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Cheap flights from London Gatwick Airport to Chicago Midway Airport from £365

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 14/5. Fares are subject to change and may not be available on all flights or dates of travel.
LGW — MDW
1 May — 8 May1
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 1 April 2026.

Fri 24/414:00
LGW
-
MDW
2 stops29h 00m
Multiple Airlines
Sun 3/507:30
MDW
-
LGW
1 stop16h 50m
Multiple Airlines
Deal found 30/3£530
Sat 18/414:00
LGW
-
MDW
1 stop23h 59m
Multiple Airlines
Sat 25/409:14
MDW
-
LGW
1 stop18h 46m
Multiple Airlines
Deal found 29/3£539
Sun 26/414:00
LGW
-
MDW
2 stops38h 19m
Multiple Airlines
Sun 3/507:30
MDW
-
LGW
1 stop16h 50m
Multiple Airlines
Deal found 28/3£559
Wed 22/414:00
LGW
-
MDW
1 stop23h 26m
Multiple Airlines
Sun 26/407:30
MDW
-
LGW
1 stop16h 50m
Multiple Airlines
Deal found 27/3£560
Sun 19/414:00
LGW
-
MDW
1 stop24h 04m
Multiple Airlines
Sat 25/409:14
MDW
-
LGW
1 stop18h 46m
Multiple Airlines
Deal found 30/3£564
Fri 24/414:00
LGW
-
MDW
1 stop32h 13m
Multiple Airlines
Mon 4/510:30
MDW
-
LGW
2 stops19h 50m
Multiple Airlines
Deal found 30/3£567
Wed 15/414:00
LGW
-
MDW
1 stop24h 04m
Multiple Airlines
Mon 20/409:14
MDW
-
LGW
1 stop18h 46m
Multiple Airlines
Deal found 27/3£572
Sun 26/414:00
LGW
-
MDW
1 stop24h 04m
Multiple Airlines
Thu 30/407:30
MDW
-
LGW
1 stop16h 50m
Multiple Airlines
Deal found 27/3£581
Wed 29/414:00
LGW
-
MDW
1 stop23h 21m
Multiple Airlines
Wed 6/506:00
MDW
-
LGW
2 stops22h 00m
Multiple Airlines
Deal found 29/3£595
Sat 18/414:00
LGW
-
MDW
1 stop23h 59m
Multiple Airlines
Mon 4/507:30
MDW
-
LGW
2 stops22h 15m
Multiple Airlines
Deal found 29/3£602

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 1 April 2026.

Round-trip from

£530

One-way from

£365

Popular in

July

Cheapest in

September

Average price

£525
24/4-3/5
  • 24/4-3/5
  • 3 total stops
  • 45h 50m total
  • London to Chicago
Search Deals
14/5
  • 14/5
  • 3 total stops
  • 41h 13m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (£57 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (£9 potential savings vs. average return price).
Search Deals
Average for round-trip flights in April 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 1 April 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

Sat 18/4

14:00-07:59

1 stop23h 59m

Chicago Midway

Sat 25/4

09:14-10:00

1 stop18h 46m

£539

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 15/4

14:00-08:04

1 stop24h 04m

Chicago Midway

Mon 20/4

09:14-10:00

1 stop18h 46m

£572

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Tue 14/4

13:05-13:00

1 stop29h 55m

Chicago Midway

Sun 19/4

07:30-06:20

1 stop16h 50m

£604
Fastest return journey

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 29/4

10:25-22:28

2 stops18h 03m

Chicago Midway

Wed 6/5

17:21-16:00

2 stops16h 39m

£643

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 15/4

14:00-08:04

1 stop24h 04m

Chicago Midway

Tue 19/5

10:30-09:50

2 stops17h 20m

£693

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Fri 22/5

09:40-09:45

2 stops30h 05m

Chicago Midway

Fri 29/5

09:23-10:45

2 stops19h 22m

£699

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Sat 13/6

11:35-14:35

2 stops33h 00m

Chicago Midway

Tue 16/6

10:25-07:55

2 stops15h 30m

£725

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 4/5

12:40-09:45

1 stop27h 05m

Chicago Midway

Mon 18/5

10:30-12:40

2 stops20h 10m

£738

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Mon 18/5

08:40-09:45

2 stops31h 05m

Chicago Midway

Fri 22/5

15:20-10:45

1 stop13h 25m

£746
Cheapest one-way

LondonChicago

LGW - MDW

LGWMDW

London Gatwick

Wed 2/9

10:25-21:46

2 stops17h 21m

£416

Flights are sorted by cheapest return flights first.

Deals found on 31/3

Showing 1-10 of 16 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 03m. 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

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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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