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Cheap flights from Wales to Chicago Midway Airport from £327

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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
CWL — MDW
5 Jun — 12 Jun1
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 6 May 2026.

Wed 3/608:25
BRS
-
MDW
2 stops15h 31m
Multiple Airlines
Mon 8/613:26
MDW
-
BRS
2 stops20h 34m
Multiple Airlines
Deal found 2/5£546
Mon 1/611:35
CWL
-
MDW
1 stop28h 00m
Multiple Airlines
Mon 31/810:25
MDW
-
CWL
1 stop17h 50m
Multiple Airlines
Deal found 1/5£617
Sun 14/613:25
MAN
-
MDW
1 stop26h 10m
Multiple Airlines
Sun 28/615:20
MDW
-
MAN
1 stop14h 20m
Multiple Airlines
Deal found 1/5£674
Mon 21/913:00
MAN
-
MDW
1 stop14h 46m
Multiple Airlines
Sun 4/1013:05
MDW
-
MAN
1 stop12h 10m
Multiple Airlines
Deal found 4/5£707
Mon 14/905:50
MAN
-
MDW
2 stops21h 56m
Multiple Airlines
Mon 28/913:00
MDW
-
MAN
2 stops13h 15m
Multiple Airlines
Deal found 5/5£715
Sun 21/613:25
MAN
-
MDW
1 stop26h 15m
Multiple Airlines
Fri 3/715:20
MDW
-
MAN
1 stop14h 20m
Multiple Airlines
Deal found 2/5£724
Sat 27/614:50
MAN
-
MDW
2 stops48h 50m
Multiple Airlines
Sat 11/710:25
MDW
-
MAN
1 stop19h 15m
Multiple Airlines
Deal found 1/5£725
Wed 16/905:55
MAN
-
MDW
2 stops18h 36m
Delta
Wed 23/913:00
MDW
-
MAN
2 stops13h 15m
Delta
Deal found 5/5£730
Fri 13/1113:25
MAN
-
MDW
1 stop14h 20m
Virgin Atlantic
Sun 15/1113:05
MDW
-
MAN
1 stop11h 50m
Virgin Atlantic
Deal found 5/5£738
Thu 1/1013:00
MAN
-
MDW
1 stop14h 46m
Virgin Atlantic
Mon 5/1013:05
MDW
-
MAN
1 stop13h 45m
Virgin Atlantic
Deal found 4/5£749
Sat 26/913:15
MAN
-
MDW
1 stop14h 31m
Virgin Atlantic
Sat 3/1016:30
MDW
-
MAN
1 stop32h 45m
Virgin Atlantic
Deal found 4/5£753
Wed 10/606:15
BRS
-
MDW
2 stops18h 03m
Delta
Tue 16/613:49
MDW
-
BRS
2 stops17h 26m
Delta
Deal found 5/5£767

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 6 May 2026.

Round-trip from

£546

One-way from

£327
3/6-8/6
  • 3/6-8/6
  • 4 total stops
  • 36h 05m total
  • Wales to Chicago
Search Deals
1/6
  • 1/6
  • 1 total stop
  • 28h 00m 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 6 May 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

Mon 1/6

11:35-08:43

2 stops27h 08m

Chicago Midway

Mon 31/8

10:25-10:15

1 stop17h 50m

£725

BristolChicago

BRS - MDW

BRSMDW

Bristol

Wed 10/6

06:15-18:18

2 stops18h 03m

Chicago Midway

Tue 16/6

13:49-13:15

2 stops17h 26m

£767

BristolChicago

BRS - MDW

BRSMDW

Bristol

Mon 28/9

06:15-18:31

2 stops18h 16m

Chicago Midway

Fri 16/10

12:30-10:15

2 stops15h 45m

£768

BristolChicago

BRS - MDW

BRSMDW

Bristol

Mon 8/6

09:20-18:18

2 stops14h 58m

Chicago Midway

Mon 15/6

12:45-08:50

2 stops14h 05m

£780

BristolChicago

BRS - MDW

BRSMDW

Bristol

Thu 18/6

06:15-18:31

2 stops18h 16m

Chicago Midway

Thu 25/6

09:54-08:50

2 stops16h 56m

£793

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Sat 20/6

11:35-09:14

2 stops27h 39m

Chicago Midway

Sat 27/6

18:55-10:15

2 stops33h 20m

£817

CardiffChicago

CWL - MDW

CWLMDW

Cardiff Wales

Sat 20/6

07:30-09:14

3 stops31h 44m

Chicago Midway

Sat 27/6

18:55-10:15

2 stops33h 20m

£828

BristolChicago

BRS - MDW

BRSMDW

Bristol

Wed 10/6

06:15-18:18

2 stops18h 03m

Chicago Midway

Tue 16/6

09:17-08:50

2 stops17h 33m

£829

ManchesterChicago

MAN - MDW

MANMDW

Manchester

Tue 30/6

05:55-18:31

2 stops18h 36m

Chicago Midway

Tue 7/7

12:41-08:50

1 stop14h 09m

£831

BristolChicago

BRS - MDW

BRSMDW

Bristol

Wed 3/6

08:25-17:56

2 stops15h 31m

Chicago Midway

Mon 8/6

13:26-16:00

3 stops20h 34m

£852

Flights are sorted by cheapest return flights first.

Deals found on 1/5

Showing 1-10 of 44 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 £780, Delta can have you in Chicago Midway Airport from Wales in 14h 58m. 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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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.

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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