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Cheap flights from Chicago Midway Airport to Wales from £145

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 18/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CWL
15 Feb — 22 Feb1
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 16 January 2026.

Round-trip from

£428

One-way from

£145
Virgin Atlantic
  • Virgin Atlantic
  • 4/2-18/2
  • 2 total stops
  • 31h 15m total
  • Chicago to Wales
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Virgin Atlantic
  • Virgin Atlantic
  • 18/2
  • 1 total stop
  • 15h 56m 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 16 January 2026.

Wed 4/212:46
MDW
-
MAN
1 stop15h 44m
Virgin Atlantic
Wed 18/213:00
MAN
-
MDW
1 stop15h 31m
Virgin Atlantic
Deal found 15/1£428
Tue 10/213:26
MDW
-
MAN
2 stops15h 04m
Virgin Atlantic
Tue 17/213:30
MAN
-
MDW
1 stop15h 03m
Virgin Atlantic
Deal found 13/1£431
Sun 1/213:26
MDW
-
MAN
2 stops14h 44m
Delta
Wed 18/213:00
MAN
-
MDW
1 stop15h 31m
Delta
Deal found 15/1£443
Sat 7/216:30
MDW
-
MAN
1 stop12h 00m
Delta
Thu 19/213:30
MAN
-
MDW
1 stop15h 01m
Delta
Deal found 14/1£447
Sat 7/213:26
MDW
-
MAN
2 stops12h 54m
KLM
Thu 19/213:30
MAN
-
MDW
1 stop34h 15m
KLM
Deal found 15/1£447
Wed 18/212:45
MDW
-
MAN
1 stop14h 00m
Virgin Atlantic
Mon 23/220:40
MAN
-
MDW
2 stops28h 00m
Virgin Atlantic
Deal found 14/1£452
Sat 28/216:13
MDW
-
MAN
1 stop12h 17m
Delta
Sat 7/313:30
MAN
-
MDW
1 stop25h 26m
Delta
Deal found 13/1£469
Wed 11/212:46
MDW
-
BRS
2 stops15h 29m
KLM
Wed 18/206:00
BRS
-
MDW
2 stops17h 37m
KLM
Deal found 14/1£650
Fri 27/313:10
MDW
-
BRS
2 stops14h 15m
Scandinavian Airlines
Mon 30/317:30
BRS
-
MDW
2 stops29h 25m
Scandinavian Airlines
Deal found 14/1£858
Sat 28/213:28
MDW
-
BRS
2 stops17h 42m
KLM
Sat 7/308:55
BRS
-
MDW
2 stops19h 36m
KLM
Deal found 14/1£1,022
Sat 14/213:29
MDW
-
BRS
2 stops14h 26m
KLM
Fri 20/206:00
BRS
-
MDW
2 stops17h 37m
KLM
Deal found 14/1£1,097
Sun 10/513:00
MDW
-
BRS
2 stops13h 50m
KLM
Mon 18/506:15
BRS
-
MDW
2 stops16h 10m
KLM
Deal found 15/1£1,109

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 16 January 2026.
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

Wed 4/2

12:46-10:30

1 stop15h 44m

Manchester

Wed 18/2

13:00-22:31

1 stop15h 31m

£428

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 10/2

12:46-10:30

1 stop15h 44m

Manchester

Tue 17/2

13:30-22:33

1 stop15h 03m

£428

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 1/2

13:26-10:10

2 stops14h 44m

Manchester

Wed 18/2

13:00-22:31

1 stop15h 31m

£443

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 18/2

12:45-08:45

1 stop14h 00m

Manchester

Mon 23/2

20:40-18:40

2 stops28h 00m

£452

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sat 28/2

16:13-10:30

1 stop12h 17m

Manchester

Sat 7/3

13:30-08:56

1 stop25h 26m

£469

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sat 7/2

13:26-10:30

2 stops15h 04m

Manchester

Thu 19/2

11:05-22:31

2 stops17h 26m

£473

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 2/2

10:46-06:30

1 stop13h 44m

Manchester

Mon 9/2

05:50-22:22

2 stops22h 32m

£473

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 23/2

13:28-10:10

2 stops14h 42m

Manchester

Mon 2/3

05:50-17:45

2 stops17h 55m

£476

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 29/4

12:55-07:15

1 stop12h 20m

Manchester

Fri 8/5

13:00-21:45

1 stop14h 45m

£485

ChicagoBristol

MDW - BRS

MDWBRS

Chicago Midway

Wed 11/2

12:46-10:15

2 stops15h 29m

Bristol

Wed 18/2

06:00-17:37

2 stops17h 37m

£650

Flights are sorted by cheapest return flights first.

Deals found on 15/1

Showing 1-10 of 29 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 14h 44m. Virgin Atlantic provides one of the quickest options available for as low as £443. 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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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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O'Hare Intl to Bristol flights
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Midway to Leeds flights
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Fly with Cheapflights

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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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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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