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Cheap flights from London Gatwick Airport to Chicago Midway Airport from £368

LGW — MDW
29 Oct — 5 Nov1
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

Sat 14/1116:45 -
2 stops31h 02m
Mon 23/1108:07 -
2 stops25h 38m
Deal found 24/9£619
Wed 7/1015:40 -
3 stops32h 05m
Mon 19/1006:15 -
3 stops26h 25m
Deal found 26/9£705
Fri 2/1010:25 -
2 stops19h 19m
Tue 6/1006:25 -
2 stops27h 35m
Deal found 24/9£722
Fri 9/1009:40 -
2 stops34h 55m
Tue 13/1011:45 -
2 stops16h 05m
Deal found 24/9£736
Fri 2/1011:35 -
2 stops29h 25m
Thu 15/1011:45 -
2 stops16h 05m
Deal found 25/9£738
Sat 3/1010:25 -
3 stops31h 34m
Tue 6/1006:25 -
2 stops27h 35m
Deal found 26/9£746
Wed 7/1011:35 -
2 stops29h 25m
Sat 17/1011:45 -
2 stops16h 05m
Deal found 25/9£766
Thu 8/1010:25 -
2 stops19h 18m
Mon 12/1006:15 -
2 stops21h 25m
Deal found 25/9£781
Fri 2/1011:35 -
2 stops33h 00m
Fri 16/1011:45 -
2 stops14h 10m
Deal found 24/9£782
Fri 2/1009:40 -
2 stops34h 55m
Sat 10/1011:45 -
2 stops16h 05m
Deal found 26/9£808

Find flight deals from Gatwick to Midway

Round-trip from

£619

One-way from

£368

Popular in

August

Cheapest in

February

Average price

£627
14/11-23/11
  • 14/11-23/11
  • 4 total stops
  • 56h 40m total
  • London to Chicago
Search Deals
4/12-31/12
  • 4/12-31/12
  • 2 total stops
  • 28h 58m total
  • London to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (£65 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 September 2026
Search Deals

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from London Gatwick Airport to Chicago Midway Airport that are best for you.

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Route

Depart

Return

Price

Cheapest return flight

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Mon 9/11

16:10-23:47

3 stops37h 37m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£433

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Sat 14/11

16:10-23:47

3 stops37h 37m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£435

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Sat 21/11

09:05-07:02

3 stops27h 57m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£453

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Mon 19/10

09:45-11:00

3 stops31h 15m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£511
Fastest return journey

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Mon 4/1

11:55-23:55

2 stops18h 00m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£704

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Sun 1/11

11:55-00:05

2 stops18h 10m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£721

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Sat 16/1

10:00-22:10

2 stops18h 10m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£744

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Mon 5/10

09:40-22:44

2 stops19h 04m

Chicago Midway

Wed 31/12

00:00-07:00

Nonstop0h 00m

£744

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Sun 1/11

11:55-23:05

2 stops17h 10m

Chicago Midway

Sat 7/11

15:40-10:55

2 stops13h 15m

£921

LondonChicago

LGW London Gatwick - MDW Chicago Midway

LGWMDW

London Gatwick

Sun 1/11

11:55-23:05

2 stops17h 10m

Chicago Midway

Sat 14/11

15:40-10:55

2 stops13h 15m

£933

Flights are sorted by cheapest return flights first.

Deals found on 25/9

Showing 1-10 of 16 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

Related info for your journey

  • 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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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.

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