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Cheap flights from Wales to Chicago Midway Airport from £303

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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — MDW
12 2月 — 19 2月1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Wales to Midway

Keep the following information in mind while searching for Wales to Midway flight deals. Data was last updated 13 1月 2026.

Round-trip from

£511

One-way from

£303
Virgin Atlantic
  • Virgin Atlantic
  • 12/2-19/2
  • 2 total stops
  • 30h 46m total
  • Wales to Chicago
Search Deals
3/4
  • 3/4
  • 3 total stops
  • 44h 38m total
  • Wales to Chicago
Search Deals

Find flight deals from Wales to Midway

Enter your travel dates to find the best prices.

Cheapest flights from Wales to Midway
Explore the most affordable flight options available from Wales to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 13 1月 2026.

週四 12/213:30
MAN
-
MDW
1 stop15h 01m
Virgin Atlantic
週四 19/212:45
MDW
-
MAN
1 stop15h 45m
Virgin Atlantic
Deal found 13/1£511
週三 25/213:00
MAN
-
MDW
1 stop15h 31m
Virgin Atlantic
週一 9/313:10
MDW
-
MAN
2 stops13h 45m
Virgin Atlantic
Deal found 12/1£521
週五 23/113:25
MAN
-
MDW
1 stop14h 57m
Delta
週一 26/113:26
MDW
-
MAN
2 stops14h 44m
Delta
Deal found 12/1£524
週日 1/205:50
MAN
-
MDW
2 stops18h 46m
Delta
週日 8/213:26
MDW
-
MAN
2 stops14h 44m
Delta
Deal found 12/1£525
週五 6/213:25
MAN
-
MDW
1 stop14h 57m
Delta
週三 11/212:46
MDW
-
MAN
2 stops15h 24m
Delta
Deal found 12/1£527
週四 26/217:25
CWL
-
MDW
2 stops31h 15m
Virgin Atlantic
週四 5/313:29
MDW
-
CWL
2 stops14h 21m
Virgin Atlantic
Deal found 12/1£528
週五 13/211:00
MAN
-
MDW
2 stops27h 54m
Delta
週五 20/209:50
MDW
-
MAN
2 stops16h 30m
Delta
Deal found 12/1£530
週三 25/208:55
BRS
-
MDW
2 stops15h 45m
Delta
週三 4/309:50
MDW
-
BRS
2 stops16h 35m
Delta
Deal found 11/1£530
週四 12/209:05
MAN
-
MDW
2 stops14h 32m
Delta
週四 19/209:34
MDW
-
MAN
2 stops16h 46m
Delta
Deal found 13/1£532
週五 9/1013:00
MAN
-
MDW
1 stop14h 45m
Virgin Atlantic
週一 12/1013:05
MDW
-
MAN
1 stop13h 45m
Virgin Atlantic
Deal found 11/1£537
週四 26/209:05
MAN
-
MDW
2 stops14h 32m
Multiple Airlines
週四 5/313:29
MDW
-
MAN
2 stops12h 51m
Multiple Airlines
Deal found 12/1£539
週二 7/406:15
BRS
-
MDW
2 stops16h 40m
Delta
週二 21/409:26
MDW
-
BRS
2 stops17h 24m
Delta
Deal found 12/1£701

Cheapflights Fare Finder

 
Customise your flight search to find flights from Wales to Midway 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 13 1月 2026.
Use the filters below to find and compare flights from Wales to Chicago Midway Airport that are best for you.

