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Cheap flights from Chicago Midway Airport to Wales from £248

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 14/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CWL
11 Jul — 18 Jul1
1 adult
1 adult, Economy, 0 bags

Cheap 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 11 June 2026.

Fri 3/710:25
MDW
-
CWL
1 stop17h 50m
Multiple Airlines
Mon 6/711:35
CWL
-
MDW
1 stop28h 05m
Multiple Airlines
Deal found 7/6£572
Sun 15/1113:05
MDW
-
MAN
1 stop11h 50m
Delta
Thu 3/1213:30
MAN
-
MDW
1 stop14h 40m
Delta
Deal found 9/6£649
Tue 17/1113:05
MDW
-
MAN
1 stop15h 25m
Delta
Thu 3/1209:05
MAN
-
MDW
2 stops15h 32m
Delta
Deal found 9/6£655
Mon 19/1010:35
MDW
-
MAN
1 stop16h 15m
Virgin Atlantic
Wed 21/1010:40
MAN
-
MDW
1 stop17h 30m
Virgin Atlantic
Deal found 9/6£658
Sun 15/1113:05
MDW
-
MAN
1 stop11h 50m
Delta
Tue 1/1213:30
MAN
-
MDW
1 stop14h 40m
Delta
Deal found 9/6£669
Tue 15/913:14
MDW
-
MAN
2 stops14h 56m
Virgin Atlantic
Tue 29/905:55
MAN
-
MDW
2 stops22h 30m
Virgin Atlantic
Deal found 8/6£672
Tue 17/1109:55
MDW
-
MAN
2 stops14h 45m
Virgin Atlantic
Tue 1/1213:30
MAN
-
MDW
1 stop14h 40m
Virgin Atlantic
Deal found 9/6£672
Wed 18/1113:05
MDW
-
MAN
2 stops15h 05m
Delta
Wed 2/1213:30
MAN
-
MDW
1 stop14h 40m
Delta
Deal found 9/6£673
Wed 16/1213:05
MDW
-
MAN
1 stop15h 25m
Virgin Atlantic
Wed 30/1213:30
MAN
-
MDW
1 stop14h 40m
Virgin Atlantic
Deal found 9/6£689
Thu 8/1010:35
MDW
-
MAN
1 stop16h 15m
Delta
Thu 15/1013:00
MAN
-
MDW
1 stop15h 10m
Delta
Deal found 9/6£690
Sun 8/1109:55
MDW
-
BRS
2 stops18h 20m
Delta
Wed 11/1105:55
BRS
-
MDW
2 stops18h 42m
Delta
Deal found 6/6£781
Sat 15/819:25
MDW
-
CWL
2 stops15h 20m
Multiple Airlines
Sun 23/809:50
CWL
-
MDW
2 stops18h 46m
Multiple Airlines
Deal found 7/6£890

Find flight deals from Midway to Wales

Keep the following information in mind while searching for Midway to Wales flight deals. Data was last updated 11 June 2026.

Round-trip from

£572

One-way from

£248
3/7-6/7
  • 3/7-6/7
  • 2 total stops
  • 45h 55m total
  • Chicago to Wales
Search Deals
Virgin Atlantic
  • Virgin Atlantic
  • 14/9
  • 2 total stops
  • 16h 45m total
  • Chicago to Wales
Search Deals

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 11 June 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Wales that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 17/11

13:05-10:30

1 stop15h 25m

Manchester

Thu 3/12

09:05-18:37

2 stops15h 32m

£655

ChicagoCardiff

MDW - CWL

MDWCWL

Chicago Midway

Fri 3/7

10:25-10:15

1 stop17h 50m

Cardiff Wales

Mon 6/7

11:35-10:05

2 stops28h 30m

£682

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Thu 8/10

10:35-08:50

1 stop16h 15m

Manchester

Thu 15/10

13:00-22:10

1 stop15h 10m

£691

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 13/9

17:59-14:00

2 stops14h 01m

Manchester

Sat 19/9

13:15-22:25

1 stop15h 10m

£700

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Fri 14/8

12:46-08:50

1 stop14h 04m

Manchester

Thu 20/8

13:00-22:36

1 stop15h 36m

£707

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 11/10

10:35-07:15

1 stop14h 40m

Manchester

Sat 17/10

05:55-16:50

2 stops16h 55m

£727

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 2/8

13:18-10:05

2 stops14h 47m

Manchester

Thu 13/8

08:55-18:01

2 stops15h 06m

£728

ChicagoBristol

MDW - BRS

MDWBRS

Chicago Midway

Sun 8/11

09:55-10:15

2 stops18h 20m

Bristol

Wed 11/11

05:55-18:37

2 stops18h 42m

£781

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Thu 9/7

11:05-08:50

1 stop15h 45m

Manchester

Wed 15/7

05:55-18:18

2 stops18h 23m

£823
Fastest return journey

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 6/7

13:26-08:15

2 stops12h 49m

Manchester

Mon 13/7

13:00-22:15

1 stop15h 15m

£854

Flights are sorted by cheapest return flights first.

Deals found on 10/6

Showing 1-10 of 28 resultsSorted by cheapest first
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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 11h 50m. Delta provides one of the quickest options available for as low as £649. 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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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.

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

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Midway to Wales.

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.

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

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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