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Cheap flights from Chicago Midway Airport to Wales from £157

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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CWL
8 Feb — 15 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 9 January 2026.

Round-trip from

£427

One-way from

£157
Virgin Atlantic
  • Virgin Atlantic
  • 10/2-20/2
  • 2 total stops
  • 30h 50m total
  • Chicago to Wales
Search Deals
Virgin Atlantic
  • Virgin Atlantic
  • 6/2
  • 1 total stop
  • 15h 44m 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 9 January 2026.

Tue 10/212:46MDW - MAN
1 stop15h 44mVirgin Atlantic
Fri 20/213:25MAN - MDW
1 stop15h 06mVirgin Atlantic
Deal found 7/1£427
Sat 7/213:26MDW - MAN
2 stops12h 54mKLM
Thu 19/213:30MAN - MDW
1 stop34h 15mKLM
Deal found 8/1£446
Sat 7/216:30MDW - MAN
1 stop12h 00mDelta
Thu 19/213:30MAN - MDW
1 stop15h 01mDelta
Deal found 8/1£446
Wed 14/111:21MDW - MAN
1 stop17h 09mDelta
Sat 16/505:55MAN - MDW
2 stops18h 36mDelta
Deal found 7/1£472
Tue 10/213:26MDW - MAN
2 stops14h 44mKLM
Thu 26/213:30MAN - MDW
1 stop15h 01mKLM
Deal found 7/1£473
Thu 19/309:35MDW - MAN
2 stops17h 45mDelta
Tue 31/305:55MAN - MDW
2 stops17h 59mDelta
Deal found 7/1£477
Sun 22/210:49MDW - MAN
2 stops17h 21mVirgin Atlantic
Sun 1/320:45MAN - MDW
2 stops27h 55mVirgin Atlantic
Deal found 8/1£478
Sun 22/210:49MDW - CWL
2 stops17h 01mKLM
Sun 1/317:30CWL - MDW
2 stops30h 07mKLM
Deal found 8/1£612
Fri 20/213:26MDW - BRS
2 stops12h 59mKLM
Fri 27/206:00BRS - MDW
2 stops17h 37mKLM
Deal found 5/1£616
Sun 22/210:49MDW - BRS
2 stops15h 36mKLM
Sun 1/306:00BRS - MDW
2 stops17h 37mKLM
Deal found 8/1£617
Sat 21/216:13MDW - BRS
2 stops34h 12mMultiple Airlines
Sat 28/208:55BRS - MDW
2 stops19h 36mMultiple Airlines
Deal found 7/1£691
Sun 1/309:34MDW - CWL
2 stops18h 16mDelta
Sat 14/310:20CWL - MDW
2 stops28h 36mDelta
Deal found 7/1£920

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 9 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

Tue 10/2

10:48-10:30

1 stop17h 42m

Manchester

Fri 20/2

13:25-22:31

1 stop15h 06m

£428

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sat 7/2

10:53-10:30

1 stop17h 37m

Manchester

Thu 19/2

13:30-22:31

1 stop15h 01m

£446

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 22/2

10:49-10:10

2 stops17h 21m

Manchester

Sun 1/3

20:45-18:40

2 stops27h 55m

£478

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Fri 3/4

09:30-08:25

2 stops16h 55m

Manchester

Mon 6/4

05:55-16:55

2 stops17h 00m

£537

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sat 31/1

13:26-10:30

2 stops15h 04m

Manchester

Mon 2/2

05:50-17:29

2 stops17h 39m

£563

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 12/4

18:34-16:55

2 stops16h 21m

Manchester

Mon 27/4

13:00-22:29

1 stop15h 29m

£570

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 21/1

12:48-10:30

1 stop15h 42m

Manchester

Sat 24/1

13:30-22:22

1 stop14h 52m

£593

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 8/3

18:34-16:05

2 stops16h 31m

Manchester

Thu 12/3

13:30-22:31

1 stop14h 01m

£596

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Fri 13/3

17:40-10:30

1 stop11h 50m

Manchester

Sun 15/3

19:40-18:40

2 stops28h 00m

£597

ChicagoCardiff

MDW - CWL

MDWCWL

Chicago Midway

Sun 22/2

10:49-09:50

2 stops17h 01m

Cardiff Wales

Sun 1/3

17:30-17:37

2 stops30h 07m

£612

Flights are sorted by cheapest return flights first.

Deals found on 7/1

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 17h 01m. Virgin Atlantic provides one of the quickest options available for as low as £612. Chicago Midway Airport and Wales are separated by a distance of 3833 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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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.

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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