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Cheap flights from Wales to Chicago Midway Airport from £241

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 22/4. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — MDW
3 Apr — 10 Apr1
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 4 March 2026.

Wed 15/406:15
BRS
-
MDW
2 stops18h 21m
Delta
Wed 22/409:27
MDW
-
BRS
2 stops17h 23m
Delta
Deal found 1/3£636
Tue 14/405:55
MAN
-
MDW
2 stops18h 03m
Delta
Tue 21/410:41
MDW
-
MAN
2 stops15h 39m
Delta
Deal found 28/2£637
Thu 23/413:00
MAN
-
MDW
1 stop15h 28m
Virgin Atlantic
Mon 27/410:41
MDW
-
MAN
1 stop16h 09m
Virgin Atlantic
Deal found 1/3£638
Mon 13/405:55
MAN
-
MDW
2 stops18h 41m
Virgin Atlantic
Mon 27/413:24
MDW
-
MAN
2 stops12h 51m
Virgin Atlantic
Deal found 27/2£639
Fri 4/913:00
MAN
-
MDW
2 stops35h 31m
Virgin Atlantic
Tue 8/913:00
MDW
-
MAN
2 stops21h 55m
Virgin Atlantic
Deal found 1/3£644
Fri 18/913:00
MAN
-
MDW
2 stops35h 31m
Virgin Atlantic
Mon 28/913:00
MDW
-
MAN
2 stops13h 15m
Virgin Atlantic
Deal found 2/3£646
Tue 14/415:00
MAN
-
MDW
2 stops37h 28m
Virgin Atlantic
Sat 18/409:27
MDW
-
MAN
2 stops40h 48m
Virgin Atlantic
Deal found 1/3£658
Mon 13/405:55
MAN
-
MDW
2 stops18h 41m
Delta
Sun 19/409:27
MDW
-
MAN
2 stops16h 58m
Delta
Deal found 3/3£665
Tue 7/406:15
BRS
-
MDW
2 stops17h 07m
Delta
Tue 21/418:38
MDW
-
BRS
2 stops16h 22m
Delta
Deal found 2/3£668
Fri 18/913:00
MAN
-
MDW
1 stop14h 46m
Delta
Mon 5/1017:59
MDW
-
MAN
2 stops14h 01m
Delta
Deal found 3/3£669
Wed 11/1113:30
MAN
-
MDW
1 stop32h 55m
Multiple Airlines
Wed 2/1213:05
MDW
-
MAN
2 stops15h 05m
Multiple Airlines
Deal found 2/3£671
Wed 15/409:45
CWL
-
MDW
2 stops18h 43m
Delta
Wed 22/409:29
MDW
-
CWL
2 stops17h 46m
Delta
Deal found 1/3£676

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 4 March 2026.

Round-trip from

£636

One-way from

£241
Delta
  • Delta
  • 15/4-22/4
  • 4 total stops
  • 35h 44m total
  • Wales to Chicago
Search Deals
22/4
  • 22/4
  • 3 total stops
  • 40h 51m 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 4 March 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

BristolChicago

BRS - MDW

BRSMDW

Bristol

Wed 15/4

06:15-18:36

2 stops18h 21m

Chicago Midway

Wed 22/4

09:27-08:50

2 stops17h 23m

£636

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 13/4

05:55-18:36

2 stops18h 41m

Chicago Midway

Mon 27/4

13:24-08:15

2 stops12h 51m

£639

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Thu 23/4

05:55-17:58

2 stops18h 03m

Chicago Midway

Mon 27/4

13:24-08:15

2 stops12h 51m

£668

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Mon 13/4

05:55-18:36

2 stops18h 41m

Chicago Midway

Sun 19/4

09:27-08:25

2 stops16h 58m

£668

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 7/4

06:15-17:22

2 stops17h 07m

Chicago Midway

Tue 21/4

18:38-17:00

2 stops16h 22m

£668

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Wed 15/4

09:45-22:28

2 stops18h 43m

Chicago Midway

Wed 22/4

09:29-09:15

2 stops17h 46m

£676

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Sat 18/4

13:15-22:28

1 stop15h 13m

Chicago Midway

Sat 25/4

09:27-08:50

2 stops17h 23m

£698

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Wed 15/4

05:55-18:36

2 stops18h 41m

Chicago Midway

Wed 22/4

12:52-07:15

1 stop12h 23m

£710

BristolChicago

BRS - MDW

BRSMDW

Bristol

Tue 28/4

06:15-16:26

2 stops16h 11m

Chicago Midway

Sat 9/5

13:22-10:15

2 stops14h 53m

£735

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Fri 17/4

05:55-17:58

2 stops18h 03m

Chicago Midway

Fri 24/4

13:24-10:10

2 stops14h 46m

£746

Flights are sorted by cheapest return flights first.

Deals found on 1/3

Showing 1-10 of 31 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 £636, Delta can have you in Chicago Midway Airport from Wales in 18h 21m. The distance between Wales and Chicago Midway Airport is about 3858 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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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.

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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