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Cheap flights from London Gatwick Airport to Chicago from £407

LGW — CHI
29 Nov — 6 Dec1
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

Mon 23/1119:30 -
2 stops27h 50m
Mon 7/1218:30 -
2 stops21h 15m
Deal found 25/10£519
Thu 5/1116:00 -
1 stop29h 30m
Fri 4/1220:10 -
2 stops30h 10m
Deal found 27/10£520
Wed 25/1109:50 -
2 stops19h 28m
Wed 2/1219:00 -
1 stop14h 05m
Deal found 28/10£522
Mon 23/1121:35 -
2 stops47h 55m
Sun 29/1120:10 -
1 stop13h 35m
Deal found 27/10£523
Wed 11/1108:50 -
2 stops14h 30m
Mon 16/1118:30 -
2 stops12h 30m
Deal found 27/10£524
Tue 1/1210:40 -
1 stop34h 50m
Sun 6/1220:10 -
1 stop31h 40m
Deal found 30/10£525
Wed 4/1109:35 -
2 stops59h 55m
Wed 11/1119:00 -
1 stop14h 05m
Deal found 29/10£525
Sat 21/1116:35 -
1 stop28h 55m
Sun 29/1120:10 -
2 stops18h 25m
Deal found 25/10£527
Wed 11/1117:35 -
2 stops29h 45m
Sun 15/1118:30 -
2 stops21h 15m
Deal found 26/10£528
Wed 25/1109:50 -
1 stop20h 52m
Fri 27/1120:10 -
2 stops16h 50m
Deal found 27/10£532
Sun 22/1109:40 -
2 stops26h 34m
Mon 30/1118:30 -
2 stops15h 50m
Deal found 29/10£533
Wed 18/1109:50 -
2 stops19h 57m
Sat 21/1120:42 -
1 stop27h 08m
Deal found 29/10£598

Find flight deals from Gatwick to Chicago

Round-trip from

£519

One-way from

£407

Popular in

August

Cheapest in

September

Average price

£560
23/11-7/12
  • 23/11-7/12
  • 4 total stops
  • 49h 05m total
  • London to Chicago
Search Deals
20/11-31/12
  • 20/11-31/12
  • 2 total stops
  • 15h 10m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 25% potential increase in price (£178 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 17% potential price decrease (£78 potential savings vs. average return price).
Search Deals
Average for round-trip flights in October 2026
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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

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Wed 6/1

09:45-01:02

1 stop21h 17m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£420

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Sat 23/1

10:10-15:30

2 stops35h 20m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£423

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Tue 22/12

21:20-15:30

2 stops24h 10m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£446

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Thu 24/12

11:55-00:01

3 stops42h 06m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£495

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Wed 11/11

19:35-23:47

3 stops34h 12m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£510

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Tue 29/12

10:00-21:49

2 stops17h 49m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£512

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Thu 12/11

10:40-19:17

2 stops38h 37m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£548

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Fri 13/11

11:40-19:58

1 stop14h 18m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£561

LondonChicago

LGW London Gatwick - ORD Chicago O'Hare Intl

LGWORD

London Gatwick

Fri 6/11

21:35-15:30

2 stops47h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-07:00

Nonstop0h 00m

£567

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Wed 18/11

09:50-23:47

2 stops19h 57m

Chicago Midway

Sat 21/11

20:42-05:50

1 stop27h 08m

£598

Flights are sorted by cheapest return flights first.

Deals found on 27/10

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 £456). Flying from London Gatwick Airport to Chicago in August is currently the most expensive (average of £1,710). 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.

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

Airfare is below average for this route at the moment.
London Gatwick Airport to Chicago flights typically cost between £558 and £597 in November.
The cheapest return price found within the last 5 days was £519 on Multiple Airlines (23 Nov–7 Dec).

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

Reykjavik (KEF) – chosen by Cheapflights users on 82% 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 £410.

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 Zurich (ZRH) offer the fastest connection on this route, with an average stopover time of 1h 13m.

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
764 reviews
Check prices

Entertainment

6.9

Boarding

7.2

Food

6.1

Overall

6.9

Crew

8.0

Comfort

6.9

Reviews

1 / 20
10.0
Excellent

Victoria,Sept 2026

KEF - EWR

Icelandair was excellent. Kayak business not so much. As mentioned in our comment through pilot, there were hidden fees when we bought the tickets.
Icelandair
6.9
Okay
764 reviews
Icelandair
6.9
Okay
764 reviews
Check prices

Entertainment

6.9

Boarding

7.2

Food

6.1

Overall

6.9

Crew

8.0

Comfort

6.9

Reviews

1 / 20
10.0
Excellent

Victoria,Sept 2026

KEF - EWR

Icelandair was excellent. Kayak business not so much. As mentioned in our comment through pilot, there were hidden fees when we bought the tickets.

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 12h 15m. TAP AIR PORTUGAL provides one of the quickest options available for as low as £689. 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 £357. 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 £456). Flying from London Gatwick Airport to Chicago in August is currently the most expensive (average of £1,710). 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£357Average£513FlexibilityNo cancel feeOn-time76%
Search Icelandair flights

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