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Cheap flights from Chicago Midway Airport to Wales from £250

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 25/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CWL
9 Sep — 16 Sep1
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 10 August 2026.

Sun 15/1106:00 -
1 stop18h 40m
Thu 26/1114:55 -
1 stop14h 01m
Deal found 9/8£645
Wed 2/1213:00 -
2 stops15h 05m
Tue 22/1205:50 -
2 stops16h 32m
Deal found 9/8£654
Tue 24/1113:22 -
2 stops14h 43m
Mon 30/1120:40 -
2 stops27h 24m
Deal found 9/8£674
Sat 14/1113:22 -
2 stops12h 58m
Tue 24/1112:40 -
1 stop16h 16m
Deal found 9/8£688
Thu 3/1212:30 -
2 stops15h 35m
Wed 23/1205:50 -
2 stops16h 32m
Deal found 9/8£691
Sun 13/1213:22 -
2 stops14h 43m
Tue 29/1210:55 -
2 stops27h 50m
Deal found 7/8£694
Sat 14/1113:22 -
2 stops12h 58m
Tue 24/1109:05 -
2 stops14h 59m
Deal found 9/8£694
Tue 8/917:37 -
2 stops14h 23m
Wed 23/905:55 -
2 stops18h 38m
Deal found 9/8£696
Mon 14/1213:22 -
2 stops14h 43m
Wed 30/1205:50 -
2 stops17h 00m
Deal found 7/8£696
Sun 13/909:29 -
2 stops16h 56m
Tue 29/905:55 -
2 stops18h 38m
Deal found 9/8£699
Wed 14/1010:59 -
2 stops15h 26m
Fri 30/1006:00 -
2 stops17h 00m
Deal found 8/8£704
Fri 13/1113:00 -
2 stops15h 05m
Sun 22/1105:50 -
2 stops16h 49m
Deal found 9/8£728

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 10 August 2026.

Round-trip from

£645

One-way from

£250
Delta
  • Delta
  • 15/11-26/11
  • 2 total stops
  • 32h 41m total
  • Chicago to Wales
Search Deals
Delta
  • Delta
  • 25/11
  • 2 total stops
  • 15h 05m 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 10 August 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 Chicago Midway - MAN Manchester

MDWMAN

Chicago Midway

Fri 4/12

13:22-12:45

2 stops17h 23m

Manchester

Thu 24/12

14:55-22:10

1 stop13h 15m

£688

ChicagoManchester

MDW Chicago Midway - MAN Manchester

MDWMAN

Chicago Midway

Wed 16/9

13:00-10:10

2 stops15h 10m

Manchester

Wed 23/9

08:55-18:19

2 stops15h 24m

£699

ChicagoManchester

MDW Chicago Midway - MAN Manchester

MDWMAN

Chicago Midway

Wed 14/10

13:27-10:10

2 stops14h 43m

Manchester

Wed 28/10

09:05-22:33

2 stops18h 28m

£699

ChicagoManchester

MDW Chicago Midway - MAN Manchester

MDWMAN

Chicago Midway

Wed 14/10

10:59-08:25

2 stops15h 26m

Manchester

Fri 30/10

06:00-18:00

2 stops17h 00m

£704

ChicagoManchester

MDW Chicago Midway - MAN Manchester

MDWMAN

Chicago Midway

Thu 8/10

18:44-16:45

2 stops16h 01m

Manchester

Tue 13/10

05:55-16:47

2 stops16h 52m

£736

ChicagoManchester

MDW Chicago Midway - MAN Manchester

MDWMAN

Chicago Midway

Wed 16/12

12:30-10:05

2 stops15h 35m

Manchester

Mon 28/12

05:50-16:22

2 stops16h 32m

£738

ChicagoManchester

MDW Chicago Midway - MAN Manchester

MDWMAN

Chicago Midway

Sat 12/9

16:48-13:15

2 stops14h 27m

Manchester

Mon 28/9

05:55-18:19

2 stops18h 24m

£773

ChicagoManchester

MDW Chicago Midway - MAN Manchester

MDWMAN

Chicago Midway

Fri 25/9

19:01-16:45

2 stops15h 44m

Manchester

Sat 10/10

05:55-16:47

2 stops16h 52m

£843

ChicagoManchester

MDW Chicago Midway - MAN Manchester

MDWMAN

Chicago Midway

Wed 14/10

13:35-11:40

3 stops16h 05m

Manchester

Fri 30/10

11:35-00:15

2 stops17h 40m

£844

ChicagoCardiff

MDW Chicago Midway - CWL Cardiff Wales

MDWCWL

Chicago Midway

Sun 13/9

18:40-16:45

2 stops16h 05m

Cardiff Wales

Sun 20/9

09:50-22:44

2 stops18h 54m

£846

Flights are sorted by cheapest return flights first.

Deals found on 10/8

Showing 1-10 of 27 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 15h 10m. Delta provides one of the quickest options available for as low as £925. 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 - Cardiff Wales or Chicago Midway - Bristol 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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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.

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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