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Cheap flights from Chicago Midway Airport to Wales from £304

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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CWL
24 May — 31 May1
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 24 April 2026.

Tue 27/1013:00
MDW
-
MAN
2 stops16h 10m
Delta
Tue 3/1113:30
MAN
-
MDW
1 stop14h 15m
Delta
Deal found 20/4£650
Tue 4/813:16
MDW
-
MAN
2 stops14h 49m
Delta
Tue 18/813:00
MAN
-
MDW
1 stop14h 46m
Delta
Deal found 21/4£695
Mon 27/412:52
MDW
-
MAN
1 stop13h 58m
Virgin Atlantic
Mon 11/513:00
MAN
-
MDW
1 stop14h 09m
Virgin Atlantic
Deal found 20/4£705
Fri 24/412:52
MDW
-
MAN
1 stop13h 58m
Virgin Atlantic
Sun 26/411:15
MAN
-
MDW
1 stop17h 13m
Virgin Atlantic
Deal found 21/4£709
Fri 24/413:24
MDW
-
MAN
2 stops12h 56m
Delta
Thu 30/413:00
MAN
-
MDW
1 stop15h 28m
Delta
Deal found 22/4£712
Fri 24/413:24
MDW
-
MAN
2 stops14h 46m
Delta
Sun 26/411:15
MAN
-
MDW
1 stop17h 13m
Delta
Deal found 21/4£715
Wed 22/413:24
MDW
-
MAN
2 stops14h 46m
Delta
Thu 30/413:00
MAN
-
MDW
1 stop15h 28m
Delta
Deal found 22/4£716
Wed 29/412:52
MDW
-
MAN
1 stop12h 23m
Delta
Sat 9/513:15
MAN
-
MDW
1 stop13h 54m
Delta
Deal found 22/4£718
Thu 23/409:27
MDW
-
MAN
2 stops16h 53m
Delta
Sat 9/513:15
MAN
-
MDW
1 stop13h 54m
Delta
Deal found 21/4£721
Sun 3/518:38
MDW
-
MAN
2 stops13h 22m
Delta
Mon 11/513:00
MAN
-
MDW
1 stop14h 09m
Delta
Deal found 20/4£722
Mon 14/917:59
MDW
-
BRS
2 stops17h 01m
Delta
Thu 17/906:15
BRS
-
MDW
2 stops18h 16m
Delta
Deal found 24/4£773
Mon 1/619:13
MDW
-
CWL
2 stops15h 32m
Multiple Airlines
Wed 10/609:45
CWL
-
MDW
2 stops18h 32m
Multiple Airlines
Deal found 22/4£985

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 24 April 2026.

Round-trip from

£695

One-way from

£304
Delta
  • Delta
  • 4/8-18/8
  • 3 total stops
  • 29h 35m total
  • Chicago to Wales
Search Deals
Air France
  • Air France
  • 5/9
  • 2 total stops
  • 14h 00m 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 24 April 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

Fri 24/7

18:58-16:45

2 stops15h 47m

Manchester

Fri 14/8

05:50-18:31

2 stops18h 41m

£725

ChicagoBristol

MDW - BRS

MDWBRS

Chicago Midway

Mon 14/9

17:59-17:00

2 stops17h 01m

Bristol

Thu 17/9

06:15-18:31

2 stops18h 16m

£773
Fastest return journey

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 3/6

13:22-08:15

2 stops12h 53m

Manchester

Thu 11/6

13:00-22:17

1 stop15h 17m

£796

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 20/5

09:22-08:15

2 stops16h 53m

Manchester

Wed 3/6

05:55-16:12

2 stops16h 17m

£857

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 30/8

14:00-10:00

2 stops14h 00m

Manchester

Wed 30/9

10:40-21:46

1 stop17h 06m

£867

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Fri 3/7

12:45-08:50

1 stop14h 05m

Manchester

Tue 7/7

05:55-18:25

2 stops18h 30m

£904

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 30/6

13:49-10:00

2 stops14h 11m

Manchester

Mon 6/7

05:55-18:31

2 stops18h 36m

£908

ChicagoCardiff

MDW - CWL

MDWCWL

Chicago Midway

Mon 1/6

19:13-16:45

2 stops15h 32m

Cardiff Wales

Wed 10/6

09:45-22:17

2 stops18h 32m

£985

ChicagoCardiff

MDW - CWL

MDWCWL

Chicago Midway

Tue 2/6

19:13-16:45

2 stops15h 32m

Cardiff Wales

Thu 11/6

09:45-22:17

2 stops18h 32m

£985

ChicagoBristol

MDW - BRS

MDWBRS

Chicago Midway

Tue 2/6

13:22-08:50

2 stops13h 28m

Bristol

Wed 10/6

09:20-18:18

2 stops14h 58m

£989

Flights are sorted by cheapest return flights first.

Deals found on 22/4

Showing 1-10 of 37 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 12h 53m. Virgin Atlantic provides one of the quickest options available for as low as £796. 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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