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Cheap flights from Wales to Chicago Midway Airport from £337

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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — MDW
21 12月 — 28 12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 21 11月 2025.

Round-trip from

£596

One-way from

£337
Virgin Atlantic
  • Virgin Atlantic
  • 14/1-4/2
  • 3 total stops
  • 33h 15m total
  • Wales to Chicago
Search Deals
3/12
  • 3/12
  • 3 total stops
  • 36h 36m 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 21 11月 2025.

週日 7/1209:05MAN - MDW
1 stop13h 13mDelta
週三 21/113:49MDW - MAN
2 stops14h 21mDelta
Deal found 19/11£682
週一 15/1205:50MAN - MDW
2 stops18h 10mDelta
週四 8/113:28MDW - MAN
2 stops20h 37mDelta
Deal found 20/11£744
週四 27/1113:30MAN - MDW
1 stop16h 10mVirgin Atlantic
週四 4/1212:50MDW - MAN
1 stop15h 40mVirgin Atlantic
Deal found 20/11£784
週二 16/1209:05MAN - MDW
2 stops14h 55mDelta
週六 10/109:32MDW - MAN
2 stops18h 38mDelta
Deal found 19/11£797
週三 17/1213:40MAN - MDW
2 stops16h 07mDelta
週三 7/117:31MDW - MAN
1 stop10h 59mDelta
Deal found 20/11£823
週二 16/1205:50MAN - MDW
2 stops16h 54mDelta
週二 6/113:28MDW - MAN
2 stops17h 17mDelta
Deal found 20/11£839
週二 16/1205:50MAN - MDW
2 stops23h 57mVirgin Atlantic
週六 10/117:31MDW - MAN
1 stop10h 59mVirgin Atlantic
Deal found 19/11£844
週五 19/1206:00BRS - MDW
2 stops16h 31mDelta
週五 26/1209:29MDW - BRS
2 stops16h 56mDelta
Deal found 19/11£1,209

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 21 11月 2025.
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

週三 14/1

13:00-22:07

2 stops39h 07m

Chicago Midway

週三 4/2

13:31-16:05

2 stops20h 34m

£597

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週三 14/1

05:50-17:34

2 stops17h 44m

Chicago Midway

週一 19/1

13:26-10:10

2 stops14h 44m

£619

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週一 2/3

05:50-18:37

2 stops18h 47m

Chicago Midway

週四 5/3

10:53-10:30

1 stop17h 37m

£620

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週五 13/2

13:25-22:44

1 stop15h 19m

Chicago Midway

週三 18/2

10:53-08:45

1 stop15h 52m

£621

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週二 3/3

13:30-22:44

1 stop15h 14m

Chicago Midway

週五 6/3

10:53-10:30

1 stop17h 37m

£629

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週四 19/2

13:30-22:44

1 stop15h 14m

Chicago Midway

週四 5/3

10:53-10:30

1 stop17h 37m

£629

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週五 13/2

13:25-22:44

1 stop15h 19m

Chicago Midway

週三 18/2

09:34-08:45

2 stops17h 11m

£649

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週三 4/2

13:30-17:29

1 stop33h 59m

Chicago Midway

週日 8/2

13:26-12:45

2 stops17h 19m

£649

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週六 14/2

05:50-16:16

2 stops16h 26m

Chicago Midway

週一 23/2

13:28-10:10

2 stops14h 42m

£650

ManchesterChicago

MAN - MDW

MANMDW

Manchester

週一 12/1

05:50-17:34

2 stops17h 44m

Chicago Midway

週日 18/1

13:28-10:10

2 stops14h 42m

£650

Flights are sorted by cheapest return flights first.

Deals found on 21/11

Showing 1-10 of 24 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 £619, Virgin Atlantic can have you in Chicago Midway Airport from Wales in 17h 44m. 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
Gatwick to O'Hare Intl flights
Heathrow to Midway flights
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Luton to O'Hare Intl flights
Gatwick to Midway flights
Manchester to O'Hare Intl flights
Glasgow Intl to O'Hare Intl flights
Glasgow Intl to Midway flights
Manchester to Midway flights
Edinburgh to Midway flights
Edinburgh to O'Hare Intl flights
Leeds to Midway flights
Southend to O'Hare Intl flights
Birmingham to O'Hare Intl flights
Newcastle upon Tyne to O'Hare Intl flights
Leeds to O'Hare Intl flights
Exeter to O'Hare Intl flights
Newcastle upon Tyne to Midway flights
Birmingham to Midway flights
Belfast Intl to O'Hare Intl flights
London City to Midway flights
Grimsby to O'Hare Intl flights
Belfast City to O'Hare Intl flights
Inverness to O'Hare Intl flights
Newquay to O'Hare Intl flights
Southampton to O'Hare Intl flights
Bristol to Midway flights
Darlington to O'Hare Intl flights
Cardiff to O'Hare Intl flights
Norwich to O'Hare Intl flights
Southampton to Midway flights
Bristol to O'Hare Intl flights
Liverpool to O'Hare Intl flights
Darlington to Midway flights
Cardiff to Midway flights
Doncaster to O'Hare Intl flights

Fly with Cheapflights

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

Cheapflights makes it easy to find Wales to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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Can Cheapflights find flights from Wales to Midway with no change fees?

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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