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Cheap flights from London Gatwick Airport to Chicago Midway Airport from £441

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 22/6. Fares are subject to change and may not be available on all flights or dates of travel.
LGW — MDW
10 Jul — 17 Jul1
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 June 2026.

Thu 2/711:35
LGW
-
MDW
2 stops28h 05m
Multiple Airlines
Tue 7/710:25
MDW
-
LGW
2 stops15h 30m
Multiple Airlines
Deal found 9/6£575
Sun 5/709:40
LGW
-
MDW
2 stops30h 00m
Multiple Airlines
Sat 11/710:25
MDW
-
LGW
2 stops17h 25m
Multiple Airlines
Deal found 10/6£608
Thu 25/612:40
LGW
-
MDW
1 stop27h 00m
Multiple Airlines
Thu 9/706:05
MDW
-
LGW
2 stops21h 55m
Multiple Airlines
Deal found 10/6£610
Tue 30/609:40
LGW
-
MDW
2 stops34h 55m
Multiple Airlines
Mon 6/710:25
MDW
-
LGW
2 stops17h 25m
Multiple Airlines
Deal found 5/6£612
Mon 29/611:35
LGW
-
MDW
2 stops28h 05m
Multiple Airlines
Fri 3/710:25
MDW
-
LGW
2 stops15h 30m
Multiple Airlines
Deal found 9/6£618
Wed 1/711:35
LGW
-
MDW
2 stops28h 05m
Multiple Airlines
Fri 10/710:25
MDW
-
LGW
2 stops15h 30m
Multiple Airlines
Deal found 10/6£619
Fri 3/709:40
LGW
-
MDW
2 stops30h 00m
Multiple Airlines
Mon 6/710:25
MDW
-
LGW
2 stops17h 25m
Multiple Airlines
Deal found 6/6£629
Fri 3/709:40
LGW
-
MDW
2 stops30h 00m
Multiple Airlines
Fri 10/710:25
MDW
-
LGW
2 stops15h 30m
Multiple Airlines
Deal found 5/6£656
Thu 25/611:35
LGW
-
MDW
2 stops28h 05m
Multiple Airlines
Tue 14/710:25
MDW
-
LGW
2 stops15h 30m
Multiple Airlines
Deal found 7/6£662
Tue 23/609:40
LGW
-
MDW
2 stops30h 00m
Multiple Airlines
Fri 3/715:20
MDW
-
LGW
1 stop13h 25m
Multiple Airlines
Deal found 10/6£663
Thu 2/711:35
LGW
-
MDW
2 stops33h 00m
Multiple Airlines
Sun 5/710:25
MDW
-
LGW
2 stops17h 25m
Multiple Airlines
Deal found 7/6£666

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 June 2026.

Round-trip from

£575

One-way from

£441

Popular in

July

Cheapest in

February

Average price

£657
2/7-7/7
  • 2/7-7/7
  • 4 total stops
  • 43h 35m total
  • London to Chicago
Search Deals
22/6
  • 22/6
  • 2 total stops
  • 28h 05m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (£75 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 June 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 June 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 - MDW

LGWMDW

London Gatwick

Tue 30/6

09:40-14:35

2 stops34h 55m

Chicago Midway

Mon 6/7

10:25-09:50

2 stops17h 25m

£612

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 1/7

11:35-09:40

2 stops28h 05m

Chicago Midway

Fri 10/7

10:25-07:55

2 stops15h 30m

£619

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 3/7

09:40-09:40

2 stops30h 00m

Chicago Midway

Fri 10/7

10:25-07:55

2 stops15h 30m

£656

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 25/6

11:35-09:40

2 stops28h 05m

Chicago Midway

Tue 14/7

10:25-07:55

2 stops15h 30m

£662

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 24/6

11:35-14:35

2 stops33h 00m

Chicago Midway

Tue 30/6

10:25-07:55

2 stops15h 30m

£682

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 10/7

09:40-09:40

2 stops30h 00m

Chicago Midway

Mon 13/7

10:25-09:50

2 stops17h 25m

£693

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 29/6

09:40-09:40

1 stop30h 00m

Chicago Midway

Fri 3/7

10:25-07:55

2 stops15h 30m

£770
Fastest return journey

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 1/7

10:45-09:40

2 stops28h 55m

Chicago Midway

Wed 8/7

15:20-10:45

1 stop13h 25m

£770

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 2/7

10:45-09:40

2 stops28h 55m

Chicago Midway

Thu 9/7

10:25-07:55

1 stop15h 30m

£770

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Sat 11/7

12:40-09:40

1 stop27h 00m

Chicago Midway

Fri 24/7

06:05-10:00

2 stops21h 55m

£781

Flights are sorted by cheapest return flights first.

Deals found on 9/6

Showing 1-10 of 19 resultsSorted by cheapest first
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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.

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

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

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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.

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