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$236+ 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 10/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — LGW
Nov 12 — Nov 191
Wed 11/12
Wed 11/19
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 October 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/10. 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 10/209:44 amMDW - LGW
2 stops18h 16mMultiple Airlines
Thu 12/42:00 pmLGW - MDW
1 stop29h 10mMultiple Airlines
Deal found 10/10$539
This Kiwi.com deal was found by Cheapflights users on 10/11. 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.
Tue 11/46:26 pmMDW - LGW
2 stops32h 59mMultiple Airlines
Fri 11/72:00 pmLGW - MDW
1 stop14h 20mMultiple Airlines
Deal found 10/11$552
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 10/205:28 pmMDW - LGW
1 stop34h 32mMultiple Airlines
Fri 10/312:00 pmLGW - MDW
1 stop25h 26mMultiple Airlines
Deal found 10/11$575
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 11/276:20 amMDW - LGW
2 stops27h 30mMultiple Airlines
Thu 12/42:00 pmLGW - MDW
1 stop29h 10mMultiple Airlines
Deal found 10/12$580
This Kiwi.com deal was found by Cheapflights users on 10/12. 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.
Tue 11/46:26 pmMDW - LGW
1 stop29h 34mMultiple Airlines
Tue 11/111:00 pmLGW - MDW
1 stop16h 55mMultiple Airlines
Deal found 10/12$594
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 10/1912:09 pmMDW - LGW
1 stop16h 01mMultiple Airlines
Fri 10/312:00 pmLGW - MDW
1 stop25h 26mMultiple Airlines
Deal found 10/11$601
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 10/205:28 pmMDW - LGW
1 stop34h 32mMultiple Airlines
Thu 10/302:00 pmLGW - MDW
1 stop23h 32mMultiple Airlines
Deal found 10/11$618
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 10/2310:49 amMDW - LGW
1 stop17h 11mMultiple Airlines
Sat 11/12:00 pmLGW - MDW
1 stop25h 12mMultiple Airlines
Deal found 10/11$619
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 10/1912:09 pmMDW - LGW
1 stop16h 01mMultiple Airlines
Thu 10/302:00 pmLGW - MDW
1 stop23h 32mMultiple Airlines
Deal found 10/11$644
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 10/2310:49 amMDW - LGW
1 stop17h 11mMultiple Airlines
Thu 10/302:00 pmLGW - MDW
1 stop23h 32mMultiple Airlines
Deal found 10/12$662

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 October 13, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$552
(Kiwi.com)

One-way from

$236
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$669
Provider with most accurate pricing for Chicago (CHI)-London (LON) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-London (LON) flights.
Search Deals
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 ($203 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 13, 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 11/27

6:20 am-3:50 pm

2 stops27h 30m

London Gatwick

Thu 12/4

2:00 pm-1:10 pm

1 stop29h 10m

$580

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Sun 10/19

12:09 pm-10:10 am

1 stop16h 01m

London Gatwick

Thu 10/30

2:00 pm-8:32 am

1 stop23h 32m

$644

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Sat 10/25

11:31 am-10:00 am

1 stop16h 29m

London Gatwick

Sat 11/1

2:00 pm-10:12 am

1 stop25h 12m

$687

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Thu 11/13

6:26 pm-8:40 pm

2 stops20h 14m

London Gatwick

Fri 11/21

2:00 pm-11:29 pm

1 stop15h 29m

$694

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Thu 12/25

10:42 am-10:00 am

1 stop17h 18m

London Gatwick

Thu 1/8

2:00 pm-9:13 am

1 stop25h 13m

$731

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Thu 12/25

10:42 am-10:00 am

1 stop17h 18m

London Gatwick

Sun 1/11

2:10 pm-9:13 am

1 stop25h 03m

$736

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Thu 12/25

10:42 am-10:00 am

1 stop17h 18m

London Gatwick

Tue 1/13

5:20 pm-1:02 pm

2 stops49h 42m

$766

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Fri 10/24

12:03 pm-10:00 am

2 stops15h 57m

London Gatwick

Fri 10/31

2:00 pm-10:26 am

1 stop25h 26m

$802

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Sat 12/27

7:57 am-10:05 am

1 stop20h 08m

London Gatwick

Wed 1/7

7:25 pm-1:35 pm

2 stops48h 10m

$808

ChicagoLondon

MDW - LGW

MDWLGW

Chicago Midway

Sun 11/23

6:20 am-8:35 pm

2 stops32h 15m

London Gatwick

Fri 11/28

2:00 pm-11:29 pm

1 stop15h 29m

$831

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

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
Hayes
Ilford
Southend-on-Sea
Harrow
Canterbury
Croydon
Eastleigh
Dartford
Dover
Winchester
Orpington
Gatwick
Borehamwood
Aylesbury
Bedford
Chipping Norton
Wembley
Folkestone
Eastbourne

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