD
-
LGW
1 stop13h 15m
Icelandair
Deal found 30/7£494
Wed 26/811:00
LGW
-
ORD
2 stops16h 25m
Multiple Airlines
Wed 2/922:25
ORD
-
LGW
3 stops27h 40m
Multiple Airlines
Deal found 28/7£495
Tue 1/915:40
LGW
-
ORD
1 stop32h 35m
Icelandair
Sat 31/1019:30
ORD
-
LGW
1 stop10h 25m
Icelandair
Deal found 31/7£495
Sun 13/909:40
LGW
-
MDW
2 stops34h 55m
Multiple Airlines
Sun 20/911:45
MDW
-
LGW
2 stops14h 10m
Multiple Airlines
Deal found 30/7£507
Mon 21/911:35
LGW
-
MDW
2 stops33h 00m
Multiple Airlines
Sun 27/911:45
MDW
-
LGW
2 stops14h 10m
Multiple Airlines
Deal found 31/7£509
Mon 7/911:35
LGW
-
MDW
2 stops33h 00m
Multiple Airlines
Mon 21/915:20
MDW
-
LGW
2 stops34h 35m
Multiple Airlines
Deal found 27/7£515
Mon 14/911:35
LGW
-
MDW
2 stops29h 25m
Multiple Airlines
Mon 21/915:20
MDW
-
LGW
2 stops34h 35m
Multiple Airlines
Deal found 31/7£522

Find 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 1 August 2026.

Round-trip from

£486

One-way from

£378

Popular in

June

Cheapest in

October

Average price

£420
Icelandair
  • Icelandair
  • 9/9-12/9
  • 2 total stops
  • 22h 05m total
  • London to Chicago
Search Deals
SWISS
  • SWISS
  • 15/9
  • 1 total stop
  • 12h 30m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (£56 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£12 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 2026
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 1 August 2026.
Use the filters below to find and compare flights from London Gatwick Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 7/9

11:35-14:35

2 stops33h 00m

Chicago Midway

Mon 21/9

15:20-07:55

2 stops34h 35m

£515

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 14/9

11:35-14:35

2 stops33h 00m

Chicago Midway

Thu 24/9

11:45-09:50

2 stops16h 05m

£529

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Wed 9/9

15:40-21:25

1 stop11h 45m

Chicago O'Hare Intl

Wed 23/9

19:25-14:40

1 stop13h 15m

£558

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Tue 29/9

15:40-18:15

1 stop32h 35m

Chicago O'Hare Intl

Mon 5/10

19:25-14:40

1 stop13h 15m

£561

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 26/8

11:35-09:45

2 stops28h 10m

Chicago Midway

Tue 8/9

11:45-07:55

2 stops14h 10m

£578

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Thu 3/9

14:00-23:08

1 stop15h 08m

Chicago O'Hare Intl

Sat 5/9

19:44-10:00

1 stop32h 16m

£589

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Mon 24/8

15:40-18:15

1 stop32h 35m

Chicago O'Hare Intl

Tue 1/9

22:25-14:40

1 stop10h 15m

£598

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Sat 22/8

09:40-19:52

1 stop16h 12m

Chicago O'Hare Intl

Sun 23/8

22:25-22:30

2 stops18h 05m

£649

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 17/9

10:25-22:45

2 stops18h 20m

Chicago Midway

Wed 30/9

10:48-09:25

2 stops16h 37m

£662

LondonChicago

LGW - ORD

LGWORD

London Gatwick

Thu 10/9

10:25-21:33

2 stops17h 08m

Chicago O'Hare Intl

Mon 14/9

13:29-09:40

2 stops14h 11m

£662

Flights are sorted by cheapest return flights first.

Deals found on 30/7

Showing 1-10 of 42 resultsSorted by cheapest first
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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, September is the cheapest month in which you can book a flight from London Gatwick Airport to Chicago (average of £374). Flying from London Gatwick Airport to Chicago in July is currently the most expensive (average of £869). 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’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 84% 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 £406.

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 Paris (CDG) have the shortest average one-way travel time for one-stop routes: 11h 10m.

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 Reykjavik (KEF) offer the fastest connection on this route, with an average stopover time of 1h 25m.

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 1 August 2026.
Get a feel of what it's like to fly with Icelandair 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
7.0
Good
716 reviews
Check prices

Food

6.1

Overall

7.0

Entertainment

6.9

Crew

8.0

Boarding

7.2

Comfort

6.9

Reviews

1 / 20
6.0
Good

Anonymous,Jul 2026

KEF - ORD

No food or snacks. You could buy them. You could also buy ear buds.
Icelandair
7.0
Good
716 reviews
Icelandair
7.0
Good
716 reviews
Check prices

Food

6.1

Overall

7.0

Entertainment

6.9

Crew

8.0

Boarding

7.2

Comfort

6.9

Reviews

1 / 20
6.0
Good

Anonymous,Jul 2026

KEF - ORD

No food or snacks. You could buy them. You could also buy ear buds.

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 45m. Icelandair provides one of the quickest options available for as low as £558. Airlines will cover a distance of 3960 mi. Both multi-stop and direct flights can be found to your destination and back.

  • 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 £347. You may be able to fly from London Gatwick Airport to Chicago for 38% 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, September is the cheapest month in which you can book a flight from London Gatwick Airport to Chicago (average of £374). Flying from London Gatwick Airport to Chicago in July is currently the most expensive (average of £869). 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

Browse thousands of different options on Cheapflights for your next trip

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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 1 August 2026.
AirlineCheapestAverageFlexibilityOn-time
IcelandairCheapest£347Average£486FlexibilityNo cancel feeOn-time76%
Search Icelandair flights

Fly with Cheapflights

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

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Gatwick to Chicago. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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.

Can Cheapflights find flights from Gatwick to Chicago with no change fees?

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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