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Cheap flights from Wales to Chicago Midway Airport from £242

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — MDW
17 Aug — 24 Aug1
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 18 July 2026.

Tue 1/909:45
CWL
-
MDW
2 stops18h 51m
Air France
Tue 8/917:45
MDW
-
CWL
2 stops17h 00m
Air France
Deal found 18/7£670
Wed 7/1005:55
MAN
-
MDW
2 stops18h 10m
Virgin Atlantic
Wed 14/1013:28
MDW
-
MAN
2 stops12h 57m
Virgin Atlantic
Deal found 14/7£694
Wed 16/905:55
MAN
-
MDW
2 stops18h 38m
Virgin Atlantic
Wed 23/909:29
MDW
-
MAN
2 stops18h 41m
Virgin Atlantic
Deal found 17/7£700
Wed 11/1110:20
CWL
-
MDW
2 stops28h 25m
Multiple Airlines
Wed 18/1109:55
MDW
-
CWL
2 stops17h 55m
Multiple Airlines
Deal found 16/7£700
Tue 25/813:00
MAN
-
MDW
1 stop15h 47m
Multiple Airlines
Mon 31/806:05
MDW
-
MAN
2 stops21h 55m
Multiple Airlines
Deal found 16/7£702
Wed 16/908:55
MAN
-
MDW
2 stops15h 24m
Delta
Wed 23/919:01
MDW
-
MAN
2 stops15h 44m
Delta
Deal found 14/7£725
Wed 16/908:55
MAN
-
MDW
2 stops15h 24m
Delta
Thu 1/1019:01
MDW
-
MAN
2 stops15h 44m
Delta
Deal found 18/7£729
Tue 22/920:50
MAN
-
MDW
2 stops27h 43m
Virgin Atlantic
Sun 27/909:29
MDW
-
MAN
2 stops18h 41m
Virgin Atlantic
Deal found 17/7£731
Wed 7/1005:55
MAN
-
MDW
2 stops18h 10m
Virgin Atlantic
Mon 26/1012:28
MDW
-
MAN
2 stops19h 17m
Virgin Atlantic
Deal found 18/7£747
Fri 11/905:55
MAN
-
MDW
2 stops18h 24m
Delta
Wed 16/919:01
MDW
-
MAN
2 stops15h 44m
Delta
Deal found 14/7£756
Thu 1/1005:55
MAN
-
MDW
2 stops18h 24m
Delta
Thu 15/1012:28
MDW
-
MAN
2 stops15h 32m
Delta
Deal found 16/7£757
Sun 30/806:15
BRS
-
MDW
2 stops17h 46m
Delta
Sun 6/917:45
MDW
-
BRS
2 stops17h 15m
Delta
Deal found 16/7£939

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 18 July 2026.

Round-trip from

£670

One-way from

£242
Air France
  • Air France
  • 1/9-8/9
  • 4 total stops
  • 35h 51m total
  • Wales to Chicago
Search Deals
1/9
  • 1/9
  • 3 total stops
  • 42h 15m 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 18 July 2026.
Use the filters below to find and compare flights from Wales to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest return flight

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Tue 1/9

09:45-22:36

2 stops18h 51m

Chicago Midway

Tue 8/9

17:45-16:45

2 stops17h 00m

£670

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Wed 11/11

10:20-08:45

2 stops28h 25m

Chicago Midway

Wed 18/11

09:55-09:50

2 stops17h 55m

£700
Fastest return journey

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 16/9

08:55-18:19

2 stops15h 24m

Chicago Midway

Wed 23/9

19:01-16:45

2 stops15h 44m

£725

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Thu 8/10

05:55-18:05

2 stops18h 10m

Chicago Midway

Wed 14/10

12:28-08:25

2 stops13h 57m

£756

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Thu 24/9

05:55-18:19

2 stops18h 24m

Chicago Midway

Wed 7/10

13:28-10:10

2 stops14h 42m

£759

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Thu 8/10

05:55-18:05

2 stops18h 10m

Chicago Midway

Sun 11/10

10:58-07:15

1 stop14h 17m

£786

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Wed 29/7

09:45-22:15

2 stops18h 30m

Chicago Midway

Sat 1/8

18:55-09:15

2 stops32h 20m

£1,002

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 11/8

06:15-18:33

2 stops18h 18m

Chicago Midway

Tue 18/8

13:25-10:15

2 stops14h 50m

£1,044

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 11/8

10:45-18:33

2 stops37h 48m

Chicago Midway

Tue 18/8

13:25-10:15

2 stops14h 50m

£1,048

BristolChicago

BRS - MDW

BRSMDW

Bristol

Mon 17/8

06:15-18:01

2 stops17h 46m

Chicago Midway

Mon 24/8

13:25-10:15

2 stops14h 50m

£1,049

Flights are sorted by cheapest return flights first.

Deals found on 17/7

Showing 1-10 of 28 resultsSorted by cheapest first
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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 £725, Air France can have you in Chicago Midway Airport from Wales in 15h 24m. 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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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?

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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.

Can Cheapflights notify me if prices for flights from Wales to Midway become cheaper?

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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