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Cheap flights from Chicago Midway Airport to Wales from £314

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 30/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CWL
13 Dec — 20 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 13 November 2025.

Round-trip from

£481

One-way from

£314
Virgin Atlantic
  • Virgin Atlantic
  • 7/2-19/2
  • 2 total stops
  • 27h 14m total
  • Chicago to Wales
Search Deals
30/11
  • 30/11
  • 2 total stops
  • 18h 00m 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 13 November 2025.

Wed 10/1210:49MDW - MAN
2 stops15h 31mDelta
Wed 24/1213:30MAN - MDW
1 stop14h 52mDelta
Deal found 11/11£511
Mon 8/1217:29MDW - MAN
2 stops16h 36mDelta
Mon 15/1205:50MAN - MDW
2 stops18h 10mDelta
Deal found 10/11£514
Tue 2/1213:14MDW - MAN
2 stops13h 06mKLM
Sun 7/1209:05MAN - MDW
1 stop13h 13mKLM
Deal found 12/11£536
Sun 7/1206:00MDW - MAN
1 stop18h 30mDelta
Wed 17/1213:30MAN - MDW
1 stop16h 17mDelta
Deal found 12/11£538
Mon 1/1213:15MDW - MAN
2 stops13h 05mDelta
Thu 11/1213:30MAN - MDW
1 stop16h 17mDelta
Deal found 12/11£541
Wed 10/1217:29MDW - MAN
1 stop11h 01mVirgin Atlantic
Wed 24/1213:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Deal found 11/11£542
Mon 1/1213:15MDW - MAN
2 stops13h 05mDelta
Wed 17/1213:30MAN - MDW
1 stop16h 17mDelta
Deal found 12/11£545
Tue 18/1112:47MDW - MAN
1 stop15h 43mVirgin Atlantic
Sun 7/1209:05MAN - MDW
1 stop20h 42mVirgin Atlantic
Deal found 12/11£548
Fri 28/1117:34MDW - MAN
2 stops16h 31mDelta
Fri 5/1213:25MAN - MDW
1 stop16h 22mDelta
Deal found 10/11£551
Wed 26/1109:34MDW - MAN
2 stops18h 56mDelta
Sat 13/1213:30MAN - MDW
2 stops29h 04mDelta
Deal found 12/11£551
Wed 12/1113:05MDW - CWL
2 stops14h 45mKLM
Wed 19/1110:20CWL - MDW
2 stops19h 20mKLM
Deal found 11/11£605
Wed 3/1206:00MDW - CWL
2 stops28h 55mDelta
Sun 7/1210:20CWL - MDW
2 stops36h 14mDelta
Deal found 9/11£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 13 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

Sun 11/1

06:45-08:40

1 stop19h 55m

Manchester

Tue 20/1

13:30-17:32

1 stop34h 02m

£495

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 11/1

06:45-08:40

1 stop19h 55m

Manchester

Wed 21/1

05:50-17:32

2 stops17h 42m

£502

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sat 10/1

17:31-08:40

1 stop33h 09m

Manchester

Tue 20/1

09:05-22:26

2 stops19h 21m

£502

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 10/12

10:49-08:20

2 stops15h 31m

Manchester

Wed 24/12

13:30-22:22

1 stop14h 52m

£511

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sat 7/2

13:28-10:10

2 stops14h 42m

Manchester

Thu 19/2

05:50-17:45

2 stops17h 55m

£521

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 11/3

13:00-10:10

2 stops16h 10m

Manchester

Wed 25/3

05:50-18:34

2 stops17h 44m

£521

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 12/4

17:59-14:00

2 stops14h 01m

Manchester

Mon 27/4

06:00-18:31

2 stops18h 31m

£532

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 7/12

06:00-06:30

1 stop18h 30m

Manchester

Wed 17/12

13:30-23:47

1 stop16h 17m

£538

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 2/12

09:34-08:20

2 stops16h 46m

Manchester

Thu 11/12

13:30-23:47

1 stop16h 17m

£541

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 1/12

13:15-08:20

2 stops13h 05m

Manchester

Thu 11/12

13:30-23:47

1 stop16h 17m

£541

Flights are sorted by cheapest return flights first.

Deals found on 10/11

Showing 1-10 of 28 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 11m. Delta provides one of the quickest options available for as low as £1,075. Chicago Midway Airport and Wales are separated by a distance of 3858 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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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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