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$259+ Cheap flights from Midway (MDW) to Gatwick (LGW)

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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LGW
Dec 7 — Dec 141
Sun 12/7
Sun 12/14
1 adult, Economy
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Find flight deals from Midway to Gatwick

Cheapest flights from Midway to Gatwick
Explore the most affordable flight options available from Midway to Gatwick. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 7, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:15 amMDW - LGW
2 stops21h 45mMultiple Airlines
Fri 12/52:00 pmLGW - MDW
1 stop14h 39mMultiple Airlines
Deal found 11/6$556
This Trip.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/27:44 amMDW - LGW
1 stop16h 16mMultiple Airlines
Tue 12/91:00 pmLGW - MDW
2 stops25h 46mMultiple Airlines
Deal found 11/5$579
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/15:47 pmMDW - LGW
2 stops54h 13mMultiple Airlines
Fri 12/52:00 pmLGW - MDW
1 stop14h 39mMultiple Airlines
Deal found 11/5$594
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:06 pmMDW - LGW
2 stops29h 54mMultiple Airlines
Fri 11/212:00 pmLGW - MDW
1 stop33h 07mMultiple Airlines
Deal found 11/5$604
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/166:26 pmMDW - LGW
1 stop29h 34mMultiple Airlines
Fri 11/212:00 pmLGW - MDW
1 stop33h 07mMultiple Airlines
Deal found 11/5$648
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/58:42 pmMDW - LGW
2 stops31h 23mMultiple Airlines
Fri 12/122:00 pmLGW - MDW
1 stop14h 39mMultiple Airlines
Deal found 11/5$651
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:42 pmMDW - LGW
2 stops27h 18mMultiple Airlines
Fri 12/122:00 pmLGW - MDW
1 stop14h 39mMultiple Airlines
Deal found 11/6$680
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:44 amMDW - LGW
1 stop16h 16mMultiple Airlines
Fri 12/122:00 pmLGW - MDW
1 stop14h 39mMultiple Airlines
Deal found 11/5$697
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:44 amMDW - LGW
2 stops21h 11mMultiple Airlines
Fri 12/122:00 pmLGW - MDW
1 stop14h 39mMultiple Airlines
Deal found 11/4$721

Cheap flight deals from Midway to Gatwick

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Gatwick (LGW). 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 November 7, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$556
(Kiwi.com)

One-way from

$259
(WAYA)

Popular in

June

Cheapest in

February

Average price

$692
Provider with most accurate pricing for Chicago (CHI)-London (LON) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-London (LON) flights.
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From Chicago Midway to London Gatwick
Search Deals
One-way flight from Chicago Midway to London Gatwick
Search Deals
Highest demand for flights based on searches. 21% potential increase in price ($201 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Gatwick 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 2,558,603 searches. Data last updated November 7, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to London Gatwick Airport that are best for you.

Fly from

Midway

Fly to

Gatwick

Route

Depart

Return

Price

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Thu 12/4

6:15 am-10:00 am

2 stops21h 45m

London Gatwick

Fri 12/5

2:00 pm-10:39 pm

1 stop14h 39m

$556

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Mon 11/17

6:06 pm-6:00 am

2 stops29h 54m

London Gatwick

Fri 11/21

2:00 pm-5:07 pm

1 stop33h 07m

$604

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Mon 12/8

8:42 pm-6:00 am

2 stops27h 18m

London Gatwick

Fri 12/12

2:00 pm-10:39 pm

1 stop14h 39m

$680

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Sun 11/16

6:26 pm-8:35 pm

2 stops20h 09m

London Gatwick

Fri 11/21

2:00 pm-5:07 pm

1 stop33h 07m

$707

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Sun 12/7

7:44 am-10:55 am

2 stops21h 11m

London Gatwick

Fri 12/12

2:00 pm-10:39 pm

1 stop14h 39m

$731

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Thu 11/27

6:20 am-10:55 am

2 stops22h 35m

London Gatwick

Fri 11/28

2:00 pm-11:29 pm

1 stop15h 29m

$915

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Mon 11/10

2:55 pm-10:55 am

2 stops14h 00m

London Gatwick

Fri 11/14

11:55 am-11:00 pm

2 stops17h 05m

$1,160

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Thu 12/25

3:45 pm-10:55 am

2 stops13h 10m

London Gatwick

Fri 1/16

11:55 am-9:25 pm

2 stops15h 30m

$1,189

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Wed 12/24

11:00 am-9:45 am

1 stop16h 45m

London Gatwick

Mon 1/5

2:05 pm-12:01 am

2 stops39h 56m

$1,193

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Sat 11/22

12:45 pm-9:45 am

1 stop15h 00m

London Gatwick

Sat 11/29

11:40 am-9:52 am

2 stops28h 12m

$1,294

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 21 results
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Best time to book a flight from Midway to Gatwick

Have a flexible travel schedule? Discover the best time to fly to Gatwick from Midway with our price prediction graph.
Estimated round-trip 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 Midway to Gatwick. 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 Midway to Gatwick that include hotel bookings?

    Yes. In addition to deals on Midway to Gatwick flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Gatwick?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Gatwick.

  • Can I find deals for business class flights from Midway to Gatwick?

    Yes. Cheapflights offers flight deals from Midway to Gatwick by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

Traveling to a place near London Gatwick Airport?

Book flights to London Gatwick Airport if you plan to visit one of these locations
Hounslow
Ilford
Hayes
Southend-on-Sea
Harrow
Croydon
Eastleigh
Dartford
Dover
Winchester
Orpington
Gatwick
Borehamwood
Aylesbury
Bedford
Chipping Norton
Wembley
Folkestone
Eastbourne
Sutton

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