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Cheap flights from Chicago Midway Airport to Wales from £299

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 13/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CWL
27 dic — 3 gen1
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 27 novembre 2025.

Round-trip from

£442

One-way from

£299
Virgin Atlantic
  • Virgin Atlantic
  • 7/2-19/2
  • 2 total stops
  • 27h 12m total
  • Chicago to Wales
Search Deals
13/12
  • 13/12
  • 2 total stops
  • 39h 41m 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 27 novembre 2025.

dom 30/1106:00MDW - MAN
1 stop18h 30mDelta
mar 9/1213:30MAN - MDW
1 stop16h 17mDelta
Deal found 25/11£531
lun 1/1209:34MDW - MAN
2 stops18h 36mDelta
gio 11/1213:30MAN - MDW
1 stop16h 17mDelta
Deal found 25/11£534
dom 30/1106:00MDW - MAN
1 stop18h 30mDelta
gio 11/1209:05MAN - MDW
2 stops14h 55mDelta
Deal found 25/11£538
mar 25/1113:15MDW - MAN
2 stops15h 15mVirgin Atlantic
mar 2/1220:40MAN - MDW
2 stops25h 54mVirgin Atlantic
Deal found 24/11£542
dom 30/1106:00MDW - MAN
1 stop18h 30mDelta
ven 12/1206:00MAN - MDW
2 stops18h 00mDelta
Deal found 24/11£542
gio 4/1209:59MDW - MAN
2 stops16h 21mDelta
ven 12/1213:25MAN - MDW
1 stop16h 22mDelta
Deal found 25/11£551
mer 3/1210:49MDW - MAN
1 stop17h 41mVirgin Atlantic
gio 11/1213:30MAN - MDW
1 stop16h 17mVirgin Atlantic
Deal found 25/11£610
lun 15/1213:14MDW - MAN
2 stops14h 56mDelta
ven 9/113:00MAN - MDW
2 stops25h 52mDelta
Deal found 24/11£720
dom 14/1210:49MDW - MAN
2 stops15h 31mDelta
ven 9/113:00MAN - MDW
2 stops25h 52mDelta
Deal found 24/11£724
lun 24/1117:34MDW - MAN
2 stops16h 31mDelta
ven 28/1113:25MAN - MDW
1 stop16h 15mDelta
Deal found 24/11£751
lun 22/1209:50MDW - BRS
2 stops16h 35mDelta
lun 29/1206:00BRS - MDW
2 stops17h 26mDelta
Deal found 26/11£1,707
lun 22/1209:29MDW - BRS
2 stops16h 56mDelta
mar 30/1206:00BRS - MDW
2 stops22h 22mDelta
Deal found 26/11£1,840

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 27 novembre 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

mer 14/1

06:45-10:30

1 stop21h 45m

Manchester

mer 6/5

05:55-18:31

2 stops18h 36m

£473

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

sab 7/2

13:26-10:10

2 stops14h 44m

Manchester

gio 19/2

13:30-22:42

1 stop15h 12m

£483

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

gio 8/1

13:28-10:10

2 stops14h 42m

Manchester

mer 14/1

13:30-22:07

1 stop14h 37m

£492

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

mer 14/1

13:28-10:30

2 stops15h 02m

Manchester

sab 16/5

05:50-18:31

2 stops18h 41m

£515

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

gio 12/2

12:46-10:30

1 stop15h 44m

Manchester

ven 20/2

13:25-22:42

1 stop15h 17m

£522

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

ven 9/1

13:28-10:30

2 stops15h 02m

Manchester

ven 16/1

13:25-22:07

1 stop14h 42m

£525

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

ven 23/1

12:48-10:30

1 stop15h 42m

Manchester

lun 26/1

17:25-18:36

2 stops31h 11m

£529

ChicagoManchester

MDW - MAN

MDWMAN

Chicago Midway

ven 23/1

10:48-10:30

1 stop17h 42m

Manchester

lun 26/1

09:05-18:36

2 stops39h 31m

£529

ChicagoBristol

MDW - BRS

MDWBRS

Chicago Midway

dom 19/4

18:45-13:15

2 stops36h 30m

Bristol

mar 5/5

06:15-21:45

2 stops21h 30m

£595

ChicagoBristol

MDW - BRS

MDWBRS

Chicago Midway

lun 20/4

13:00-13:15

2 stops18h 15m

Bristol

lun 4/5

09:20-18:31

2 stops39h 11m

£595

Flights are sorted by cheapest return flights first.

Deals found on 24/11

Showing 1-10 of 28 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 £483. 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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