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Cheap flights from Chicago Midway Airport to Wales from £186

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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CWL
11 Jan — 18 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 12 December 2025.

Wed 10/1206:00MDW - MAN
1 stop22h 30mDelta
Tue 23/1213:30MAN - MDW
2 stops33h 56mDelta
Deal found 9/12£513
Thu 11/1209:34MDW - MAN
2 stops16h 46mDelta
Tue 23/1213:30MAN - MDW
2 stops33h 56mDelta
Deal found 9/12£571
Sun 14/1210:49MDW - MAN
2 stops15h 31mDelta
Tue 23/1213:30MAN - MDW
2 stops33h 56mDelta
Deal found 10/12£751
Sat 13/1216:29MDW - MAN
1 stop12h 01mDelta
Tue 23/1213:30MAN - MDW
2 stops33h 56mDelta
Deal found 10/12£789
Sun 14/1217:13MDW - MAN
2 stops17h 22mDelta
Wed 17/1205:50MAN - MDW
2 stops16h 44mDelta
Deal found 10/12£819
Sat 13/1216:29MDW - MAN
1 stop12h 01mDelta
Wed 17/1205:50MAN - MDW
2 stops23h 57mDelta
Deal found 10/12£857
Sat 13/1216:29MDW - MAN
1 stop12h 01mVirgin Atlantic
Sat 20/1213:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Deal found 10/12£897
Sun 14/1213:05MDW - CWL
2 stops14h 45mKLM
Tue 16/1210:20CWL - MDW
2 stops19h 27mKLM
Deal found 11/12£1,636
Mon 22/1209:29MDW - BRS
2 stops16h 56mDelta
Mon 29/1206:00BRS - MDW
2 stops16h 20mDelta
Deal found 11/12£1,928
Mon 22/1211:48MDW - BRS
2 stops14h 37mKLM
Tue 30/1206:00BRS - MDW
2 stops17h 19mKLM
Deal found 11/12£2,019
Mon 22/1211:48MDW - BRS
2 stops14h 37mKLM
Mon 29/1206:00BRS - MDW
2 stops17h 19mKLM
Deal found 10/12£2,037
Sat 20/1209:29MDW - BRS
2 stops21h 41mDelta
Sun 28/1206:00BRS - MDW
2 stops17h 19mDelta
Deal found 10/12£2,564

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 12 December 2025.

Round-trip from

£439

One-way from

£186
Virgin Atlantic
  • Virgin Atlantic
  • 7/2-19/2
  • 3 total stops
  • 33h 49m total
  • Chicago to Wales
Search Deals
2/2
  • 2/2
  • 3 total stops
  • 24h 25m 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 12 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

Tue 20/1

13:31-10:30

2 stops14h 59m

Manchester

Tue 27/1

13:30-22:22

1 stop14h 52m

£468

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 4/2

13:31-10:30

2 stops14h 59m

Manchester

Tue 10/2

13:00-22:22

2 stops15h 22m

£468

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Mon 26/1

13:26-10:10

2 stops14h 44m

Manchester

Mon 2/2

09:00-17:29

1 stop14h 29m

£468

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 4/2

18:14-16:05

2 stops15h 51m

Manchester

Tue 10/2

13:30-22:22

1 stop14h 52m

£468

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Wed 14/1

13:28-10:30

2 stops15h 02m

Manchester

Sun 18/1

13:00-22:07

1 stop15h 07m

£468

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sat 24/1

11:45-10:10

2 stops16h 25m

Manchester

Sat 31/1

13:30-22:22

1 stop14h 52m

£468

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Tue 3/3

13:49-10:10

2 stops14h 21m

Manchester

Wed 25/3

05:50-18:40

2 stops17h 50m

£469

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 15/3

09:32-08:20

2 stops17h 48m

Manchester

Tue 24/3

13:30-22:29

1 stop13h 59m

£471

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Thu 19/3

18:35-16:35

2 stops17h 00m

Manchester

Tue 24/3

13:30-22:29

1 stop13h 59m

£471

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

Sun 15/3

09:32-08:20

2 stops17h 48m

Manchester

Tue 24/3

13:30-22:29

1 stop13h 59m

£471

Flights are sorted by cheapest return flights first.

Deals found on 10/12

Showing 1-10 of 23 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 22m. Virgin Atlantic provides one of the quickest options available for as low as £861. 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.
O'Hare Intl to Heathrow flights
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O'Hare Intl to Manchester flights
Midway to Manchester flights
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O'Hare Intl to Cardiff flights
O'Hare Intl to Bristol flights
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Midway to Birmingham flights
O'Hare Intl to Newcastle upon Tyne flights
Midway to Leeds flights
O'Hare Intl to Doncaster flights

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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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