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Cheap flights from London Gatwick Airport to Chicago Midway Airport from £435

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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
LGW — MDW
27 Jul — 3 Aug1
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 27 June 2026.

Fri 17/709:40
LGW
-
MDW
2 stops30h 00m
Multiple Airlines
Wed 22/710:25
MDW
-
LGW
2 stops17h 25m
Multiple Airlines
Deal found 24/6£648
Thu 29/1010:00
LGW
-
MDW
2 stops17h 10m
Virgin Atlantic
Tue 3/1113:00
MDW
-
LGW
2 stops20h 45m
Virgin Atlantic
Deal found 22/6£674
Fri 3/709:40
LGW
-
MDW
2 stops30h 00m
Multiple Airlines
Sun 12/710:25
MDW
-
LGW
2 stops17h 25m
Multiple Airlines
Deal found 22/6£678
Fri 17/709:40
LGW
-
MDW
2 stops30h 00m
Multiple Airlines
Tue 21/710:25
MDW
-
LGW
2 stops17h 25m
Multiple Airlines
Deal found 24/6£685
Fri 17/709:40
LGW
-
MDW
2 stops30h 00m
Multiple Airlines
Sat 25/710:25
MDW
-
LGW
2 stops18h 55m
Multiple Airlines
Deal found 25/6£692
Tue 7/709:40
LGW
-
MDW
2 stops30h 00m
Multiple Airlines
Wed 15/710:25
MDW
-
LGW
2 stops17h 25m
Multiple Airlines
Deal found 26/6£697
Fri 3/709:40
LGW
-
MDW
2 stops30h 00m
Multiple Airlines
Mon 6/710:25
MDW
-
LGW
2 stops17h 25m
Multiple Airlines
Deal found 27/6£700
Tue 30/611:35
LGW
-
MDW
2 stops28h 05m
Multiple Airlines
Tue 7/710:25
MDW
-
LGW
2 stops15h 30m
Multiple Airlines
Deal found 25/6£703
Tue 28/709:40
LGW
-
MDW
2 stops34h 55m
Multiple Airlines
Fri 31/710:25
MDW
-
LGW
2 stops15h 30m
Multiple Airlines
Deal found 27/6£707
Sun 12/709:40
LGW
-
MDW
2 stops34h 55m
Multiple Airlines
Sat 18/710:25
MDW
-
LGW
2 stops18h 55m
Multiple Airlines
Deal found 23/6£708
Tue 7/709:40
LGW
-
MDW
2 stops30h 00m
Multiple Airlines
Sat 11/710:25
MDW
-
LGW
2 stops17h 25m
Multiple Airlines
Deal found 23/6£712
Thu 2/711:35
LGW
-
MDW
2 stops28h 05m
Air Transat
Tue 7/710:25
MDW
-
LGW
2 stops15h 30m
Air Transat
Deal found 26/6£721

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 27 June 2026.

Round-trip from

£630

One-way from

£435

Popular in

July

Cheapest in

February

Average price

£676
Air France
  • Air France
  • 9/9-8/10
  • 4 total stops
  • 33h 50m total
  • London to Chicago
Search Deals
10/7
  • 10/7
  • 2 total stops
  • 28h 55m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (£81 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£11 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 27 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

Fri 17/7

09:40-09:40

2 stops30h 00m

Chicago Midway

Sat 25/7

10:25-11:20

2 stops18h 55m

£692

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Sun 12/7

09:40-14:35

2 stops34h 55m

Chicago Midway

Sat 18/7

10:25-11:20

2 stops18h 55m

£708

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 31/7

09:40-09:40

2 stops30h 00m

Chicago Midway

Tue 4/8

10:25-09:50

2 stops17h 25m

£782

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Sun 12/7

09:40-14:35

2 stops34h 55m

Chicago Midway

Sun 26/7

15:20-10:45

1 stop13h 25m

£838

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Thu 13/8

11:35-09:45

2 stops28h 10m

Chicago Midway

Tue 25/8

10:25-09:50

2 stops17h 25m

£838
Fastest return journey

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 4/11

11:55-21:20

2 stops15h 25m

Chicago Midway

Sun 8/11

15:05-10:55

2 stops13h 50m

£860

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 8/7

06:25-09:40

2 stops33h 15m

Chicago Midway

Sun 12/7

15:20-10:45

1 stop13h 25m

£862

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 10/7

09:40-09:40

2 stops30h 00m

Chicago Midway

Mon 10/8

15:15-10:45

1 stop13h 30m

£870

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 10/8

11:35-09:45

2 stops28h 10m

Chicago Midway

Fri 14/8

10:25-09:50

2 stops17h 25m

£887

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Tue 25/8

10:35-22:36

2 stops18h 01m

Chicago Midway

Mon 31/8

09:24-09:40

2 stops18h 16m

£945

Flights are sorted by cheapest return flights first.

Deals found on 22/6

Showing 1-10 of 21 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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