Find flights
When to book
FAQs

Cheap flights from London Gatwick Airport to Chicago Midway Airport from £371

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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
LGW — MDW
9 Sep — 16 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap 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 10 August 2026.

Mon 7/911:35 -
2 stops29h 25m
Mon 14/915:20 -
2 stops34h 35m
Deal found 7/8£520
Tue 8/909:40 -
2 stops34h 55m
Tue 22/911:45 -
2 stops14h 10m
Deal found 8/8£522
Mon 7/911:35 -
2 stops33h 00m
Mon 21/915:20 -
2 stops34h 35m
Deal found 6/8£525
Mon 21/911:35 -
2 stops29h 25m
Fri 25/911:45 -
2 stops16h 05m
Deal found 6/8£531
Tue 22/909:40 -
2 stops34h 55m
Tue 29/911:45 -
2 stops16h 05m
Deal found 7/8£533
Tue 8/909:40 -
2 stops34h 55m
Mon 14/915:20 -
2 stops34h 35m
Deal found 8/8£534
Thu 10/911:35 -
2 stops29h 25m
Sun 20/911:45 -
2 stops14h 10m
Deal found 9/8£535
Wed 16/911:35 -
2 stops29h 25m
Sun 20/911:45 -
2 stops14h 10m
Deal found 7/8£536
Fri 4/909:40 -
2 stops34h 55m
Tue 8/911:45 -
2 stops14h 10m
Deal found 8/8£537
Sun 6/911:35 -
2 stops29h 25m
Mon 14/915:20 -
2 stops34h 35m
Deal found 7/8£541

Find 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 10 August 2026.

Round-trip from

£520

One-way from

£371

Popular in

July

Cheapest in

February

Average price

£693
7/9-14/9
  • 7/9-14/9
  • 4 total stops
  • 64h 00m total
  • London to Chicago
Search Deals
10/9
  • 10/9
  • 3 total stops
  • 43h 00m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (£85 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 August 2026
Search Deals

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 10 August 2026.
Use the filters below to find and compare flights from London Gatwick Airport to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Mon 28/9

09:40-11:00

1 stop31h 20m

Chicago Midway

Fri 2/10

15:20-10:45

1 stop13h 25m

£680

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Fri 18/9

09:40-14:35

2 stops34h 55m

Chicago Midway

Fri 25/9

15:20-10:45

1 stop13h 25m

£696

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Fri 28/8

09:40-09:40

2 stops30h 00m

Chicago Midway

Tue 1/9

11:45-07:55

2 stops14h 10m

£708

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Thu 10/9

11:35-14:35

2 stops33h 00m

Chicago Midway

Sat 12/9

15:20-07:55

2 stops34h 35m

£714
Fastest return journey

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Thu 3/9

10:25-22:36

2 stops18h 11m

Chicago Midway

Wed 16/9

13:00-09:25

2 stops14h 25m

£743

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Sun 30/8

09:40-09:45

2 stops30h 05m

Chicago Midway

Tue 1/9

11:45-07:55

2 stops14h 10m

£788

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Wed 14/10

10:25-22:33

2 stops18h 08m

Chicago Midway

Wed 21/10

12:27-09:25

2 stops14h 58m

£796

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Wed 9/9

15:40-23:50

2 stops38h 10m

Chicago Midway

Tue 22/9

12:45-14:40

3 stops19h 55m

£1,046
Cheapest one-way

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Tue 22/9

10:45-14:35

3 stops33h 50m

£402

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Sun 13/9

19:00-11:00

3 stops46h 00m

£425

Flights are sorted by cheapest return flights first.

Deals found on 10/8

Showing 1-10 of 17 resultsSorted by cheapest first
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.

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

    There are many flights that can get you from London Gatwick Airport to Chicago Midway Airport in 18h 11m. Fly via Delta to get the fastest option. London Gatwick Airport and Chicago Midway Airport are separated by a distance of 3963 mi.

  • 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.

See more FAQs

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.