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Cheap flights from Chicago Midway Airport to Wales from £269

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 17/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CWL
5 Dec — 12 Dec1
1 adult
1 adult, Economy, 0 bags

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 5 November 2025.

Round-trip from

£471

One-way from

£269
Delta
  • Delta
  • 2/12-9/12
  • 3 total stops
  • 31h 13m total
  • Chicago to Wales
Search Deals
17/1
  • 17/1
  • 3 total stops
  • 44h 03m total
  • Chicago to Wales
Search Deals

Find flight deals from Midway to Wales

Enter your travel dates to find the best prices.

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 5 November 2025.

Wed 31/1218:08MDW - MAN
2 stops15h 57mDelta
Wed 21/113:30MAN - MDW
1 stop14h 56mDelta
Deal found 4/11£471
Wed 26/1117:34MDW - MAN
1 stop10h 56mDelta
Fri 5/1213:25MAN - MDW
1 stop16h 22mDelta
Deal found 4/11£473
Tue 18/1113:15MDW - MAN
2 stops14h 55mDelta
Fri 28/1113:25MAN - MDW
1 stop16h 15mDelta
Deal found 3/11£477
Tue 25/1113:15MDW - MAN
2 stops17h 30mDelta
Fri 5/1213:25MAN - MDW
1 stop16h 22mDelta
Deal found 4/11£480
Tue 18/1117:34MDW - MAN
1 stop10h 56mVirgin Atlantic
Sun 23/1109:05MAN - MDW
1 stop13h 33mVirgin Atlantic
Deal found 4/11£504
Wed 31/1209:50MDW - MAN
1 stop18h 40mVirgin Atlantic
Wed 21/113:30MAN - MDW
1 stop14h 56mVirgin Atlantic
Deal found 4/11£506
Wed 31/1218:08MDW - MAN
2 stops15h 57mMultiple Airlines
Mon 19/109:00MAN - MDW
1 stop19h 26mMultiple Airlines
Deal found 4/11£509
Wed 26/1117:34MDW - MAN
1 stop10h 56mVirgin Atlantic
Sat 6/1213:30MAN - MDW
1 stop16h 17mVirgin Atlantic
Deal found 4/11£512
Wed 10/1210:49MDW - MAN
2 stops15h 31mDelta
Wed 14/113:30MAN - MDW
1 stop14h 39mDelta
Deal found 4/11£513
Tue 18/1113:15MDW - MAN
2 stops14h 55mDelta
Sun 23/1109:05MAN - MDW
1 stop13h 33mDelta
Deal found 4/11£515
Mon 17/1113:05MDW - CWL
2 stops14h 45mKLM
Thu 4/1210:20CWL - MDW
2 stops19h 27mKLM
Deal found 3/11£608
Thu 13/1113:15MDW - BRS
2 stops13h 10mKLM
Wed 19/1108:55BRS - MDW
2 stops15h 23mKLM
Deal found 4/11£643

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 5 November 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

Wed 26/11

17:34-10:30

1 stop10h 56m

Manchester

Fri 5/12

13:40-23:47

2 stops16h 07m

£480

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 25/11

13:15-12:45

2 stops17h 30m

Manchester

Fri 5/12

13:25-23:47

1 stop16h 22m

£480

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 8/2

13:28-08:20

2 stops12h 52m

Manchester

Thu 19/2

13:30-22:44

1 stop15h 14m

£481

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 26/11

12:47-10:30

1 stop15h 43m

Manchester

Sat 6/12

13:30-23:47

1 stop16h 17m

£512

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Thu 27/11

17:34-10:30

1 stop10h 56m

Manchester

Fri 5/12

13:25-23:47

1 stop16h 22m

£512

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 26/11

17:34-10:30

1 stop10h 56m

Manchester

Sat 6/12

13:30-23:47

1 stop16h 17m

£512

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 1/12

13:15-10:10

2 stops14h 55m

Manchester

Mon 8/12

05:50-18:00

2 stops18h 10m

£517

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 30/11

13:15-12:45

2 stops17h 30m

Manchester

Sun 7/12

09:05-16:18

1 stop13h 13m

£519

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 25/11

13:15-10:10

2 stops14h 55m

Manchester

Sun 7/12

09:05-16:18

1 stop13h 13m

£519

ChicagoCardiff

MDW - CWL

MDWCWL

Chicago Midway

Mon 17/11

13:05-09:50

2 stops14h 45m

Cardiff Wales

Thu 4/12

10:20-23:47

2 stops19h 27m

£608

Flights are sorted by cheapest return flights first.

Deals found on 4/11

Showing 1-10 of 23 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 10h 56m. Delta provides one of the quickest options available for as low as £480. 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.

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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How does Cheapflights help users find flights from Midway to Wales?

When you search for this flight from Midway to Wales, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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

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

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Of course! You can now track prices for flights from Midway to Wales and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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