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Cheap flights from London Gatwick Airport to Chicago Midway Airport from £402

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 23/5. Fares are subject to change and may not be available on all flights or dates of travel.
LGW — MDW
12 Jun — 19 Jun1
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 13 May 2026.

Fri 29/509:40
LGW
-
MDW
2 stops30h 05m
Multiple Airlines
Sat 6/610:15
MDW
-
LGW
2 stops17h 35m
Multiple Airlines
Deal found 11/5£598
Wed 24/611:35
LGW
-
MDW
2 stops28h 05m
Multiple Airlines
Tue 7/710:25
MDW
-
LGW
2 stops15h 30m
Multiple Airlines
Deal found 12/5£605
Mon 8/609:45
LGW
-
MDW
2 stops29h 50m
Multiple Airlines
Mon 15/610:15
MDW
-
LGW
1 stop15h 40m
Multiple Airlines
Deal found 9/5£628
Mon 8/614:00
LGW
-
MDW
2 stops38h 11m
Multiple Airlines
Mon 22/615:20
MDW
-
LGW
1 stop13h 25m
Multiple Airlines
Deal found 8/5£639
Fri 12/608:55
LGW
-
MDW
2 stops30h 40m
Multiple Airlines
Mon 15/610:15
MDW
-
LGW
1 stop15h 40m
Multiple Airlines
Deal found 8/5£640
Mon 1/608:40
LGW
-
MDW
2 stops30h 55m
Multiple Airlines
Mon 15/610:15
MDW
-
LGW
1 stop15h 40m
Multiple Airlines
Deal found 8/5£641
Sun 7/609:40
LGW
-
MDW
2 stops34h 55m
Multiple Airlines
Thu 11/610:15
MDW
-
LGW
2 stops17h 35m
Multiple Airlines
Deal found 11/5£645
Tue 9/614:00
LGW
-
MDW
2 stops38h 11m
Multiple Airlines
Tue 16/610:15
MDW
-
LGW
1 stop18h 30m
Multiple Airlines
Deal found 12/5£650
Sun 21/613:05
LGW
-
MDW
2 stops26h 35m
Multiple Airlines
Sat 4/710:25
MDW
-
LGW
2 stops17h 25m
Multiple Airlines
Deal found 12/5£652

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 13 May 2026.

Round-trip from

£598

One-way from

£402

Popular in

July

Cheapest in

February

Average price

£571
29/5-6/6
  • 29/5-6/6
  • 4 total stops
  • 47h 40m total
  • London to Chicago
Search Deals
23/5
  • 23/5
  • 2 total stops
  • 38h 02m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (£49 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£8 potential savings vs. average return price).
Search Deals
Average for round-trip flights in May 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 13 May 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

Fri 3/7

09:40-09:40

2 stops30h 00m

Chicago Midway

Tue 7/7

10:25-09:50

2 stops17h 25m

£656

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 29/5

09:40-09:45

2 stops30h 05m

Chicago Midway

Sat 13/6

10:15-09:50

2 stops17h 35m

£662

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 26/6

11:35-09:40

2 stops28h 05m

Chicago Midway

Fri 3/7

10:25-07:55

2 stops15h 30m

£663

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 28/5

10:45-09:45

2 stops29h 00m

Chicago Midway

Sun 31/5

10:30-09:50

2 stops17h 20m

£681

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 4/6

14:00-14:48

2 stops30h 48m

Chicago Midway

Thu 11/6

15:20-10:45

1 stop13h 25m

£693

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Sat 27/6

11:35-14:35

2 stops33h 00m

Chicago Midway

Wed 8/7

10:25-09:50

2 stops17h 25m

£695

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 12/6

09:40-09:35

2 stops29h 55m

Chicago Midway

Fri 19/6

19:16-11:20

3 stops34h 04m

£695

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Sun 7/6

10:45-09:35

2 stops28h 50m

Chicago Midway

Thu 11/6

15:20-10:45

1 stop13h 25m

£733

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Sun 31/5

09:40-14:35

2 stops34h 55m

Chicago Midway

Sun 28/6

10:25-07:55

2 stops15h 30m

£759
Fastest return journey

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 14/10

10:25-21:45

2 stops17h 20m

Chicago Midway

Wed 21/10

09:55-09:25

2 stops17h 30m

£761

Flights are sorted by cheapest return flights first.

Deals found on 12/5

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?

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.

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