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$397+ Cheap flights from Midway (MDW) to Wales

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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CWL
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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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 September 15, 2025.

Round-trip from

$577
(Virgin Atlantic)

One-way from

$397
(Kiwi.com)
From Chicago Midway to Wales
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One-way flight from Chicago Midway to Wales
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Find flight deals from Midway to Wales

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 September 15, 2025.

This Virgin Atlantic deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2812:43 pmMDW - MAN
1 stop13h 52mVirgin Atlantic
Tue 10/1412:35 pmMAN - MDW
1 stop15h 39mVirgin Atlantic
Deal found 9/13$577
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/259:32 amMDW - MAN
2 stops16h 48mDelta
Wed 12/31:30 pmMAN - MDW
1 stop16h 02mDelta
Deal found 9/15$598
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/287:15 pmMDW - MAN
2 stops15h 30mDelta
Tue 10/1412:35 pmMAN - MDW
1 stop15h 39mDelta
Deal found 9/13$609
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/286:23 pmMDW - MAN
2 stops17h 12mDelta
Tue 11/46:00 amMAN - MDW
2 stops18h 25mDelta
Deal found 9/13$628
This Flighttix deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/254:23 pmMDW - MAN
1 stop33h 07mVirgin Atlantic
Sat 11/81:30 pmMAN - MDW
1 stop14h 44mVirgin Atlantic
Deal found 9/13$636
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/110:35 amMDW - MAN
2 stops15h 45mDelta
Tue 10/145:55 amMAN - MDW
2 stops18h 30mDelta
Deal found 9/14$641
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1212:48 pmMDW - MAN
1 stop13h 47mDelta
Sun 10/1912:35 pmMAN - MDW
1 stop15h 39mDelta
Deal found 9/14$665
This Flighttix deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/254:23 pmMDW - MAN
1 stop33h 07mMultiple Airlines
Sat 11/85:50 amMAN - MDW
2 stops18h 35mMultiple Airlines
Deal found 9/13$699
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/289:29 amMDW - MAN
2 stops18h 41mDelta
Sun 1/181:00 pmMAN - MDW
1 stop14h 46mDelta
Deal found 9/15$721
This Trip.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/209:35 amMDW - BRS
2 stops17h 15mKLM
Wed 11/58:55 amBRS - MDW
2 stops19h 19mKLM
Deal found 9/14$812
This Virgin Atlantic deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/31:14 pmMDW - CWL
2 stops38h 36mVirgin Atlantic
Sun 12/710:20 amCWL - MDW
2 stops37h 58mVirgin Atlantic
Deal found 9/14$854
This Trip.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:08 pmMDW - CWL
2 stops15h 42mKLM
Thu 11/65:25 pmCWL - MDW
2 stops28h 49mKLM
Deal found 9/15$950

Cheapflights Fare Finder

 
Customize 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 2,558,603 searches. Data last updated September 15, 2025.
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

Sun 9/28

12:43 pm-8:35 am

1 stop13h 52m

Manchester

Tue 10/14

12:35 pm-10:14 pm

1 stop15h 39m

$577

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 11/25

1:14 pm-10:10 am

2 stops14h 56m

Manchester

Wed 12/3

1:30 pm-11:32 pm

1 stop16h 02m

$598

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 10/15

1:08 pm-10:20 am

2 stops15h 12m

Manchester

Tue 11/4

1:30 pm-10:14 pm

1 stop14h 44m

$598

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 10/28

1:08 pm-10:10 am

2 stops16h 02m

Manchester

Tue 11/4

1:30 pm-10:14 pm

1 stop14h 44m

$598

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 11/19

9:32 am-8:20 am

2 stops16h 48m

Manchester

Wed 12/10

1:30 pm-11:32 pm

1 stop16h 02m

$598

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 10/1

10:35 am-8:20 am

2 stops15h 45m

Manchester

Tue 10/14

12:35 pm-10:14 pm

1 stop15h 39m

$609

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 9/28

7:15 pm-4:45 pm

2 stops15h 30m

Manchester

Tue 10/14

12:35 pm-10:14 pm

1 stop15h 39m

$609

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 10/28

6:23 pm-4:35 pm

2 stops17h 12m

Manchester

Tue 11/4

6:00 am-6:25 pm

2 stops18h 25m

$628

ChicagoBristol

MDW - BRS

MDWBRS

Chicago Midway

Mon 10/20

9:35 am-8:50 am

2 stops17h 15m

Bristol

Wed 11/5

8:55 am-10:14 pm

2 stops19h 19m

$812

ChicagoCardiff

MDW - CWL

MDWCWL

Chicago Midway

Wed 12/3

9:34 am-9:50 am

2 stops42h 16m

Cardiff Wales

Sun 12/7

5:30 pm-11:32 pm

2 stops36h 02m

$854

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 24 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 round-trip 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?

    For as low as $577, Virgin Atlantic can have you in Wales from Chicago Midway Airport in 13h 52m. The distance from Chicago Midway Airport to Wales is about 3816 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Chicago Midway Airport to Wales?

    Most travelers choose Chicago Midway - Manchester, Chicago Midway - Bristol or Chicago Midway - Cardiff Wales when deciding on the best route from Chicago Midway Airport to Wales.

  • 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 vacation 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.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Wales?

    Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to Wales (average of $773). Flying from Chicago Midway Airport to Wales in June is currently the most expensive (average of $1,622). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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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Midway to Luton flights
O'Hare Intl to Doncaster flights

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