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Cheap flights from Wales to Chicago Midway Airport from £331

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 16/3. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — MDW
11 Jan — 18 Jan1
1 adult
1 adult, Economy, 0 bags

Cheap 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 12 December 2025.

Wed 24/1213:30MAN - MDW
1 stop14h 52mDelta
Mon 29/1218:08MDW - MAN
2 stops15h 57mDelta
Deal found 11/12£934
Thu 25/1213:30MAN - MDW
1 stop14h 52mDelta
Tue 30/1218:08MDW - MAN
2 stops15h 57mDelta
Deal found 11/12£962
Fri 26/1205:50MAN - MDW
2 stops17h 36mDelta
Tue 30/1218:08MDW - MAN
2 stops15h 57mDelta
Deal found 11/12£963
Thu 25/1213:30MAN - MDW
1 stop14h 52mKLM
Tue 30/1212:45MDW - MAN
1 stop15h 45mKLM
Deal found 11/12£965
Wed 24/1213:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Tue 30/1209:29MDW - MAN
2 stops19h 01mVirgin Atlantic
Deal found 11/12£1,162
Thu 25/1213:30MAN - MDW
1 stop14h 52mVirgin Atlantic
Tue 30/1209:50MDW - MAN
1 stop18h 40mVirgin Atlantic
Deal found 11/12£1,173
Wed 24/1205:50MAN - MDW
2 stops17h 29mDelta
Tue 30/1218:08MDW - MAN
2 stops15h 57mDelta
Deal found 11/12£1,193
Tue 23/1213:30MAN - MDW
1 stop25h 35mKLM
Tue 6/113:28MDW - MAN
2 stops14h 42mKLM
Deal found 9/12£1,238
Thu 18/1213:30MAN - MDW
1 stop16h 17mAir France
Mon 29/1218:08MDW - MAN
2 stops15h 57mAir France
Deal found 11/12£1,273

Find flight deals from Wales to Midway

Keep the following information in mind while searching for Wales to Midway flight deals. Data was last updated 12 December 2025.

Round-trip from

£585

One-way from

£331
Virgin Atlantic
  • Virgin Atlantic
  • 3/3-25/3
  • 2 total stops
  • 27h 06m total
  • Wales to Chicago
Search Deals
16/3
  • 16/3
  • 3 total stops
  • 40h 16m total
  • Wales to Chicago
Search Deals

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 12 December 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

Tue 3/3

13:30-22:44

1 stop15h 14m

Chicago Midway

Wed 25/3

17:38-10:30

1 stop11h 52m

£585

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 13/2

13:25-22:42

1 stop15h 17m

Chicago Midway

Wed 18/2

12:46-08:45

1 stop13h 59m

£593

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 17/3

13:30-22:29

1 stop13h 59m

Chicago Midway

Tue 21/4

17:59-14:00

2 stops14h 01m

£610

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 20/1

13:30-22:22

1 stop14h 52m

Chicago Midway

Tue 10/2

12:48-10:30

1 stop15h 42m

£614

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 3/3

09:05-17:37

2 stops14h 32m

Chicago Midway

Wed 25/3

13:09-10:30

2 stops16h 21m

£615

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sun 1/3

20:45-18:37

2 stops27h 52m

Chicago Midway

Tue 31/3

12:47-08:10

1 stop13h 23m

£615

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sat 31/1

13:30-22:22

1 stop14h 52m

Chicago Midway

Thu 5/2

13:26-10:10

2 stops14h 44m

£618

BristolChicago

BRS - MDW

BRSMDW

Bristol

Mon 26/1

06:00-17:55

2 stops17h 55m

Chicago Midway

Mon 2/2

13:51-10:15

2 stops14h 24m

£619

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Mon 26/1

10:20-17:29

2 stops37h 09m

Chicago Midway

Mon 2/2

09:33-09:50

2 stops18h 17m

£621

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 17/2

13:30-22:44

1 stop15h 14m

Chicago Midway

Tue 24/2

12:46-10:30

1 stop15h 44m

£629

Flights are sorted by cheapest return flights first.

Deals found on 10/12

Showing 1-10 of 29 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 £610, Virgin Atlantic can have you in Chicago Midway Airport from Wales in 13h 59m. 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 Cardiff Wales - Chicago Midway or Bristol - 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
London City to O'Hare Intl flights
Stansted to O'Hare Intl flights
Luton to O'Hare Intl flights
Manchester to O'Hare Intl flights
Gatwick to Midway flights
Edinburgh to O'Hare Intl flights
Manchester to Midway flights
Edinburgh to Midway flights
Birmingham to O'Hare Intl flights
Newcastle upon Tyne to O'Hare Intl flights
Glasgow Intl to O'Hare Intl flights
Newcastle upon Tyne to Midway flights
Southend to O'Hare Intl flights
Bristol to O'Hare Intl flights
Glasgow Intl to Midway flights
Birmingham to Midway flights
Belfast Intl to O'Hare Intl flights
London City to Midway flights
Leeds to O'Hare Intl flights
Belfast City to O'Hare Intl flights
Southampton to O'Hare Intl flights
Cardiff to O'Hare Intl flights
Cardiff to Midway flights
Newquay to O'Hare Intl flights
Exeter to O'Hare Intl flights
Inverness to O'Hare Intl flights
Liverpool to O'Hare Intl flights
Bristol to Midway flights
Grimsby to O'Hare Intl flights
Doncaster to O'Hare Intl flights
Leeds to Midway flights
Darlington to Midway flights
Darlington to O'Hare Intl flights
Norwich to O'Hare Intl flights
Southampton to Midway 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.

Why should you use Cheapflights to find cheap flight tickets from Wales to Midway?

Millions of users choose and trust Cheapflights to book the best flight deals from Wales to Midway for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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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