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Cheap flights from London Gatwick Airport to Chicago from £344

LGW — CHI
29 Sep — 6 Oct1
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

Wed 7/1015:40 -
1 stop11h 45m
Wed 14/1022:25 -
1 stop10h 15m
Deal found 27/8£532
Mon 12/1009:45 -
1 stop15h 30m
Mon 19/1015:45 -
1 stop10h 10m
Deal found 27/8£533
Tue 22/915:40 -
1 stop32h 35m
Tue 29/919:25 -
1 stop13h 15m
Deal found 28/8£533
Mon 14/909:45 -
2 stops14h 30m
Mon 28/919:25 -
2 stops18h 05m
Deal found 26/8£534
Thu 22/1013:10 -
1 stop12h 05m
Sat 31/1016:55 -
1 stop10h 00m
Deal found 28/8£535
Fri 9/1009:40 -
2 stops33h 41m
Fri 16/1011:05 -
2 stops17h 40m
Deal found 25/8£536
Tue 13/1015:40 -
1 stop32h 35m
Tue 24/1118:30 -
1 stop10h 25m
Deal found 29/8£536
Fri 4/908:55 -
1 stop11h 05m
Mon 14/921:00 -
1 stop14h 55m
Deal found 27/8£537
Thu 10/908:40 -
1 stop11h 20m
Sun 13/915:45 -
1 stop11h 10m
Deal found 29/8£538
Wed 16/913:00 -
2 stops29h 40m
Sat 3/1015:50 -
1 stop36h 10m
Deal found 27/8£539
Sat 19/911:35 -
2 stops33h 00m
Mon 21/915:20 -
2 stops34h 35m
Deal found 25/8£556
Sun 4/1009:40 -
2 stops34h 55m
Thu 8/1015:20 -
2 stops34h 35m
Deal found 27/8£558

Find flight deals from Gatwick to Chicago

Round-trip from

£531

One-way from

£344

Popular in

August

Cheapest in

September

Average price

£1,685
SWISS
  • SWISS
  • 24/9-29/9
  • 2 total stops
  • 24h 15m total
  • London to Chicago
Search Deals
18/9
  • 18/9
  • 1 total stop
  • 13h 08m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 27% potential increase in price (£192 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 17% potential price decrease (£74 potential savings vs. average return price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

Cheapflights Fare Finder

 
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
Fastest return journey

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Thu 31/12

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Mon 4/1

18:30-10:55

1 stop10h 25m

£584

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Sat 5/12

10:00-16:15

1 stop12h 15m

Chicago O'Hare Intl

Tue 8/12

18:25-15:45

1 stop15h 20m

£598

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Sat 7/11

10:00-21:43

2 stops17h 43m

Chicago O'Hare Intl

Wed 18/11

14:44-15:45

2 stops19h 01m

£601

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Mon 11/1

10:00-16:15

1 stop12h 15m

Chicago O'Hare Intl

Sun 17/1

12:15-09:00

2 stops14h 45m

£605

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Sun 27/9

17:00-15:10

1 stop28h 10m

Chicago O'Hare Intl

Sun 4/10

10:30-09:25

2 stops16h 55m

£605

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Tue 22/12

11:55-17:20

1 stop11h 25m

Chicago O'Hare Intl

Sun 3/1

18:30-10:55

1 stop10h 25m

£640

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Thu 15/10

11:30-16:00

1 stop34h 30m

Chicago O'Hare Intl

Mon 23/11

16:05-07:30

1 stop33h 25m

£643

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Mon 12/10

17:00-18:00

2 stops55h 00m

Chicago Midway

Mon 19/10

13:27-16:00

2 stops20h 33m

£674

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Tue 17/11

16:35-15:30

1 stop28h 55m

Chicago O'Hare Intl

Tue 1/12

17:46-09:25

2 stops33h 39m

£676

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Sun 11/10

17:00-15:10

1 stop28h 10m

Chicago O'Hare Intl

Sun 18/10

17:10-09:25

1 stop10h 15m

£688

Flights are sorted by cheapest return flights first.

Deals found on 28/8

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

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, May is the cheapest month in which you can book a flight from London Gatwick Airport to Chicago (average of £470). Flying from London Gatwick Airport to Chicago in July is currently the most expensive (average of £866). 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?

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?

Lisbon (LIS) is the most affordable one-stop option, with an average return flight price of £404.

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

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?

Flights via Reykjavik (KEF) offer the fastest connection on this route, with an average stopover time of 1h 22m.

Reviews of airlines servicing Chicago

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
6.9
Okay
740 reviews
Check prices

Entertainment

6.9

Food

6.1

Crew

8.0

Boarding

7.2

Comfort

6.8

Overall

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
6.9
Okay
740 reviews
Icelandair
6.9
Okay
740 reviews
Check prices

Entertainment

6.9

Food

6.1

Crew

8.0

Boarding

7.2

Comfort

6.8

Overall

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

  • 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 £584. 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 £352. You may be able to fly from London Gatwick Airport to Chicago for 48% 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, May is the cheapest month in which you can book a flight from London Gatwick Airport to Chicago (average of £470). Flying from London Gatwick Airport to Chicago in July is currently the most expensive (average of £866). 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

Top airline flying from Gatwick to Chicago

AirlineCheapestAverageFlexibilityOn-time
IcelandairCheapest£352Average£508FlexibilityNo cancel feeOn-time76%
Search Icelandair flights

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