Fly from

Wales

Fly to

Midway

Route

Depart

Return

Price

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週四 12/2

13:30-22:31

1 stop15h 01m

Chicago Midway

週四 19/2

12:45-10:30

1 stop15h 45m

£511

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週一 2/2

09:00-17:29

1 stop14h 29m

Chicago Midway

週日 8/2

13:26-10:10

2 stops14h 44m

£524

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週日 1/2

05:50-18:36

2 stops18h 46m

Chicago Midway

週日 8/2

09:33-10:10

2 stops18h 37m

£525

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週五 23/1

05:50-18:36

2 stops18h 46m

Chicago Midway

週一 26/1

13:49-10:10

2 stops14h 21m

£525

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週三 25/2

05:50-18:40

2 stops18h 50m

Chicago Midway

週一 9/3

14:05-10:10

2 stops15h 05m

£525

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週五 6/2

13:25-22:22

1 stop14h 57m

Chicago Midway

週三 11/2

12:46-10:10

2 stops15h 24m

£527

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

週四 26/2

17:25-18:40

2 stops31h 15m

Chicago Midway

週四 5/3

13:29-09:50

2 stops14h 21m

£528

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週四 19/3

13:30-22:31

1 stop14h 01m

Chicago Midway

週三 25/3

10:45-10:30

1 stop18h 45m

£528

BristolChicago

BRS - MDW

BRSMDW

Bristol

週三 25/2

08:55-18:40

2 stops15h 45m

Chicago Midway

週三 4/3

09:50-08:25

2 stops16h 35m

£530

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週四 12/2

09:05-17:37

2 stops14h 32m

Chicago Midway

週四 19/2

09:34-08:20

2 stops16h 46m

£532

Flights are sorted by cheapest return flights first.

Deals found on 13/1

Showing 1-10 of 23 results
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Best time to book a flight from Wales to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Wales 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 Wales to Chicago Midway Airport
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 Wales to Midway. 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 Wales to Chicago Midway Airport?

    For as low as £524, Virgin Atlantic can have you in Chicago Midway Airport from Wales in 14h 29m. The distance between Wales and Chicago Midway Airport is about 3816 mi. Both multi-stop and direct flights can be found to your destination and back.

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

    The most popular route from Wales to Chicago Midway Airport is Manchester - Chicago Midway. You may also consider Bristol - Chicago Midway or Cardiff Wales - Chicago Midway.

  • Can I find deals for flights from Wales to Midway that include hotel bookings?

    Yes. In addition to deals on Wales to Midway flights, Cheapflights offers holiday packages that include both flights and hotel.

  • How can I find direct flights from Wales to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Wales to Midway.

  • Can I find deals for business class flights from Wales to Midway?

    Yes. Cheapflights offers flight deals from Wales to Midway 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 Wales to Midway

See prices for flight routes from nearby airports that may be better suited for you.
Heathrow to O'Hare Intl flights
Heathrow to Midway flights
Gatwick to O'Hare Intl flights
London City to O'Hare Intl flights
Stansted to O'Hare Intl flights
Luton to O'Hare Intl flights
Edinburgh to O'Hare Intl flights
Manchester to O'Hare Intl flights
Edinburgh to Midway flights
Birmingham to O'Hare Intl flights
Manchester to Midway flights
Gatwick to Midway flights
Birmingham to Midway flights
Norwich to O'Hare Intl flights
Cardiff to O'Hare Intl flights
Newquay to O'Hare Intl flights
Leeds to O'Hare Intl flights
Glasgow Intl to O'Hare Intl flights
Southend to O'Hare Intl flights
Southampton to O'Hare Intl flights
Belfast Intl to O'Hare Intl flights
Belfast City to O'Hare Intl flights
Bristol to O'Hare Intl flights
London City to Midway flights
Newcastle upon Tyne to O'Hare Intl flights
Glasgow Intl to Midway flights
Liverpool to O'Hare Intl flights
Inverness to O'Hare Intl flights
Newcastle upon Tyne to Midway flights
Bristol to Midway flights
Leeds to Midway flights
Exeter to O'Hare Intl flights
Darlington to Midway flights
Darlington to O'Hare Intl flights
Grimsby to O'Hare Intl flights
Southampton to Midway flights
Doncaster to O'Hare Intl flights
Cardiff to Midway flights

Fly with Cheapflights

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How does Cheapflights help users find flights from Wales to Midway?

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Yes! Cheapflights helps users easily find flights from Wales to Midway with no change fees.

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Not ready to book yet? You can track prices for flights from Wales to Midway on Cheapflights with our Price Alert feature and get notified when better prices are available.

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