Find flights
When to book

Cheap flights from London Gatwick Airport to Chicago Midway Airport from £399

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 23/10. Fares are subject to change and may not be available on all flights or dates of travel.
LGW — MDW
1 marras — 8 marras1
1 adult
1 adult, Economy

Cheap flight deals from Gatwick to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Gatwick (LGW) to Midway (MDW). 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 2 lokakuu 2025.

Round-trip from

£439

One-way from

£399

Popular in

July

Cheapest in

February

Average price

£526
30/10-9/12
  • 30/10-9/12
  • 2 total stops
  • 53h 36m total
  • London to Chicago
Search Deals
23/10
  • 23/10
  • 1 total stop
  • 16h 20m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (£62 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£10 potential savings vs. average return price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Find flight deals from Gatwick to Midway

Enter your travel dates to find the best prices.

Cheapest flights from Gatwick to Midway
Explore the most affordable flight options available from Gatwick to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 2 lokakuu 2025.

to 30/1014:00LGW - MDW
1 stop23h 32mMultiple Airlines
ti 9/1217:56MDW - LGW
1 stop30h 04mMultiple Airlines
Deal found 30/9£439
ti 28/1013:00LGW - MDW
1 stop15h 25mMultiple Airlines
to 6/1118:26MDW - LGW
1 stop29h 34mMultiple Airlines
Deal found 1/10£445
ti 28/1013:00LGW - MDW
1 stop15h 25mMultiple Airlines
ti 4/1118:26MDW - LGW
1 stop29h 34mMultiple Airlines
Deal found 30/9£468
pe 31/1014:00LGW - MDW
1 stop25h 26mMultiple Airlines
to 6/1118:26MDW - LGW
2 stops20h 14mMultiple Airlines
Deal found 1/10£472
ke 15/1014:00LGW - MDW
1 stop26h 46mMultiple Airlines
to 23/1010:49MDW - LGW
1 stop17h 11mMultiple Airlines
Deal found 30/9£493
ti 7/1019:10LGW - MDW
2 stops24h 28mMultiple Airlines
la 11/1008:35MDW - LGW
1 stop19h 25mMultiple Airlines
Deal found 30/9£503
ke 8/1014:00LGW - MDW
1 stop25h 47mMultiple Airlines
la 11/1008:35MDW - LGW
1 stop19h 25mMultiple Airlines
Deal found 30/9£513
ke 8/1013:05LGW - MDW
2 stops37h 16mMultiple Airlines
to 16/1017:56MDW - LGW
1 stop30h 24mMultiple Airlines
Deal found 30/9£526

Cheapflights Fare Finder

 
Customise your flight search to find flights from Gatwick to Midway 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 2 lokakuu 2025.
Use the filters below to find and compare flights from London Gatwick Airport to Chicago Midway Airport that are best for you.

Fly from

Gatwick

Fly to

Midway

Route

Depart

Return

Price

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

to 30/10

14:00-08:32

1 stop23h 32m

Chicago Midway

ti 9/12

17:56-06:00

1 stop30h 04m

£439

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

ti 28/10

13:00-23:25

1 stop15h 25m

Chicago Midway

to 6/11

18:26-06:00

1 stop29h 34m

£445

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

ti 28/10

13:00-23:25

1 stop15h 25m

Chicago Midway

ti 4/11

18:26-06:00

1 stop29h 34m

£468

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

pe 31/10

14:00-10:26

1 stop25h 26m

Chicago Midway

to 6/11

18:26-20:40

2 stops20h 14m

£472

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

ti 14/10

13:05-23:25

1 stop16h 20m

Chicago Midway

su 19/10

21:26-06:20

2 stops26h 54m

£535

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

ma 20/10

14:00-13:38

2 stops29h 38m

Chicago Midway

to 23/10

10:49-10:00

1 stop17h 11m

£549

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

ti 2/12

13:00-23:25

1 stop16h 25m

Chicago Midway

pe 12/12

14:15-10:00

1 stop13h 45m

£552

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

to 16/10

14:00-16:20

1 stop32h 20m

Chicago Midway

to 23/10

10:49-10:00

1 stop17h 11m

£562

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

ti 2/12

13:00-23:25

1 stop16h 25m

Chicago Midway

su 14/12

14:15-10:00

1 stop13h 45m

£584

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

to 23/10

13:05-23:25

1 stop16h 20m

£399

Flights are sorted by cheapest return flights first.

Deals found on 30/9

Showing 1-10 of 18 results
1
2

Best time to book a flight from Gatwick to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway 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.

Related info for your journey

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

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

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

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

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

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

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

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

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Midway from Gatwick today with Cheapflights!

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

Cheapflights simply makes it quick and affordable to book flights from Gatwick to Midway by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from Gatwick to Midway, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Gatwick to Midway become cheaper?

Of course! You can now track prices for flights from Gatwick to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.