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Cheap flights from Chicago Midway Airport to Wales from £227

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 15/1. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CWL
17 Jan — 24 Jan1
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 18 December 2025.

Wed 17/1217:29MDW - MAN
1 stop11h 01mDelta
Tue 23/1205:50MAN - MDW
2 stops17h 36mDelta
Deal found 16/12£730
Fri 26/1209:29MDW - MAN
2 stops16h 51mDelta
Sun 18/113:00MAN - MDW
1 stop15h 07mDelta
Deal found 16/12£1,046
Wed 17/1217:29MDW - MAN
1 stop11h 01mVirgin Atlantic
Tue 23/1213:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Deal found 16/12£1,230
Sun 21/1211:40MDW - MAN
2 stops17h 05mMultiple Airlines
Thu 15/111:55MAN - MDW
2 stops15h 30mMultiple Airlines
Deal found 16/12£1,368
Sun 21/1209:29MDW - MAN
2 stops18h 41mDelta
Thu 15/113:30MAN - MDW
1 stop14h 37mDelta
Deal found 17/12£1,435
Mon 22/1211:48MDW - BRS
2 stops14h 37mKLM
Tue 30/1206:00BRS - MDW
2 stops16h 20mKLM
Deal found 16/12£2,049
Mon 22/1211:48MDW - BRS
2 stops14h 37mKLM
Mon 29/1206:00BRS - MDW
2 stops17h 19mKLM
Deal found 16/12£2,070
Sat 20/1211:48MDW - BRS
2 stops19h 22mDelta
Sun 28/1206:00BRS - MDW
2 stops17h 26mDelta
Deal found 16/12£2,760
Sun 21/1211:48MDW - CWL
2 stops16h 02mKLM
Tue 23/1210:20CWL - MDW
2 stops28h 45mKLM
Deal found 17/12£5,452

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 18 December 2025.

Round-trip from

£441

One-way from

£227
Virgin Atlantic
  • Virgin Atlantic
  • 7/2-19/2
  • 3 total stops
  • 33h 49m total
  • Chicago to Wales
Search Deals
KLM
  • KLM
  • 15/1
  • 2 total stops
  • 12h 52m 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 18 December 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

Wed 14/1

17:31-10:30

1 stop10h 59m

Manchester

Wed 21/1

13:30-22:22

1 stop14h 52m

£455

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sat 7/2

10:53-10:30

1 stop17h 37m

Manchester

Thu 19/2

13:30-22:42

1 stop15h 12m

£465

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 4/2

10:46-10:30

1 stop17h 44m

Manchester

Tue 10/2

13:30-22:22

1 stop14h 52m

£465

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 14/1

06:45-10:30

1 stop21h 45m

Manchester

Tue 20/1

13:30-22:22

1 stop14h 52m

£465

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 14/1

11:21-10:30

1 stop17h 09m

Manchester

Sun 18/1

13:00-22:07

1 stop15h 07m

£465

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sat 31/1

13:26-08:20

2 stops12h 54m

Manchester

Sat 7/2

13:30-15:38

1 stop32h 08m

£467

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 25/3

10:49-10:30

1 stop18h 41m

Manchester

Sun 29/3

20:45-17:55

2 stops27h 10m

£473

ChicagoCardiff

MDW - CWL

MDWCWL

Chicago Midway

Sat 31/1

13:26-09:45

2 stops14h 19m

Cardiff Wales

Sat 7/2

17:25-16:16

2 stops28h 51m

£668

ChicagoCardiff

MDW - CWL

MDWCWL

Chicago Midway

Fri 30/1

10:48-16:55

2 stops24h 07m

Cardiff Wales

Fri 6/2

10:20-15:38

2 stops35h 18m

£687

ChicagoCardiff

MDW - CWL

MDWCWL

Chicago Midway

Fri 30/1

13:26-09:50

2 stops14h 24m

Cardiff Wales

Fri 6/2

17:15-16:16

2 stops29h 01m

£706

Flights are sorted by cheapest return flights first.

Deals found on 16/12

Showing 1-10 of 18 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 10h 59m. Virgin Atlantic provides one of the quickest options available for as low as £455. 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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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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