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Cheap flights from Darlington to Chicago Midway Airport from £854

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/6. Fares are subject to change and may not be available on all flights or dates of travel.
MME — MDW
8 Jun — 15 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Darlington to Midway

Enter your travel dates to find the best prices.

Cheapest flights from Darlington to Midway
Explore the most affordable flight options available from Darlington to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 9 May 2026.

Wed 3/606:00
MME
-
MDW
2 stops18h 33m
Virgin Atlantic
Mon 8/619:16
MDW
-
MME
2 stops20h 14m
Virgin Atlantic
Deal found 6/5£854
Wed 20/506:00
MME
-
MDW
2 stops16h 12m
Delta
Mon 1/613:22
MDW
-
MME
2 stops21h 48m
Delta
Deal found 6/5£903
Thu 21/506:00
MME
-
MDW
2 stops18h 33m
Delta
Mon 1/613:22
MDW
-
MME
2 stops21h 48m
Delta
Deal found 6/5£933
Thu 4/606:00
MME
-
MDW
2 stops21h 09m
KLM
Sat 20/616:25
MDW
-
MME
2 stops23h 05m
KLM
Deal found 7/5£935
Fri 19/606:00
MME
-
MDW
2 stops18h 31m
Virgin Atlantic
Fri 26/618:58
MDW
-
MME
2 stops16h 12m
Virgin Atlantic
Deal found 5/5£1,114
Mon 18/506:00
MME
-
MDW
2 stops17h 56m
Delta
Sun 31/519:13
MDW
-
MME
2 stops39h 57m
Delta
Deal found 6/5£1,141
Sun 17/506:00
MME
-
MDW
2 stops16h 12m
Delta
Mon 1/613:22
MDW
-
MME
2 stops21h 48m
Delta
Deal found 6/5£1,171
Sat 20/617:40
MME
-
MDW
2 stops28h 36m
Multiple Airlines
Sat 27/613:26
MDW
-
MME
2 stops21h 44m
Multiple Airlines
Deal found 7/5£1,195
Sun 17/506:00
MME
-
MDW
2 stops17h 56m
Delta
Sat 30/519:13
MDW
-
MME
2 stops15h 57m
Delta
Deal found 6/5£1,201
Thu 18/606:00
MME
-
MDW
2 stops18h 31m
Delta
Thu 25/617:11
MDW
-
MME
2 stops17h 59m
Delta
Deal found 4/5£1,264
Mon 8/617:40
MME
-
MDW
2 stops30h 51m
Virgin Atlantic
Fri 12/619:16
MDW
-
MME
2 stops15h 54m
Virgin Atlantic
Deal found 9/5£1,308
Sat 20/606:00
MME
-
MDW
2 stops18h 11m
Delta
Sat 27/618:55
MDW
-
MME
2 stops16h 15m
Delta
Deal found 6/5£1,941

Find flight deals from Darlington to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Darlington (MME) 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 9 May 2026.

Round-trip from

£854
Virgin Atlantic
  • Virgin Atlantic
  • 3/6-8/6
  • 4 total stops
  • 38h 47m total
  • Darlington to Chicago
Search Deals

Cheapflights Fare Finder

 
Customise your flight search to find flights from Darlington 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 9 May 2026.
Use the filters below to find and compare flights from Darlington to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

DarlingtonChicago

MME - MDW

MMEMDW

Darlington Teesside Intl

Wed 20/5

06:00-16:12

2 stops16h 12m

Chicago Midway

Sun 31/5

18:36-17:10

2 stops40h 34m

£903

DarlingtonChicago

MME - MDW

MMEMDW

Darlington Teesside Intl

Fri 22/5

06:00-18:33

2 stops18h 33m

Chicago Midway

Mon 1/6

13:22-17:10

2 stops21h 48m

£933

DarlingtonChicago

MME - MDW

MMEMDW

Darlington Teesside Intl

Fri 22/5

06:00-18:33

2 stops18h 33m

Chicago Midway

Sun 31/5

18:36-17:10

2 stops40h 34m

£933

DarlingtonChicago

MME - MDW

MMEMDW

Darlington Teesside Intl

Thu 21/5

06:00-21:09

2 stops21h 09m

Chicago Midway

Sun 31/5

18:36-17:10

2 stops40h 34m

£933

DarlingtonChicago

MME - MDW

MMEMDW

Darlington Teesside Intl

Thu 4/6

06:00-21:09

2 stops21h 09m

Chicago Midway

Sat 20/6

16:25-21:30

2 stops23h 05m

£935

DarlingtonChicago

MME - MDW

MMEMDW

Darlington Teesside Intl

Fri 19/6

06:00-18:31

2 stops18h 31m

Chicago Midway

Fri 26/6

18:58-17:10

2 stops16h 12m

£1,114
Fastest return journey

DarlingtonChicago

MME - MDW

MMEMDW

Darlington Teesside Intl

Tue 19/5

06:00-16:12

2 stops16h 12m

Chicago Midway

Sat 30/5

19:13-17:10

2 stops15h 57m

£1,171

DarlingtonChicago

MME - MDW

MMEMDW

Darlington Teesside Intl

Sat 20/6

17:40-16:16

2 stops28h 36m

Chicago Midway

Sat 27/6

13:26-17:10

2 stops21h 44m

£1,195

DarlingtonChicago

MME - MDW

MMEMDW

Darlington Teesside Intl

Thu 18/6

06:00-18:31

2 stops18h 31m

Chicago Midway

Thu 25/6

17:11-17:10

2 stops17h 59m

£1,264

DarlingtonChicago

MME - MDW

MMEMDW

Darlington Teesside Intl

Mon 8/6

17:40-18:31

2 stops30h 51m

Chicago Midway

Fri 12/6

19:16-17:10

2 stops15h 54m

£1,308

Flights are sorted by cheapest return flights first.

Deals found on 5/5

Showing 1-10 of 11 resultsSorted by cheapest first
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Best time to book a flight from Darlington to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Darlington 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 Darlington to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Darlington to Chicago Midway?

    Darlington Teesside Intl (MME), located 4.8 mi from the city center, is the airport you fly out of when you book flights from Darlington to Chicago Midway. 0 airlines have flights from Teesside Intl to Chicago Midway on a regular basis. Booking flights from Darlington Teesside Intl to Chicago Midway should not be difficult; the airport handles an average of 0 outbound flights to Chicago Midway per day.

  • How long is the flight from Darlington to Chicago Midway Airport?

    A quick flight from Darlington to Chicago Midway Airport can take about 16h 12m. Delta provides one of the quickest options available for as low as £903. Darlington and Chicago Midway Airport are separated by a distance of 3813 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Darlington to Midway that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Darlington 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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Cheapflights makes it easy to find Darlington to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Darlington to Midway?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Darlington to Midway for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Darlington to Midway with no change fees?

Yes, we can. To see specific flights from Darlington to Midway with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Darlington to Midway become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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