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Cheap flights from Chicago Midway Airport to Wales from £279

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 15/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CWL
3 Sep — 10 Sep1
1 adult

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 29 August 2025.

Round-trip from

£463

One-way from

£279
Delta
  • Delta
  • 19/10-4/11
  • 2 total stops
  • 35h 19m total
  • Chicago to Wales
Search Deals
Virgin Atlantic
  • Virgin Atlantic
  • 15/10
  • 1 total stop
  • 13h 47m 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 29 August 2025.

So 19/1006:00MDW - MAN
1 stop20h 35mDelta
Di 4/1113:30MAN - MDW
1 stop14h 44mDelta
Deal found 28/8£463
Di 7/1012:48MDW - MAN
1 stop13h 47mVirgin Atlantic
Fr 17/1012:35MAN - MDW
1 stop15h 39mVirgin Atlantic
Deal found 27/8£478
Di 25/1113:14MDW - MAN
2 stops13h 06mDelta
Mi 3/1213:30MAN - MDW
1 stop14h 14mDelta
Deal found 28/8£489
Mi 8/1009:35MDW - MAN
2 stops17h 00mVirgin Atlantic
Mi 15/1005:55MAN - MDW
2 stops22h 19mVirgin Atlantic
Deal found 27/8£504
Mo 15/910:35MDW - MAN
2 stops15h 00mVirgin Atlantic
Do 25/912:35MAN - MDW
1 stop15h 01mVirgin Atlantic
Deal found 27/8£509
So 23/1110:47MDW - MAN
1 stop13h 43mDelta
Mo 8/1206:00MAN - MDW
2 stops18h 07mDelta
Deal found 28/8£514
Mo 29/918:15MDW - MAN
2 stops13h 10mDelta
Mo 6/1012:35MAN - MDW
1 stop15h 39mDelta
Deal found 28/8£515
Mi 3/1213:00MDW - CWL
2 stops14h 50mDelta
So 7/1210:20CWL - MDW
2 stops41h 24mDelta
Deal found 27/8£667
Mi 3/1213:00MDW - CWL
2 stops21h 55mVirgin Atlantic
So 7/1217:30CWL - MDW
2 stops34h 14mVirgin Atlantic
Deal found 26/8£668
Di 23/1209:30MDW - BRS
2 stops21h 40mDelta
Fr 9/106:00BRS - MDW
2 stops18h 08mDelta
Deal found 27/8£669
Mi 24/1215:30MDW - BRS
2 stops19h 25mDelta
Mi 7/106:00BRS - MDW
2 stops16h 25mDelta
Deal found 26/8£711
Sa 11/1013:06MDW - CWL
2 stops14h 09mMultiple Airlines
Sa 18/1009:45CWL - MDW
2 stops14h 40mMultiple Airlines
Deal found 26/8£765

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 29 August 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

So 19/10

06:00-08:35

1 stop20h 35m

Manchester

Di 4/11

13:30-22:14

1 stop14h 44m

£463

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Di 7/10

12:48-08:35

1 stop13h 47m

Manchester

Fr 17/10

12:35-22:14

1 stop15h 39m

£478

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Di 25/11

13:14-08:20

2 stops13h 06m

Manchester

Mi 3/12

13:30-21:44

1 stop14h 14m

£489

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mi 8/10

09:35-08:35

2 stops17h 00m

Manchester

Mi 15/10

05:55-22:14

2 stops22h 19m

£504

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mo 15/9

10:35-07:35

2 stops15h 00m

Manchester

Do 25/9

12:35-21:36

1 stop15h 01m

£509

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mi 24/12

09:30-10:10

2 stops18h 40m

Manchester

Do 8/1

13:30-16:25

1 stop32h 55m

£514

ChicagoCardiff

MDW - CWL

MDWCWL

Chicago Midway

Mi 3/12

13:00-09:50

2 stops14h 50m

Cardiff Wales

So 7/12

10:20-21:44

2 stops41h 24m

£667

ChicagoCardiff

MDW - CWL

MDWCWL

Chicago Midway

Mi 3/12

13:00-16:55

2 stops21h 55m

Cardiff Wales

So 7/12

17:30-21:44

2 stops34h 14m

£668

ChicagoBristol

MDW - BRS

MDWBRS

Chicago Midway

Di 23/12

09:30-13:10

2 stops21h 40m

Bristol

Fr 9/1

06:00-18:08

2 stops18h 08m

£669

ChicagoBristol

MDW - BRS

MDWBRS

Chicago Midway

Mi 24/12

06:00-13:10

2 stops25h 10m

Bristol

Fr 9/1

06:00-18:08

2 stops18h 08m

£669

Flights are sorted by cheapest return flights first.

Deals found on 27/8

Showing 1-10 of 38 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 47m. Delta provides one of the quickest options available for as low as £478. 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 cheapest airlines to fly from Chicago Midway Airport to Wales one-way?

    The cheapest airline one-way is Virgin Atlantic, with whom users have recently found tickets for as low as £279. However, be on the lookout for offers from Delta and KLM, as they are both options that can get you from Chicago Midway Airport to Wales for a low price.

  • 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

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