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Cheap flights from Chicago Midway Airport to Wales from £287

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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CWL
12 Oct — 19 Oct1
1 adult
1 adult, Economy

Cheap flight deals from Midway to Wales

Keep the following information in mind while searching for Midway to Wales flight deals. Data was last updated 12 September 2025.

Round-trip from

£426

One-way from

£287
Delta
  • Delta
  • 22/9-21/10
  • 2 total stops
  • 29h 31m total
  • Chicago to Wales
Search Deals
Virgin Atlantic
  • Virgin Atlantic
  • 12/11
  • 2 total stops
  • 15h 16m total
  • Chicago to Wales
Search Deals

Find flight deals from Midway to Wales

Cheapest flights from Midway to Wales
Explore the most affordable flight options available from Midway to Wales. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 12 September 2025.

Sun 21/906:00MDW - MAN
1 stop20h 35mDelta
Tue 21/1012:35MAN - MDW
1 stop15h 39mDelta
Deal found 11/9£426
Tue 25/1113:14MDW - MAN
2 stops14h 56mDelta
Wed 3/1213:30MAN - MDW
1 stop16h 02mDelta
Deal found 11/9£441
Sun 21/906:00MDW - MAN
1 stop20h 35mDelta
Wed 22/1005:55MAN - MDW
2 stops18h 30mDelta
Deal found 11/9£450
Wed 19/1113:14MDW - MAN
2 stops14h 56mDelta
Wed 10/1206:00MAN - MDW
2 stops18h 00mDelta
Deal found 11/9£464
Sun 23/1110:47MDW - MAN
1 stop13h 43mDelta
Mon 8/1205:50MAN - MDW
2 stops18h 28mDelta
Deal found 10/9£478
Sun 30/1106:00MDW - MAN
1 stop18h 30mDelta
Wed 7/113:30MAN - MDW
1 stop14h 16mDelta
Deal found 11/9£495
Sun 26/1009:35MDW - MAN
2 stops15h 55mDelta
Sun 2/1105:50MAN - MDW
2 stops18h 35mDelta
Deal found 11/9£511
Sun 21/906:00MDW - MAN
1 stop20h 35mDelta
Thu 23/1012:35MAN - MDW
1 stop15h 39mDelta
Deal found 11/9£518
Tue 7/1010:35MDW - BRS
2 stops16h 15mDelta
Wed 22/1006:15BRS - MDW
2 stops18h 10mDelta
Deal found 11/9£568
Wed 3/1209:34MDW - CWL
2 stops25h 21mDelta
Sun 7/1210:20CWL - MDW
2 stops37h 40mDelta
Deal found 9/9£600
Thu 30/1013:08MDW - BRS
2 stops14h 17mVirgin Atlantic
Wed 5/1108:55BRS - MDW
2 stops14h 48mVirgin Atlantic
Deal found 10/9£605
Thu 30/1013:08MDW - BRS
2 stops19h 02mDelta
Mon 3/1106:00BRS - MDW
2 stops17h 43mDelta
Deal found 10/9£642

Cheapflights Fare Finder

 
Customise your flight search to find flights from Midway to Wales 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 12 September 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Wales that are best for you.

Fly from

Midway

Fly to

Wales

Route

Depart

Return

Price

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 22/9

12:43-08:35

1 stop13h 52m

Manchester

Tue 21/10

12:35-22:14

1 stop15h 39m

£426

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 21/9

06:00-08:35

1 stop20h 35m

Manchester

Tue 21/10

12:35-22:14

1 stop15h 39m

£426

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 25/11

13:14-08:20

2 stops13h 06m

Manchester

Wed 3/12

13:30-23:32

1 stop16h 02m

£441

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 21/9

06:00-08:35

1 stop20h 35m

Manchester

Wed 22/10

05:55-18:25

2 stops18h 30m

£450

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 23/9

12:43-08:35

1 stop13h 52m

Manchester

Wed 22/10

05:55-18:25

2 stops18h 30m

£450

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 23/9

12:43-08:35

1 stop13h 52m

Manchester

Tue 21/10

05:55-18:25

2 stops18h 30m

£450

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 10/3

13:00-06:40

2 stops12h 40m

Manchester

Tue 24/3

09:05-18:34

2 stops14h 29m

£450

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 19/11

13:14-10:10

2 stops14h 56m

Manchester

Wed 10/12

06:00-18:00

2 stops18h 00m

£464

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 9/3

09:30-06:40

2 stops16h 10m

Manchester

Tue 24/3

13:30-12:01

1 stop27h 31m

£464

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 10/3

09:30-06:40

2 stops16h 10m

Manchester

Thu 26/3

13:30-09:23

1 stop24h 53m

£464

Flights are sorted by cheapest return flights first.

Deals found on 11/9

Showing 1-10 of 29 results
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Best time to book a flight from Midway to Wales

Have a flexible travel schedule? Discover the best time to fly to Wales from Midway 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Wales
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Midway to Wales. 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 Chicago Midway Airport to Wales?

    A quick flight from Chicago Midway Airport to Wales can take about 13h 52m. Delta provides one of the quickest options available for as low as £426. Chicago Midway Airport and Wales are separated by a distance of 3816 mi. Both multi-stop and direct flights can be found to your destination and back.

  • What are the most popular routes from Chicago Midway Airport to Wales?

    When deciding which route to take from Chicago Midway Airport to Wales consider Chicago Midway - Manchester, Chicago Midway - Bristol or Chicago Midway - Cardiff Wales as they are the most popular.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Chicago Midway Airport to Wales?

    Currently, July is the cheapest month in which you can book a flight from Chicago Midway Airport to Wales (average of £169). Flying from Chicago Midway Airport to Wales in December is currently the most expensive (average of £263). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Midway to Wales

See prices for flight routes from nearby airports that may be better suited for you.
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